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Our top choices for Old Town Chicago hotels

The Sono Chicago

The Sono Chicago
3.5 star property
Old Town Chicago
10.0 out of 10, Exceptional, (493 reviews)
"Fantastic place! Very clean, kind and welcoming staff, great breakfast, and great location!"
United States
Catie
The price is Rp1.999.200
Rp2.347.128 total
includes taxes & fees
3 Mar - 4 Mar
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,079 reviews)
"Overall experience was fabulous ~ beautiful property!"
United States
Andrea
The price is Rp1.699.729
Rp2.291.671 total
includes taxes & fees
11 Mar - 12 Mar
Hotel Lincoln

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 3.7 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,396 reviews)
"Great stay"
United States
Blake
The price is Rp2.232.720
Rp3.193.030 total
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Streeterville, 2.8 km from Old Town Chicago
8.4 out of 10, Very good, (1,699 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is Rp1.663.200
Rp1.952.431 total
includes taxes & fees
1 Mar - 2 Mar
The Wade

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,195 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is Rp2.043.384
Rp2.990.232 total
includes taxes & fees
24 Mar - 25 Mar
Swissotel - Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 3.3 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,011 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is Rp2.051.235
Rp2.900.016 total
includes taxes & fees
18 Mar - 19 Mar
Staypineapple, An Iconic Hotel, The Loop

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 3.6 km from Old Town Chicago
8.6 out of 10, Excellent, (2,318 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is Rp2.534.784
Rp3.395.584 total
includes taxes & fees
6 Mar - 7 Mar
Palmer House a Hilton Hotel

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 1.9 km from Old Town Chicago
8.8 out of 10, Excellent, (2,080 reviews)
"Clean rooms, great staff, and great location."
United States
Romel
The price is Rp1.495.483
Rp2.150.011 total
includes taxes & fees
24 Mar - 25 Mar
The Godfrey Hotel Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 2.4 km from Old Town Chicago
9.4 out of 10, Exceptional, (3,416 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is Rp1.947.007
Rp2.759.833 total
includes taxes & fees
2 Mar - 3 Mar
Hotel Riu Plaza Chicago

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 4.4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is Rp2.345.616
Rp3.246.766 total
includes taxes & fees
28 Feb - 1 Mar
The Blackstone, Autograph Collection

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 3 km from Old Town Chicago
9.6 out of 10, Exceptional, (3,695 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is Rp2.299.752
Rp2.699.680 total
includes taxes & fees
17 Mar - 18 Mar
L7 Chicago by LOTTE

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 3.2 km from Old Town Chicago
8.6 out of 10, Excellent, (2,067 reviews)
"Great place "
United States
Kamilah
The price is Rp2.841.720
Rp3.927.590 total
includes taxes & fees
28 Feb - 1 Mar
Fairmont Chicago at Millennium Park

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.2 out of 10, Wonderful, (2,231 reviews)
"Amazing hotel and staff!"
United States
Corey
Silversmith Hotel Chicago Downtown

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,154 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is Rp3.192.000
Rp4.437.401 total
includes taxes & fees
15 Mar - 16 Mar
Pendry Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
3.2 km from Old Town Chicago
8.6 out of 10, Excellent, (1,861 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
United States
Michael
The price is Rp2.858.237
Rp3.792.838 total
includes taxes & fees
11 Mar - 12 Mar
Radisson Blu Aqua Hotel Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (3,464 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is Rp2.877.759
Rp3.872.131 total
includes taxes & fees
29 Mar - 30 Mar
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,839 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is Rp1.744.730
Rp2.048.139 total
includes taxes & fees
5 Mar - 6 Mar
Hilton Chicago/Magnificent Mile Suites

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 4.8 km from Old Town Chicago
8.8 out of 10, Excellent, (1,868 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is Rp1.629.264
Rp1.912.592 total
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Chicago Downtown South Loop

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 4.2 km from Old Town Chicago
8.0 out of 10, Very good, (9,937 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is Rp4.519.200
Rp5.305.089 total
includes taxes & fees
13 Mar - 14 Mar
Congress Plaza Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 2.5 km from Old Town Chicago
8.6 out of 10, Excellent, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is Rp1.444.800
Rp1.696.051 total
includes taxes & fees
5 Mar - 6 Mar
Aloft Chicago Mag Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Where to stay in Old Town Chicago

Find the best Old Town Chicago areas for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

Top Old Town Chicago Hotel Reviews

Find out more about Old Town Chicago

Top reasons to visit Old Town Chicago

  • Vibrant Culture: Old Town Chicago boasts an array of theatre performances, live music, and art fairs, immersing visitors in local culture.
  • Family-Friendly Activities: The neighbourhood offers numerous family-oriented attractions, ensuring fun for all ages.
  • Architectural Wonders: Explore stunning architectural styles and skyscrapers that define the Chicago skyline.
  • Outdoor Charm: Enjoy urban parks and vibrant streets, perfect for relaxation and adventure.
  • Welcoming Atmosphere: Engage with friendly locals and experience the unique vibe of this historic area.

Find great hotels near Old Town Chicago

Discover the charm of Old Town Chicago with a range of accommodation options that cater to every traveller's needs. From pet-friendly hotels to comfortable apartments, you’ll find the perfect base for your shopping and business adventures. Experience modern amenities including air conditioning, with standout options like the Allegro Royal Sonesta Hotel Chicago ensuring a memorable stay in this vibrant neighbourhood.

  • Hilton Chicago/Magnificent Mile Suites: Nestled in the bustling shopping district, Hilton Chicago/Magnificent Mile Suites offers a vibrant atmosphere perfect for business travellers and those seeking a lively vacation experience. This 3.5-star hotel is renowned for its welcoming approach towards the LGBTQIA community, making it a popular choice among diverse visitors. Guests can enjoy spacious suites equipped with modern amenities, alongside access to a fitness centre and an on-site restaurant, ensuring a comfortable and convenient stay.
  • InterContinental Chicago Magnificent Mile by IHG: A luxurious 4.5-star hotel located 3.2km from Old Town Chicago, the InterContinental Chicago Magnificent Mile is ideal for families and leisure travellers. This opulent accommodation features a range of child-friendly services, including Window Guards for added safety. With its prime location in the shopping district, guests can indulge in high-end retail therapy. The hotel boasts elegant rooms, a stunning indoor pool, and sophisticated dining options, promising an unforgettable stay.
  • The Godfrey Hotel Chicago: Located just 1.6km from Old Town Chicago, The Godfrey Hotel Chicago is a chic 4.5-star hotel that blends luxury with a contemporary vibe. This property caters to both business travellers and those seeking a stylish getaway, while also being LGBTQIA friendly. Guests can unwind in the rooftop lounge or take advantage of the state-of-the-art fitness facilities. The hotel's sleek design, combined with its prime location near shopping venues, makes it an excellent choice for those looking to experience the best of the city.

Where to stay near Old Town Chicago

Old Town Chicago offers a delightful blend of family-friendly activities and urban charm. Visitors can admire stunning architectural styles and explore the vibrant Austin neighbourhood, immersing themselves in the authentic Chicago experience. With its friendly atmosphere and scenic surroundings, Old Town is perfect for those seeking both relaxation and adventure. Don’t miss the chance to engage with the welcoming locals as you discover the rich history and unique vibe of this iconic area.

  • Chicago: As a vibrant metropolis, Chicago is a cultural hub where Old Town is nestled within its lively embrace. The city attracts visitors year-round, with peaks in summer for families eager to explore its outdoor and city-themed experiences. Chicago boasts a wealth of attractions, including bustling shopping districts, renowned theatres, and an array of sports facilities. Urban parks provide a serene escape amidst the urban landscape, making it an ideal destination for both relaxation and excitement.
  • Downtown Chicago: Located just 3.2km from Old Town, Downtown Chicago is the heart of the city, pulsating with energy and activity. This neighbourhood welcomes travellers throughout the year, particularly during the late summer months. Downtown is famed for its impressive array of shopping venues, theatres, and entertainment arenas. Visitors can easily access local landmarks like sports stadiums and scenic urban parks, ensuring a diverse itinerary filled with family-friendly activities and vibrant city experiences.
  • Magnificent Mile: A mere mile from Old Town, the Magnificent Mile is a premier shopping and entertainment destination. This bustling neighbourhood draws visitors throughout the year, especially in spring and summer. Known for its upscale shops and educational attractions, the Magnificent Mile also features theatres and arena entertainment. Highlights include iconic landmarks, sports facilities, and the picturesque jetty pier, making it a perfect spot for families and adventure seekers alike.

Things to do near Old Town Chicago

Old Town Chicago offers a delightful experience for families and outdoor enthusiasts alike, featuring an array of activities such as theatre performances, live music concerts, and vibrant shopping areas. Visitors can immerse themselves in local culture by exploring art fairs and galleries, or enjoying an audio tour. Additionally, catching a Bears game adds an exciting touch to your city-themed vacation in this charming neighbourhood.

Shopping

In Old Town Chicago, you can shop at 900 North Michigan Shops, a vibrant mall offering a mix of entertainment and family-friendly options. Nearby, Chicago Place Mall also provides a variety of shops. Don't miss the Harry Potter Shop for unique souvenirs in a magical atmosphere.

Recreation

At Wrigley Field, immerse yourself in the electrifying atmosphere of a live baseball game, just 4.8km from Old Town. Lincoln Hall, located 1.6km away, offers an intimate setting for captivating music performances. Enjoy a round of golf at MetroGolf Illinois Center, 3.2km away, amidst beautiful outdoor scenery.

Adventure

Explore the Salt Creek Trail, a picturesque hiking route located 19.3km from Old Town Chicago, offering stunning scenery and a true outdoor adventure experience. For a splash of fun, visit Rainbow Falls Waterpark, situated 30.6km away, where family entertainment and thrilling water activities await.

Nightlife

Experience the vibrant nightlife in Old Town Chicago by catching a show at Broadway Playhouse, just 1.6km away, or enjoy drinks at Dave & Buster's, 1.4km away. For a lively atmosphere, head to Kingston Mines, also 1.6km away, where music and romance blend seamlessly.

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

Booking tips and Expedia advantages for Old Town Chicago

For a budget-friendly visit to Old Town Chicago, consider travelling between December and February when accommodation prices are lower. Mondays are typically the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to find eco-certified hotels and arrange your stay with flights and activities for additional savings. Public transport is accessible and affordable, making it easy to explore the area. Lastly, remember to filter prices from lowest to highest to discover the best deals and avoid unnecessary booking fees.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Old Town 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 around Old Town Chicago is Monday. The most expensive day to stay around Old Town Chicago is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To discover the most competitive prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Old Town Chicago with your flights and activities through an Expedia package.

Find the best attractions near Old Town Chicago

Old Town Chicago is perfect for family-friendly, outdoor, and city-themed holidays. Visitors can explore a variety of attractions, including impressive skyscrapers, urban parks, and vibrant streets. This area offers a rich blend of culture and family experiences, making it an ideal destination for travellers seeking to immerse themselves in the local atmosphere and enjoy the city's unique charm.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a bustling street teeming with energy. Enjoy world-class shopping, dining, and stunning architecture that embodies the vibrant city atmosphere, just 3.2km from Old Town Chicago.
  • Navy Pier: This iconic jetty offers a delightful blend of urban charm and scenic views. Stroll along the waterfront, enjoy family-friendly attractions, and take in the lively atmosphere as you soak up the beauty of Lake Michigan, located 3.2km away.
  • Millennium Park: An urban oasis, Millennium Park features lush green spaces and public art installations, making it perfect for families and city dwellers alike. Experience outdoor concerts and events in this vibrant park, just 3.2km from Old Town.

Best time to go to Old Town Chicago

The best time to visit Old Town 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 average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudyAverageSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowSlightly High
November42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Old Town Chicago

Accessing Old Town Chicago is convenient with three major airports nearby. Chicago O'Hare International Airport (ORD) is situated 22.5km away and features hotels such as the Hilton Chicago O'Hare Airport, a 4-star hotel 161m from the airport, and Eaglewood Resort and Spa, 11.3km away. Midway International Airport (MDW) lies 16.1km away, with notable options including the InterContinental Chicago Magnificent Mile and Fairmont Chicago at Millennium Park, both 14.5km from the airport. Lastly, Chicago Executive Airport (PWK) is located 114.5km away, offering accommodations like the Crowne Plaza Chicago O'Hare, 16.1km away, and Grand Royal Hotel O'Hare, 12.9km distant.

Frequently asked questions

What's it like in Old Town Chicago?
Old Town Chicago is a welcoming neighbourhood known for its bar scene and popular zoo. Make sure that you visit Second City and Armitage Avenue as part of your Old Town Chicago travel plans.
Where is the best hotel for a stay in Old Town Chicago?
Based on Expedia customer reviews, Hotel Lincoln is the highest ranked property in Old Town Chicago. This hotel is a short 11-minute walk from Lake Michigan, and it offers a restaurant and a 24-hour fitness centre.
How many hotels are there in the Old Town Chicago area?
Expedia has 59 hotels and other accommodation options in Old Town Chicago to choose from, making this an ideal home base for exploring the greater Chicago area.
If I need to cancel my hotel reservation in Old Town Chicago, will I receive a refund?
Yes! Most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the top deals on offer in Old Town Chicago.
What are the top things to see and do in Old Town Chicago?
Sights like Second City and Lighthouse ArtSpace Chicago can be part of your cultural tour of Old Town Chicago. You could also plan a visit to Armitage Avenue or Henry Gerber House while you're in the neighbourhood. Don't miss favourite places to visit in the surrounding area, such as Michigan Avenue, Navy Pier and Wrigley Field. When you're sightseeing in Chicago, United Center and Hudson Chess Park are also worth a stop.
How can I get around Old Town Chicago and the greater Chicago area?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Sedgwick Station and Clark-Division Station.