Chicago Holiday Rentals, Illinois: Private House Rentals

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Go beyond your typical stay in Chicago (and vicinity)

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Our top choices for Chicago hotels

A hotel entrance with a classic facade, an American flag, and a sign for Hotel Blake Chicago.

A hotel entrance with a marquee, American flag, and a person standing in front.

A hotel entrance with a marquee and string lights above the entrance.

1. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Melanie

Rp3.370.328

Rp4.006.983 total

includes taxes & fees

7 Sept - 8 Sept

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

2. Hyatt Regency Chicago

Downtown Chicago

Steve

Rp4.392.858

Rp5.851.960 total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel with a glass facade, multiple floors, and a visible entrance.

A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

A modern hotel room with a large window, a desk with a lamp, a sofa, and a chair.

A hotel room with a large bed, a desk with a chair, a sofa, and a TV.

3. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

LISA

Rp3.510.758

Rp4.173.939 total

includes taxes & fees

7 Sept - 8 Sept

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

4. L7 Chicago by LOTTE

Downtown Chicago

Jeff

Rp4.558.516

Rp5.419.620 total

includes taxes & fees

20 Sept - 21 Sept

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

5. Hotel Riu Plaza Chicago

Downtown Chicago

Donna

Rp2.569.717

Rp3.557.933 total

includes taxes & fees

7 Sept - 8 Sept

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A conference room with a long table, chairs, and a vase.

A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

6. River Hotel

Downtown Chicago

Austin

Rp2.761.326

Rp3.283.000 total

includes taxes & fees

7 Sept - 8 Sept

A modern building with a colorful facade and a red circular seating area.

A modern interior with wooden shelves, colorful chairs, and hanging plants.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

7. citizenM Chicago Downtown

Downtown Chicago

lakadria

Rp3.076.146

Rp3.657.229 total

includes taxes & fees

7 Sept - 8 Sept

A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

A modern hotel room with a large window, a desk, a chair, a sofa, and a small side table.

A bar area with a long counter, bar stools, and a bar stocked with bottles.

A hotel room with two beds, a desk, a chair, a lamp, and a view of a building through the window.

8. Springhill Suites by Marriott Chicago Downtown/ River North

Downtown Chicago

Claudia

Rp3.440.190

Rp4.090.043 total

includes taxes & fees

7 Sept - 8 Sept

A dining area with a table set for four, large windows offering a cityscape view at dusk.

A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.

A modern interior with a central fireplace, seating area, and wall-mounted lighting.

A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

9. The Royal Sonesta Chicago Downtown

Downtown Chicago

ShaRona

Rp4.569.278

Rp5.996.958 total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

A modern bar area with a bar counter, multiple stools, and a chandelier.

A modern living room with a dark sofa set, a glass coffee table, and a decorative chandelier.

A man and a woman walking down a marble staircase in a hotel lobby with a chandelier and a sign indicating an exit.

10. Silversmith Hotel Chicago Downtown

Downtown Chicago

Kun

Rp2.762.737

Rp3.823.049 total

includes taxes & fees

7 Sept - 8 Sept

A dining table set for six with a cityscape view through large windows.

A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.

The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.

A modern hotel room with a large bed, a desk, a chair, and a view of the cityscape through large windows.

11. Swissotel - Chicago

Downtown Chicago

Bridgette

Rp5.787.934

Rp7.502.627 total

includes taxes & fees

10 Sept - 11 Sept

The Intercontinental hotel facade with a large American flag and a floral display.

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

12. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Anfal

Rp3.625.431

Rp4.927.747 total

includes taxes & fees

8 Sept - 9 Sept

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

A modern living room with a large window, a potted plant, and a variety of seating options including a sofa, armchairs, and ottoman.

A vending machine with various beverages and snacks.

A hotel room with a large bed, two bedside lamps, and a city view through a large window.

13. Hyatt Place Chicago/River North

Downtown Chicago

Shoma

Rp3.528.400

Rp4.194.914 total

includes taxes & fees

7 Sept - 8 Sept

A tall, modern hotel with a brick facade and numerous windows.

A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

14. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Kelly

Rp2.766.266

Rp3.288.822 total

includes taxes & fees

7 Sept - 8 Sept

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

15. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Jeremy

Rp2.802.608

Rp3.332.020 total

includes taxes & fees

7 Sept - 8 Sept

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

A modern interior with wooden flooring, black furniture, and large windows offering city views.

A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

16. The Royal Sonesta Chicago River North

Downtown Chicago

Tiffany

Rp3.987.092

Rp5.305.078 total

includes taxes & fees

27 Sept - 28 Sept

A multi-story hotel with a prominent sign reading "Crowne Plaza."

A spacious lobby with a seating area, a reception desk, and a large screen.

A spacious lobby with high wooden pillars, a seating area with sofas and a bench, a fire feature, and a modern design.

A modern restaurant with round tables and booths, a high ceiling with exposed beams, and a brick accent wall with the text "RVE DELTA".

17. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Phillip

Rp3.334.338

Rp3.964.428 total

includes taxes & fees

7 Sept - 8 Sept

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

A modern room with a view of a river and high-rise buildings.

18. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Kamal

Rp4.477.540

Rp5.841.140 total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel with a colorful awning and a glass facade.

A bakery display with various baked goods and a coffee machine.

A hotel room with a wooden wardrobe, a minibar with coffee cups and a bottle, a safe, and a towel rack with a hanging bag.

A modern lobby with a reception desk, seating area, and a large illuminated number '5' on the wall.

19. Aloft by Marriott Chicago Downtown River North

Downtown Chicago

Michelle

Rp3.175.560

Rp3.775.423 total

includes taxes & fees

7 Sept - 8 Sept

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

A gym with multiple treadmills aligned in rows, a cityscape mural on the wall, and a view of the water outside.

A conference room with a long table, chairs, and a projector screen.

A grilled pineapple on top of a stack of meat, served on a pan.

20. Hyatt Centric The Loop Chicago

Downtown Chicago

Tamika

Rp3.373.150

Rp4.451.625 total

includes taxes & fees

7 Sept - 8 Sept

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Holiday Rentals in Chicago

Aparthotel

A modern kitchen with a central island, stainless steel appliances, and a view of the city.

An outdoor seating area with modern furniture, surrounded by tall buildings.

A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

Kasa Lake Shore Chicago

Downtown Chicago

"Great location and super clean!"

Aparthotel

A modern building with the name 'SENIORAL' prominently displayed on the facade.

A modern kitchen with a built-in microwave, stove, and dishwasher, large windows with city views, and a dining area with a table and chairs.

A bar area with stools, a counter with bottles, and a wall with a leafy design.

A modern kitchen with a large island, bar stools, and a view of the city skyline.

Sentral Michigan Avenue

Downtown Chicago

"A great place"

Aparthotel

A modern kitchen with a large island, bar stools, and a city view.

A modern dining area with a wooden table and chairs, a central sink, and large windows.

A spacious living area with a large sofa, a dining table, and a TV mounted on the wall.

A modern living room with a grey sectional sofa, a round coffee table, and a glass desk with a chair. Large windows offer a city view.

Level Chicago – Old Town

Downtown Chicago

"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."

Aparthotel

A modern kitchen with a stove, dishwasher, and a dining area with a round table and chairs.

A modern living room with a large window, a flat-screen TV, a grey armchair, a green sofa, and a small side table.

A modern building with a sign reading "TOUS les JOUS" and a tree with yellow leaves in front.

The Neighborhood Hotel-Little Italy

Near West Side

"Great location"

Aparthotel

A compact living space with a kitchenette, a sofa, a bed, and a television mounted on the wall.

A compact living space with a kitchenette, a dining area, and a bed.

A modern kitchen with white cabinets, a dining area with a white table and two chairs, and a large window providing natural light.

A red brick building with a blue awning labeled "747 N. MAY" and a sign reading "LOFTS".

Ground Floor Studios in Chicago by 747 Lofts

West Town

"It’s a really nice place. Its quite a distance from downtown Chicago. But it’s like 3 minutes from Chicago Blue line and a minute away from the bus station. Food is not a problem since there is a Korean grocery nearby. There is also a nearby Catholic church. The ameneties in this loft hotel is complete so if you are looking for a budget style trip and accommodation, I highly recommend this place."

Aparthotel

A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

A living room with a fireplace, a television mounted above it, and a large window with a view of trees.

A covered outdoor seating area with a wooden deck, black metal chairs, and a glass table.

A living room with a television, a sofa, a chair, and a coffee table. There are windows and a clock on the wall.

Wrigleyville Suites

Lakeview

"We had a great stay! Perfect location for cubs games and hanging out in wrigleyville."

Aparthotel

Comfort Suites Michigan Avenue Loop

Downtown Chicago

"Amazing place to stay. This great location, one-bedroom apartment-style hotel has your own aundry facility in your room, real fridge, kitchen, sofa, etc."

Aparthotel

A modern hotel room with a bed, a sofa, a small table, a suitcase, and large windows offering city views.

A modern kitchen with wooden cabinets, stainless steel appliances, and a bar stool.

A modern bedroom with a bed, a black leather sofa, and large windows offering city views.

Chicago Third Floor Studio by 747 Lofts

West Town

"Clean, easy to check in, all the household items you’d expect"

Aparthotel

A compact kitchen with a stainless steel refrigerator, wooden cabinets, a black leather sofa, and a small table.

A red brick building with a blue awning and a sign reading "747 LOFTS."

A modern hotel room with a large bed, a seating area, and a suitcase.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

River West, Third Floor Chicago by 747 Lofts

West Town

"Loved the space and location "

Aparthotel

A modern hotel room with a bed, a sofa, a small table, and a kitchenette.

River West, Second Floor Chicago by 747 Lofts

West Town

"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."

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Where to stay in Chicago

Find the best Chicago areas for the activities you enjoy most.Learn more about Chicago

A river with yellow boats, a bridge, and tall buildings.

A nighttime cityscape with illuminated buildings and a bridge over a river.

A nighttime cityscape with illuminated skyscrapers and a river.

A city skyline with modern skyscrapers, a marina with boats, and a park with people walking.

A river with a bridge, modern buildings, and a historic tower.

The Loop

The Loop pulses with energy as Chicago's iconic skyline reaches skyward. Art and business collide at every corner, from Cloud Gate's gleaming curves to historic skyscrapers. Experience world-class culture at the Art Institute or Chicago Symphony Orchestra. Named for the elevated train tracks encircling city centre, this area offers excellent transit connections. Millennium Park provides green space amid urban intensity. Weekdays buzz with business crowds while weekends reveal a quieter side of this architectural wonderland.

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A city street with a train passing overhead, cars, pedestrians, and a red brick building.

A river with boats, tall buildings, and a bridge.

A Trump Building with a glass facade reflecting the cityscape.

A large, historic building with a central tower and multiple windows, located near a body of water.

A nighttime cityscape with illuminated buildings, a river, and a bridge.

River North

River North captivates visitors with America's largest concentration of art galleries outside Manhattan. This upscale Chicago area blends high-end dining with vibrant nightlife along the scenic riverfront. Stunning architecture frames the bustling streets. The area boasts exceptional transit options with three nearby metro stations. Browse through contemporary exhibits, enjoy cocktails at stylish rooftop bars, or shop at luxury boutiques. Merchandise Mart and Bally's Casino offer additional entertainment in this walker-friendly urban playground.

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A historic castle-like building with intricate stonework and a paved walkway.

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

A city intersection with tall buildings, including a historic building labeled "Water Tower Place."

A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.

A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

Magnificent Mile

Chicago's famous Magnificent Mile dazzles with luxury shopping and architectural wonders. Michigan Avenue showcases high-end retailers like Bloomingdale's and Neiman Marcus alongside historic landmarks such as the Water Tower. The district seamlessly blends shopping paradise with cultural attractions. Business travellers appreciate the numerous office buildings and hotels lining North Michigan Avenue. Visitors can enjoy fine dining establishments, explore the Chicago Riverwalk, or venture to nearby attractions like Navy Pier and the Art Institute of Chicago. The area's stunning skyline views and riverfront access create an unforgettable urban experience.

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A cityscape with modern skyscrapers and a curved highway.

A cityscape with a mix of modern and older buildings, including a prominent red building with many windows and balconies.

A cityscape with a mix of modern and older buildings, a busy highway, and a large parking lot.

A city skyline with modern skyscrapers, a parking lot, and a distinctive building with a geometric facade.

A cityscape with a prominent skyscraper, a dense urban area, and a clear sky.

West Loop

West Loop has transformed from industrial roots into Chicago's trendiest food destination. Old warehouses now house sleek restaurants along "Restaurant Row" where celebrity chefs create culinary magic. Art galleries and design studios fill converted brick buildings throughout this vibrant area. Union Park and Mary Bartelme Park offer green retreats amid the urban landscape. Getting around is simple with multiple train stations including Racine and Clinton. The area balances its industrial heritage with modern luxury in this walkable food lover's paradise.

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A river with a city skyline in the background, surrounded by green trees and grass.

A city skyline with a river, green spaces, and a baseball field.

A city skyline with tall buildings, a frozen lake, and leafless trees in a park.

A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.

Lincoln Park

Lincoln Park blends urban energy with natural beauty along Chicago's stunning lakefront. The neighborhood's namesake 1,200-acre park offers endless recreation with a free zoo, conservatory, and scenic trails. Historic brownstones line tree-canopied streets, creating a charming residential atmosphere. Visitors can shop unique boutiques along Armitage Avenue or enjoy diverse dining options on Clark Street. The Chicago History Museum and North Avenue Beach provide cultural and outdoor attractions. Three convenient metro stations make exploring the rest of the city a breeze.

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Stay near popular Chicago attractions

An aerial view of a baseball stadium surrounded by urban buildings.

Wrigley Field

9.0/10 (11,704 reviews)

Step into baseball's living museum where ivy-covered walls and a hand-operated scoreboard create timeless charm. Experience the electrifying atmosphere of Cubs games in this century-old "Friendly Confines."

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A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)

This historic Chicago waterfront landmark offers panoramic lake views from its iconic Centennial Wheel. Enjoy seasonal fireworks or interactive exhibits at the Children's Museum while exploring Navy Pier.

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A large stadium surrounded by a cityscape with modern buildings.

Soldier Field

8.8/10 (7,063 reviews)

Soldier Field blends historic neoclassical columns with modern design as home to the Chicago Bears. Experience the electric atmosphere of an NFL game or take a guided tour exploring its century of sporting heritage.

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A modern cityscape with tall buildings, a clear sky, and a tree-lined street.

McCormick Place

8.8/10 (9,822 reviews)

McCormick Place hosts major events like the Chicago Auto Show in its 2.6 million square feet of exhibition space. Arrive via the convenient Metra Electric Line station directly beneath the complex.

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A cityscape with modern skyscrapers and the Cloud Gate sculpture.

Millennium Park

9.4/10 (30,446 reviews)

Discover Chicago's artistic heart at Millennium Park, home to the reflective Cloud Gate and interactive Crown Fountain. Stroll through Lurie Garden or catch a free concert at the Jay Pritzker Pavilion.

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A roller coaster in motion against a clear blue sky.

Six Flags Great America

8.6/10 (992 reviews)

This Midwest thrill-seeker's paradise boasts 15 roller coasters and immersive themed areas. Arrive at opening to conquer popular rides, or consider a Flash Pass to maximise your adventure.

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A river with boats, surrounded by tall buildings and a clear sky.

Chicago Riverwalk

9.6/10 (13,574 reviews)

This 1.25-mile urban promenade showcases Chicago's stunning architecture alongside the river. Stroll past public art installations, dine at waterfront cafés, or catch the evening Art on theMART digital projection show.

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A busy urban street with a train crossing, tall buildings, and a tram.

Michigan Avenue

9.4/10 (15,813 reviews)

Stroll down this iconic Chicago boulevard lined with luxury boutiques and historic architecture. Enjoy world-class shopping, acclaimed restaurants, or explore nearby cultural spots like the Art Institute.

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Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

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Top Chicago Hotel Reviews

Holiday Inn Chicago North-Evanston by IHG

10/10 Excellent

"good"

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Check in was super quick and easy!! The room has everything you need and would definitely stay here again!!"

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Buen precio, el personal súper amable, el hotel es céntrico. Puedes hablar en inglés o español con la mayoría del personal del hotel."

Congress Plaza Hotel

10/10 Excellent

"Good place to stay location is amazing can’t get any better"

Hyatt Regency Chicago

10/10 Excellent

"A five-star hotel with a great staff. Everyone was very friendly. The view was great and all of the amenities were nice."

River Hotel

8/10 Good

"Clean rooms, great location, only thing writes the room didn’t have a microwave or refrigerator."

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good

"Me and wife stay 3 nights is Hampton Inn from Aug 31 to Sept3 2026.It is 40 stories hotel. The hotel location is excellent, beautiful in Chicago, very close to Michgan Ave Magnificent Mile, the most beautiful area, high rise buildings and shopping stores. Close to Lake, close to chicago River side, close to Millennium park. Breakfast was ok, not high level, just so, so, Baggage in and out room service was not available when we reached we took our own bags to room. No swimming pool was available. Close to hospital block, .For food Asian food Indian restaurant available on walking distance. I recommend this hotel to tourists coming for Chicago buildings, and other attractions. Mahboob Mian Canada."

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"very nice location"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Excellent location. Lots of energy and room was great. Highly recommend."

More cheap stays in Chicago

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL

Rp931.321

Rp1.052.206 total

1 Oct - 2 Oct

includes taxes & fees

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL

Rp1.008.946

Rp1.124.773 total

22 Sept - 23 Sept

includes taxes & fees

7.8/10 Good! (1,449 reviews)

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL

Rp1.878.026

Rp2.206.305 total

4 Oct - 5 Oct

includes taxes & fees

8/10 Very good! (2,100 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

Rp2.364.028

Rp2.810.591 total

8 Sept - 9 Sept

includes taxes & fees

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

Rp2.459.295

Rp2.923.855 total

7 Sept - 8 Sept

includes taxes & fees

8/10 Very good! (1,574 reviews)

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL

Rp2.716.868

Rp3.230.084 total

7 Sept - 8 Sept

includes taxes & fees

8.4/10 Very good! (1,314 reviews)

Find out more about Chicago

Top reasons to visit Chicago

Iconic Architecture: Chicago is renowned for its stunning skyline, showcasing impressive skyscrapers and unique architectural styles.
Cultural Vibrancy: The city boasts a rich arts scene, featuring theatres, live music events, and engaging cultural festivals.
Charming Neighbourhoods: Explore diverse neighbourhoods that reflect Chicago's cultural heritage and welcoming atmosphere.
Outdoor Activities: Enjoy beautiful parks and scenic beaches, perfect for family outings and relaxation.
Exceptional Accommodations: Chicago offers a variety of lodging options tailored to various preferences and needs.

Find great hotels in Chicago

Discover a diverse selection of accommodations in Chicago, where a blend of comfort and modern amenities awaits. Whether you're seeking a pet-friendly environment, a welcoming atmosphere for LGBTQIA travellers, or facilities tailored for business trips, Chicago's hotels and apartments cater to all preferences. Explore top hotels that offer a unique vacation experience, ensuring your stay is both enjoyable and memorable.

Congress Plaza Hotel: This 3.5-star hotel offers a blend of historic charm and modern convenience, ideal for business travellers and those indulging in a shopping getaway. With a guest rating of 8.0 out of 10, Congress Plaza Hotel is situated in a bustling shopping district, providing easy access to local attractions. The hotel features spacious rooms equipped with essential amenities, a fitness centre, and meeting facilities, making it a suitable choice for both work and leisure.
Best Western Grant Park Hotel: A budget-friendly option with a guest rating of 8.2 out of 10, this hotel is perfect for families seeking a comfortable stay in Chicago. Located in the shopping district, the Best Western Grant Park Hotel offers thoughtful amenities for children, including complimentary cribs, breakfast options, and safety features like window guards and a first aid kit. Its welcoming atmosphere and proximity to family-friendly attractions make it an appealing choice for those travelling with children.
LondonHouse Chicago, Curio Collection by Hilton: Elevating your stay to a luxurious experience, this 4.5-star hotel boasts a remarkable guest rating of 9.4 out of 10. Located in the vibrant shopping district, LondonHouse Chicago offers an indulgent spa and pool service, featuring aromatherapy treatments and rejuvenating massages. The stylish accommodations and exquisite dining options provide a sophisticated retreat, making it an ideal selection for travellers seeking a blend of shopping and relaxation.

Where to stay in Chicago

Chicago is a vibrant metropolis offering a delightful blend of urban excitement and scenic beauty, perfect for family and outdoor vacations. Explore the dynamic downtown, where iconic architecture meets lively streets, or wander through charming neighbourhoods that showcase the city's rich culture and friendly atmosphere. Whether you're seeking a romantic getaway or a family-friendly adventure, Chicago and its surrounding regions promise an authentic experience filled with warmth and charm.

Downtown Chicago: The vibrant heart of the city, Downtown Chicago boasts an impressive skyline and a wealth of attractions. This bustling neighbourhood is a hub for families and outdoor enthusiasts, offering a myriad of shopping venues, arena entertainment, and theatres. With tourist precincts and urban parks nearby, visitors can enjoy leisurely strolls while soaking up the city's architectural marvels. The peak travel season from June to August ensures a lively atmosphere, making it an ideal time to explore iconic landmarks such as Millennium Park and the Art Institute of Chicago.
Arlington Heights: Located just a short distance from Chicago, Arlington Heights is a charming city that blends urban convenience with family-friendly experiences. The city is known for its shopping centres and theatres, catering to both leisure and business travellers. Best visited in April or during the summer months, Arlington Heights also hosts a variety of events at its sports stadium and conference venues, making it suitable for families and professionals alike. The welcoming community atmosphere, combined with easy access to downtown Chicago, makes it an appealing destination.
Schaumburg: Another gem in the Chicago vicinity, Schaumburg is a bustling city renowned for its extensive shopping centres and theatres. Popular among families and business travellers, Schaumburg offers a vibrant mix of urban life and recreational activities. The peak seasons in March to April and July draw visitors to its event and conference venues, as well as its sports facilities. With attractions such as Woodfield Mall and the LEGOLAND Discovery Center, Schaumburg provides an entertaining and convenient base for exploring the greater Chicago area.

Things to do in Chicago

Shopping

In Chicago, visit the iconic Water Tower Place, home to a variety of shops ranging from high-end brands to unique boutiques. Explore the historic Maxwell Street Market for authentic local goods and souvenirs, offering a vibrant atmosphere and diverse selections that reflect the city's rich culture.

Recreation

At the Chicago Athletic Association Hotel, enjoy a relaxing spa experience with rejuvenating treatments and a serene atmosphere. Afterward, wander through Millennium Park, where you can unwind amidst stunning art installations and lush greenery.

Explore the tranquil settings of the Chuan Spa at The Langham, where you can indulge in holistic therapies and take a dip in the soothing pool. Following your treatment, stroll along the Chicago Riverwalk for a peaceful waterside experience.

Visit the Meditative Garden at the Chicago Botanic Garden, offering a perfect escape for mindfulness and reflection. Engage in yoga classes surrounded by nature, enhancing your wellness journey in this beautiful environment.

Join a cycling tour along the Lakefront Trail, providing scenic views of Lake Michigan. This active experience allows you to enjoy fresh air while discovering the city's vibrant waterfront and parks.

Adventure

In Chicago, explore the thrilling heights of the Skydeck at Willis Tower, offering breathtaking views from 1,353 feet above. Venture to Lincoln Park Zoo for a close encounter with diverse wildlife, all within a vibrant urban setting, and experience the excitement of the Chicago River with a kayaking adventure.

Nightlife

Explore the vibrant nightlife at The Aviary in the Near North Side for inventive cocktails. For a lively atmosphere, visit Smart Bar in Lincoln Park, where you can dance to electronic beats and enjoy local DJs.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chicago

Chicago presents numerous ways for tourists to save money during their visit. Free attractions like Michigan Avenue, Navy Pier, and Millennium Park offer enjoyable experiences without cost. For transport, consider using trains, buses, or bicycles to keep expenses down. The least expensive time to visit is from December to February, with Tuesday being the cheapest day to stay. To maximise savings, utilise Expedia to find budget-friendly hotels and consider package deals that combine flights, accommodations, and activities. Look for special discounts such as AARP member rates and airport shuttle services for added value.

The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chicago are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chicago is Tuesday. The most expensive day to stay in Chicago is Saturday.
Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your choices based on your budget, preferred location, and desired hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the most affordable prices and offers, simply sort the price filter from lowest to highest.
Consider bundling your trip: You can save money by combining your hotel accommodations in Chicago with your flights and activities by opting for an Expedia package.

Find the best attractions in Chicago

Whether you're seeking family adventures, outdoor experiences, or urban exploration, Chicago offers an array of attractions to satisfy every traveller. From its stunning skyscrapers and vibrant urban parks to the lovely beaches, the city caters to those interested in culture and family-friendly activities. Discover the best of Chicago and its surroundings as you immerse yourself in this dynamic destination.

Michigan Avenue: Known as the Magnificent Mile, this bustling street is famous for its vibrant city atmosphere, lined with upscale shops, restaurants, and iconic skyscrapers. It offers a unique blend of urban life and cultural experiences, perfect for those seeking to immerse themselves in the heart of Chicago.
Navy Pier: This lively jetty features a mix of entertainment, dining, and scenic views of Lake Michigan. Visitors can enjoy attractions like the Ferris wheel, boat tours, and seasonal events, all while soaking in the friendly atmosphere and picturesque surroundings.
Millennium Park: A stunning urban park that serves as a cultural hub, featuring the famous Cloud Gate sculpture and lush green spaces. It’s an ideal spot for families to relax, enjoy outdoor concerts, and appreciate art in a vibrant setting.

Best time to go to Chicago

The best time to visit Chicago is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Average	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Average	Slightly Low

The nearest major airports for your trip to Chicago

Flying into Chicago is convenient with its two major airports. Chicago O'Hare International Airport (ORD) is situated 26km from the city centre, with excellent hotel options like the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both located 3km away. Midway International Airport (MDW) is 14km from downtown and offers luxurious stays at the 5-star Trump International Hotel & Tower Chicago and The Langham, Chicago. For those considering Milwaukee's General Mitchell International Airport (MKE), located 121km from Chicago, nearby hotels include the 4.5-star Potawatomi Hotel & Casino, just 10km from the airport. Public transport options are readily available from these hotels to their respective airports.

Frequently asked questions

Where is the best place to stay in Chicago?

Based on our traveller data, Congress Plaza Hotel is one of the top choices for your stay. This hotel is a short 1-minute walk from Grant Park, and it offers 2 restaurants and 2 bars. Other good options for your stay include The Chicago Hotel Collection Ambassador Gold Coast and Kasa Magnificent Mile Chicago. See all available top hotels, or vacation rentals in Chicago.

If I need to cancel my hotel reservation in Chicago, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chicago.

What's the best accommodation for a budget-friendly stay in Chicago?

Based on reviews, River Hotel is a popular hotel for our travellers who want a more economical choice, and features free Wi-Fi and air conditioning. Other good options for your budget-friendly stay include Congress Plaza Hotel and Eurostars Magnificent Mile. View all budget hotels in Chicago.

What's the best family accommodation in Chicago?

The Chicago Hotel Collection - Magnificent Mile is a hotel with 2 restaurants and free WiFi, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Travelodge by Wyndham Downtown Chicago and Warwick Allerton - Chicago. Also, attractions such as Six Flags Great America and Field Museum of Natural History are fun for children of all ages. Find more child-friendly accommodations in Chicago.

What is the favourite LGBTQ-friendly place to stay in Chicago?

River Hotel is a top LGBTQ-friendly hotel that features free Wi-Fi and a fitness centre. The Chicago Hotel Collection - Magnificent Mile and Eurostars Magnificent Mile are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Chicago.

What's the best dog-friendly place to stay in Chicago?

The Chicago Hotel Collection Ambassador Gold Coast is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. Other good options for you and your pet's trip include River Hotel and The Chicago Hotel Collection - Magnificent Mile. See more pet-friendly hotel accommodations in Chicago.

What's the best accommodation option for a beach holiday in Chicago?

Inn of Chicago is a top beach hotel offering flat-screen TVs and laundry facilities, located within a short 10-minute walk of Ohio Street Beach . See more stays near the beach in Chicago.

What's the best luxury place to stay in Chicago?

L7 Chicago by LOTTE is a luxury hotel with in-room massages and valet parking, and it's a popular choice for Expedia travellers looking for an elegant place to stay. InterContinental Chicago Magnificent Mile by IHG and The Godfrey Hotel Chicago are other upscale choices for your trip. Find more luxury hotels in Chicago.

What's the best boutique accommodation in Chicago?

The Chicago Hotel Collection - Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 restaurants and 2 bars. Eurostars Magnificent Mile and L7 Chicago by LOTTE are a couple of other boutique hotels. See all boutique hotels in Chicago.

What's the best place to stay if I'm looking to play golf in Chicago?

Eaglewood Resort and Spa is a top resort that has a golf course and features a full-service spa. Other good options if you'd like to stay near a golf course include Hilton Chicago/Oak Brook Hills Resort & Conference Center and Country Inn & Suites by Radisson, Chicago O'Hare South, IL. You can tee off at Harborside International Golf Center, Oak Brook Golf Course or The Glen Club while you're in town. See more golf hotels in Chicago.

What are some hotels with pools in Chicago?

Holiday Inn & Suites Chicago - Downtown by IHG is a top hotel with a seasonal outdoor pool, free WiFi and a snack bar. Other choices that offer an on-site pool include Embassy Suites by Hilton Chicago Downtown River North and Hilton Garden Inn Chicago Downtown South Loop. View all hotels with pools in Chicago.

What is the best spa hotel in Chicago?

Eurostars Magnificent Mile is a top boutique spa hotel with a fitness centre. Enjoy a facial, body scrub or Swedish massage at the on-site spa. Other popular spa hotels in Chicago include The Godfrey Hotel Chicago and Palmer House a Hilton Hotel. See all spa hotels in Chicago.

What's the top hotel in Chicago with a water park on site or close by?

Great Wolf Lodge Illinois is a popular resort, featuring free water park access, 6 indoor pools and 5 restaurants. It's located only steps from Great Wolf Lodge Water Park. Take a look at all hotels with or near waterparks in Chicago.

What's it like to stay in Chicago?

Travellers to Chicago give high marks for the popular theatre scene, interesting architecture and fascinating museums. Urban and scenic, this city will delight tourists with its art, monuments and entertainment. Top sights in the city include Soldier Field, Navy Pier and Wrigley Field. In Chicago, there are 5382 hotels and other accommodation options to choose from. Find out more about Chicago.

What are the top places to visit in Chicago?

Known for its theatres and museums, cultural venues include CIBC Theatre, Symphony Center and Chicago Symphony Orchestra. Attractions such as Six Flags Great America, Field Museum of Natural History and Chicago Children's Museum are fun for children of all ages. Notable for its monuments, landmarks like Chagall's Four Seasons, Daley Plaza and Rookery are not to be missed. Take a look at what more there is to see and do in Expedia's Chicago guide.

What's the best way to get around Chicago?

Walk to nearby metro stations such as Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station. If you want to venture out around the area, you may want a rental car in Chicago for your journey.

What's the seasonal weather in Chicago?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.

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Our top choices for Chicago hotels

1. Hilton Vacation Club Hotel Blake Chicago

2. Hyatt Regency Chicago

3. Hyatt Place Chicago/Downtown - The Loop

4. L7 Chicago by LOTTE

5. Hotel Riu Plaza Chicago

6. River Hotel

7. citizenM Chicago Downtown

8. Springhill Suites by Marriott Chicago Downtown/ River North

9. The Royal Sonesta Chicago Downtown

10. Silversmith Hotel Chicago Downtown

11. Swissotel - Chicago

12. InterContinental Chicago Magnificent Mile by IHG

13. Hyatt Place Chicago/River North

14. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

15. Hilton Chicago/Magnificent Mile Suites

16. The Royal Sonesta Chicago River North

17. Crowne Plaza Chicago West Loop by IHG

18. LondonHouse Chicago, Curio Collection by Hilton

19. Aloft by Marriott Chicago Downtown River North

20. Hyatt Centric The Loop Chicago

Holiday Rentals in Chicago

Kasa Lake Shore Chicago

Sentral Michigan Avenue

Level Chicago – Old Town

The Neighborhood Hotel-Little Italy

Ground Floor Studios in Chicago by 747 Lofts

Wrigleyville Suites

Comfort Suites Michigan Avenue Loop

Chicago Third Floor Studio by 747 Lofts

River West, Third Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts

Where to stay in Chicago

The Loop

River North

Magnificent Mile

West Loop

Lincoln Park

Stay near popular Chicago attractions

Wrigley Field

Navy Pier

Soldier Field

McCormick Place

Millennium Park

Six Flags Great America

Chicago Riverwalk

Michigan Avenue

Chicago and related destinations

Top Chicago Hotel Reviews

Holiday Inn Chicago North-Evanston by IHG

Club Quarters Hotel, Central Loop, Chicago

The Chicago Hotel Collection - Magnificent Mile

Congress Plaza Hotel

Hyatt Regency Chicago

River Hotel

Hampton Inn Chicago Downtown/Magnificent Mile

The Allegro Royal Sonesta Hotel Chicago Loop

InterContinental Chicago Magnificent Mile by IHG

More cheap stays in Chicago

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Naperville, IL

Sleep Inn Midway Airport Bedford Park

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Holiday Inn Express Chicago - Magnificent Mile by IHG

Find out more about Chicago

Top reasons to visit Chicago

Find great hotels in Chicago

Where to stay in Chicago

Things to do in Chicago

Booking tips and Expedia advantages for Chicago