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Our top choices for Little Italy hotels

Courtyard by Marriott Chicago at Medical District/UIC

Courtyard by Marriott Chicago at Medical District/UIC
3.5 star property
Little Italy
8.8 out of 10, Excellent, (1,000 reviews)
"Friendly and helpful staff!!"
United States
Son
The price is Rp2.408.230
Rp2.827.022 total
includes taxes & fees
15 Mar - 16 Mar
Courtyard by Marriott Chicago at Medical District/UIC

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 5.1 km from Little Italy
9.4 out of 10, Exceptional, (2,394 reviews)
"Great stay"
United States
Blake
The price is Rp2.294.466
Rp3.266.501 total
includes taxes & fees
24 Mar - 25 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.5 km from Little Italy
9.4 out of 10, Exceptional, (3,492 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is Rp3.158.776
Rp4.201.227 total
includes taxes & fees
25 Mar - 26 Mar
Hyatt Regency Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,193 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is Rp2.046.911
Rp2.995.394 total
includes taxes & fees
24 Mar - 25 Mar
Swissotel - Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 2.8 km from Little Italy
8.6 out of 10, Excellent, (2,317 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is Rp2.535.086
Rp3.395.988 total
includes taxes & fees
7 Mar - 8 Mar
Palmer House a Hilton Hotel

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 3.3 km from Little Italy
9.4 out of 10, Exceptional, (1,153 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is Rp3.029.220
Rp4.247.506 total
includes taxes & fees
15 Mar - 16 Mar
Pendry Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 3.2 km from Little Italy
9.6 out of 10, Exceptional, (3,690 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is Rp2.300.026
Rp2.699.999 total
includes taxes & fees
10 Mar - 11 Mar
L7 Chicago by LOTTE

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 3.5 km from Little Italy
8.6 out of 10, Excellent, (2,066 reviews)
"Great place "
United States
Kamilah
The price is Rp2.846.625
Rp3.934.371 total
includes taxes & fees
28 Feb - 1 Mar
Fairmont Chicago at Millennium Park

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
4.2 km from Little Italy
9.4 out of 10, Exceptional, (2,336 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is Rp2.984.875
Rp3.997.084 total
includes taxes & fees
26 Feb - 27 Feb
Sofitel Chicago Magnificent Mile

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very good, (1,697 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is Rp1.663.398
Rp1.952.662 total
includes taxes & fees
2 Mar - 3 Mar
The Wade

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 3.7 km from Little Italy
9.2 out of 10, Wonderful, (2,830 reviews)
"Amazing place to stay"
United States
victor
The price is Rp2.611.861
Rp3.604.591 total
includes taxes & fees
28 Feb - 1 Mar
InterContinental Chicago Magnificent Mile by IHG

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 3.4 km from Little Italy
9.4 out of 10, Exceptional, (3,591 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is Rp3.694.424
Rp4.336.883 total
includes taxes & fees
27 Feb - 28 Feb
LondonHouse Chicago, Curio Collection by Hilton

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
3.6 km from Little Italy
8.6 out of 10, Excellent, (1,876 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
United States
Michael
The price is Rp2.798.999
Rp3.723.299 total
includes taxes & fees
11 Mar - 12 Mar
Radisson Blu Aqua Hotel Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 2.8 km from Little Italy
9.4 out of 10, Exceptional, (1,010 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is Rp2.054.776
Rp2.905.023 total
includes taxes & fees
18 Mar - 19 Mar
Staypineapple, An Iconic Hotel, The Loop

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Theatre District, 3.1 km from Little Italy
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location, clean hotel "
United States
Maricella
The price is Rp3.160.150
Rp4.203.633 total
includes taxes & fees
6 Mar - 7 Mar
theWit Chicago, a Hilton Hotel

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 3.9 km from Little Italy
9.4 out of 10, Exceptional, (3,406 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is Rp1.806.937
Rp2.595.406 total
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 3.3 km from Little Italy
9.4 out of 10, Exceptional, (3,324 reviews)
"Everything was on point… we love the location"
United States
Beryl Ivonne
The price is Rp2.671.518
Rp3.673.758 total
includes taxes & fees
27 Mar - 28 Mar
The Royal Sonesta Chicago Downtown

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 4 km from Little Italy
8.2 out of 10, Very good, (2,833 reviews)
"Great stay "
United States
Rudy
The price is Rp1.669.437
Rp2.453.682 total
includes taxes & fees
4 Mar - 5 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,091 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is Rp1.444.972
Rp1.696.252 total
includes taxes & fees
5 Mar - 6 Mar
Aloft Chicago Mag Mile

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 4.8 km from Little Italy
8.2 out of 10, Very good, (1,288 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is Rp1.795.462
Rp2.107.693 total
includes taxes & fees
1 Mar - 2 Mar
The Chicago Hotel Collection Ambassador Gold Coast
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 Little Italy

Find the best Little Italy 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 Little Italy Hotel Reviews

Find out more about Little Italy

Top reasons to visit Little Italy

  • Authentic Italian Cuisine: Savour delicious dishes reminiscent of the Abruzzo region, with numerous eateries offering a taste of Italy.
  • Rich Cultural Experiences: Immerse yourself in the neighbourhood's vibrant atmosphere and explore its historical significance.
  • Scenic Outdoor Trails: Enjoy picturesque views that evoke the beauty of the Amalfi Coast, perfect for outdoor enthusiasts.
  • Diverse Accommodations: Choose from a variety of lodging options that cater to all travellers' needs, including pet-friendly spaces.
  • Family-Friendly Atmosphere: Little Italy offers a delightful mix of attractions suitable for families and city explorers alike.

Find great hotels near Little Italy

Discover a charming selection of accommodations in Little Italy, Chicago, where diverse lodging options cater to every traveller's needs. Whether you prefer a cosy hotel or a well-equipped apartment, you’ll find pet-friendly options and welcoming spaces for LGBTQIA guests. With essential amenities such as air conditioning and convenient seating arrangements, your stay promises comfort and ease, making it an ideal choice for both leisure and business visitors.

  • Congress Plaza Hotel: The Congress Plaza Hotel is a charming 3.5-star accommodation located two miles from Little Italy, ideal for those seeking a blend of shopping and business travel. Situated in a vibrant shopping district, this hotel features elegant rooms with classic décor, a restaurant serving delicious cuisine, and a fitness centre for guests to maintain their workout routines. The property’s historic charm and convenient position make it a perfect base for exploring the city's attractions while enjoying a comfortable stay.
  • Club Quarters Hotel, Central Loop, Chicago: A 4-star gem located two miles from Little Italy, Club Quarters Hotel, Central Loop, is tailored for business travellers and LGBTQIA guests seeking a welcoming environment. Positioned in the bustling shopping district, this hotel boasts modern amenities, including a well-equipped business centre, a fitness room, and an on-site restaurant. The hotel’s commitment to inclusivity and convenience ensures that every guest feels at home while enjoying their stay in the heart of Chicago.
  • InterContinental Chicago Magnificent Mile by IHG: As a luxurious 4.5-star hotel situated two miles from Little Italy, the InterContinental Chicago Magnificent Mile offers a pet-friendly experience in the city centre. This upscale property features elegant rooms with stunning city views, a full-service spa, and gourmet dining options. With amenities designed for both leisure and business travellers, including pet policies that cater to furry friends, guests can enjoy the perfect blend of comfort and sophistication during their stay.

Where to stay near Little Italy

Little Italy in Chicago offers a delightful blend of urban charm and family-friendly experiences. Explore the vibrant atmosphere along Aberdeen Street, savour authentic cuisine reminiscent of the Abruzzo region, and immerse yourself in American history at nearby attractions. For outdoor enthusiasts, the scenic trails lead you to picturesque views reminiscent of the Amalfi Coast. This neighbourhood is perfect for those seeking a unique city-themed getaway filled with friendly locals and captivating surroundings.

  • Chicago: As a vibrant metropolis, Chicago is renowned for its rich cultural heritage and diverse attractions. Little Italy is nestled within this dynamic city, renowned for its iconic skyline and bustling urban life. Visitors flock to Chicago year-round for family-friendly activities, outdoor adventures, and city-themed experiences. The city boasts a plethora of shopping areas, theatres, and entertainment venues, while local landmarks such as sports stadiums and urban parks provide ample opportunities for exploration. Whether you’re indulging in deep-dish pizza or enjoying a stroll along the waterfront, Chicago offers an unforgettable travel experience.
  • Downtown Chicago: Located a mere 3.2km from Little Italy, Downtown Chicago is the heart of the city and a must-visit destination. This bustling neighbourhood attracts visitors year-round, particularly from July to September. Known for its family-oriented activities and outdoor spaces, Downtown is brimming with shopping districts, theatres, and arena entertainment. The iconic tourist precinct and nearby urban parks serve as perfect spots to unwind amidst the city’s hustle and bustle. Here, you can soak in the vibrant atmosphere while enjoying the architectural marvels that define the Chicago skyline.
  • The Loop: Just 3.2km away from Little Italy, The Loop is the city's central business district and a hub of activity. Frequented by tourists throughout the year, particularly in March to April and July, The Loop offers a range of family-friendly and outdoor activities. The neighbourhood is famous for its shopping areas, theatres, and exciting entertainment venues. Visitors can explore the stunning urban parks and local landmarks, including sports facilities that host major events. The Loop is an ideal place to experience the pulse of Chicago while enjoying its cultural and recreational offerings.

Things to do near Little Italy

Little Italy in Chicago is a delightful destination for families and outdoor enthusiasts, offering a vibrant city atmosphere. Visitors can indulge in educational excursions, explore various shopping areas, and enjoy the local arena for entertainment. Additionally, while there isn’t a beach nearby, the charming neighbourhood provides an array of Italian eateries and cultural experiences that make for a memorable getaway.

Shopping

In Little Italy, you can visit the Maxwell Street Market, just 1.1km away, offering a vibrant selection of local goods and street food. For a broader shopping experience, Chicago Place Mall and 900 North Michigan Shops, both 4.8km away, boast a variety of shops in a bustling atmosphere.

Recreation

Experience the vibrant sports atmosphere at Wrigley Field, just 9.7km away, or enjoy live music at Lincoln Hall, located 6.4km from Little Italy. For outdoor enthusiasts, MetroGolf Illinois Center, only 3.2km away, offers a refreshing golfing experience amidst beautiful surroundings.

Adventure

Explore Salt Creek Trail, a scenic hiking trail located 16.1km from Little Italy, perfect for outdoor enthusiasts seeking adventure. For a splash of fun, head to Rainbow Falls Waterpark, situated 32.2km away, where you can enjoy thrilling water rides and family-friendly entertainment.

Nightlife

Experience the vibrant nightlife of Little Italy by visiting Broadway Playhouse for captivating theatre performances, or enjoy a fun evening at Dave & Buster's with drinks and games. For a cinematic treat, catch a film at Film Row Cinema, perfect for a romantic night out or family bonding.

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

Booking tips and Expedia advantages for Little Italy

To save money during your visit to Little Italy, consider travelling between December and February when accommodation prices are at their lowest. Opt for a stay on a Monday, as Saturday is the priciest night. Use Expedia to find budget-friendly hotels by sorting search results and selecting eco-certified options. Additionally, combining your hotel, flight, and activities into a package can lead to further savings. For public transport, utilise the local bus or train services, which are economical ways to navigate the area while enjoying free local attractions and events.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Little Italy 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 Little Italy is Monday. The most expensive day to stay around Little Italy is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to set your budget, choose your ideal location, and more. You can organise your search results to display prices from lowest to highest, allowing you to find the most affordable hotels right away. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Little Italy with your flights and activities by opting for an Expedia package.

Find the best attractions near Little Italy

Little Italy, Chicago, is an ideal destination for family and city-themed vacations, offering a vibrant mix of attractions such as urban parks, historic buildings, and towering skyscrapers. Visitors can immerse themselves in the rich culture and unique experiences that this charming neighbourhood has to offer, making it a delightful spot for both exploration and relaxation.

  • Michigan Avenue: Known as the “Magnificent Mile,” this vibrant street is lined with upscale shops, restaurants, and striking architecture, offering an exciting urban atmosphere perfect for shopping and exploring.
  • McCormick Place: As the largest convention centre in North America, McCormick Place hosts a variety of events and conferences, providing a bustling business vibe that showcases the city’s dynamic professional scene.
  • Millennium Park: A beautiful urban oasis, Millennium Park features lush gardens, art installations, and outdoor concerts, making it an ideal spot for families and city dwellers to unwind and enjoy cultural events.

Best time to go to Little Italy

The best time to visit Little Italy 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.

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

The nearest major airports for your trip to Little Italy

Arriving in Little Italy, Chicago, is convenient with its proximity to three major airports. Chicago O'Hare International Airport (ORD) is approximately 24.1km away, with nearby accommodation options like the Hilton Chicago O'Hare Airport and Eaglewood Resort and Spa, both offering easy access to the airport. Midway International Airport (MDW), located around 11.3km from Little Italy, features hotels such as the InterContinental Chicago Magnificent Mile and Fairmont Chicago at Millennium Park. Chicago Executive Airport (PWK) is a bit further at 33.8km, with options like Crowne Plaza Chicago O'Hare and Grand Royal Hotel O'Hare, providing transport services for easy transfers to the airport.

Frequently asked questions

What's it like in Little Italy?
Travellers to Chicago's Little Italy neighbourhood will be sure to enjoy a stay here. Are you looking for Little Italy travel tips? Make sure that you visit Credit Union 1 Arena and Provision Theater while you're in the neighbourhood.
Where is the best place to stay in Little Italy?
Based on Expedia customer reviews, Courtyard by Marriott Chicago at Medical District/UIC is the highest ranked property in Little Italy. This hotel offers a restaurant and a fitness centre.
How many hotels are there in the Little Italy area?
Expedia has 30 hotels and other accommodation options in Little Italy to choose from, making this an ideal home base for exploring the greater Chicago area.
If I need to cancel my hotel reservation in Little Italy, will I receive a refund?
Yes, the majority of hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to review the best options available in Little Italy.
What are the top things to see and do in Little Italy?
Credit Union 1 Arena, Provision Theater and Jane Addams' Hull-House Museum are just a few attractions to check out in Little Italy. While you're out sightseeing, Michigan Avenue and United Center are a couple of additional sights to visit in Chicago.
How can I get around Little Italy and the greater Chicago area?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Racine Station and UIC-Halsted Station. To venture out of town, take a train from Chicago Halsted Station.