Little Italy hotels in Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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, (1004)
"Room was clean , staff was great, enjoyed my stay ."
United States
Michael Keith
The price is HK$621
HK$729 total
includes taxes & fees
25 Dec - 26 Dec
Courtyard by Marriott Chicago at Medical District/UIC

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 4.7 km from Little Italy
9.0 out of 10, Wonderful, (1491)
"Nice stay"
United States
Michelle
The price is HK$504
HK$820 total
includes taxes & fees
29 Dec - 30 Dec
Claridge House Chicago, Tapestry Collection by Hilton

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, (1263)
"Solid stay in a great part of town"
United States
Michael
The price is HK$1,042
HK$1,223 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Chicago Hotel Collection Ambassador Gold Coast

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 3.3 km from Little Italy
8.4 out of 10, Very good, (383)
"Good place, good location, friendly staff and a great bar! "
United States
Georgi
The price is HK$459
HK$539 total
includes taxes & fees
7 Jan - 8 Jan 2026
FOUND Hotel Chicago River North

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
2.1 km from Little Italy
9.2 out of 10, Wonderful, (1005)
"Staff was so friendly Hotel was so clean and spacious!!! Loved the bed!! "
United States
Denise
The price is HK$985
HK$1,157 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Chicago West Loop Fulton Market Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
2.1 km from Little Italy
9.2 out of 10, Wonderful, (1003)
"Good place to stay in."
United States
Joan
The price is HK$1,015
HK$1,191 total
includes taxes & fees
2 Jan - 3 Jan 2026
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG
2.5 star property
River North, 3.8 km from Little Italy
8.4 out of 10, Very good, (1008)
"Excellent hotel super clean, great staff "
United States
Dulce
The price is HK$615
HK$722 total
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Express Chicago - Magnificent Mile by IHG

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 3.3 km from Little Italy
9.4 out of 10, Exceptional, (856)
"Great hotel, lots of fun and great location! "
United States
Amber
The price is HK$840
HK$987 total
includes taxes & fees
4 Jan - 5 Jan 2026
Moxy Chicago Downtown

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 4.3 km from Little Italy
8.2 out of 10, Very good, (3816)
"Clean room, good location, friendly staff"
United States
Zacharias
The price is HK$596
HK$699 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitehall Hotel, BW Premier Collection

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 3.5 km from Little Italy
8.6 out of 10, Excellent, (4276)
"Excellent location Restaurant attached "
United States
Rebecca
The price is HK$606
HK$712 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Fulton Market, 1.9 km from Little Italy
9.0 out of 10, Wonderful, (1004)
"Awesome hotel"
United States
Eligija
The Hoxton Chicago

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
River North, 2.7 km from Little Italy
8.8 out of 10, Excellent, (3505)
"Very helpful staff, clean rooms and really great breakfast buffet. "
United States
Katherine
The price is HK$833
HK$977 total
includes taxes & fees
1 Jan - 2 Jan 2026
voco Chicago Downtown - Riverwalk by IHG

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
River North, 3.4 km from Little Italy
9.2 out of 10, Wonderful, (1340)
"Had the best stay here! Would definitely stay here again! "
United States
Nancy
The price is HK$664
HK$779 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Chicago Downtown

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
River North, 3.6 km from Little Italy
8.6 out of 10, Excellent, (5447)
"Perfect location, clean, delicious breakfast, and overall highly recommended. "
United States
Neftali
The price is HK$734
HK$861 total
includes taxes & fees
5 Jan - 6 Jan 2026
Embassy Suites by Hilton Chicago Downtown River North

Ohio House Motel

Ohio House Motel
3.0 star property
River North, 3.4 km from Little Italy
9.0 out of 10, Wonderful, (1025)
"For the price the stay was good. Parking pricey."
United States
Linda
The price is HK$553
HK$649 total
includes taxes & fees
11 Jan - 12 Jan 2026
Ohio House Motel

The Emily Hotel

The Emily Hotel
4.0 star property
Fulton Market, 2.2 km from Little Italy
9.2 out of 10, Wonderful, (1288)
"it was amazing staff was very accommodating for everything and very polite would definitely come again"
United States
Selena
The price is HK$1,773
HK$2,082 total
includes taxes & fees
20 Jan - 21 Jan 2026
The Emily Hotel

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Fulton Market, 1.7 km from Little Italy
8.8 out of 10, Excellent, (1136)
"Great location, clean and comfortable room. Convenient access "
United States
Keiandra
The price is HK$1,050
HK$1,233 total
includes taxes & fees
29 Dec - 30 Dec
Hyatt House Chicago West Loop

Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North
3.0 star property
River North, 3.3 km from Little Italy
9.2 out of 10, Wonderful, (1195)
"Good location, good staff."
United States
Andrew
The price is HK$753
HK$884 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites Chicago Downtown/River North

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
River North, 3.6 km from Little Italy
8.2 out of 10, Very good, (2466)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent Mile

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
1.6 km from Little Italy
9.0 out of 10, Wonderful, (1796)
"Great location with friendly staff and clean, comfortable room"
United States
Aubrey
The price is HK$707
HK$830 total
includes taxes & fees
28 Dec - 29 Dec
Crowne Plaza Chicago West Loop by IHG
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.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top Little Italy Hotel Reviews

Find out more about Little Italy

Top reasons to visit Little Italy

  • Authentic Italian Cuisine: Sample delicious dishes along Aberdeen Street, immersing yourself in the rich flavours of Italy.
  • Cultural Vibrancy: Experience the lively atmosphere reminiscent of the Amalfi Coast, blending Italian heritage with American history.
  • Family-Friendly Activities: Engage in various outdoor adventures and educational attractions suitable for all ages.
  • Diverse Accommodations: Choose from a range of lodgings, including pet-friendly options and modern amenities.
  • Charming Urban Scenery: Explore historic buildings and beautiful parks, enhancing your city-themed getaway.

Find great hotels near Little Italy

Discover a diverse selection of accommodations in Little Italy, Chicago, designed to meet the needs of every traveller. With options ranging from hotels to charming apartments, you'll find pet-friendly, LGBTQIA welcoming spaces perfect for both leisure and business visits. Enjoy modern amenities such as air conditioning and comfortable seating, while experiencing the vibrant culture of this unique neighbourhood.

  • Congress Plaza Hotel: A blend of historical charm and modern conveniences, Congress Plaza Hotel is an ideal choice for business travellers and shopping enthusiasts. Situated a mere 3.2km from Little Italy in the vibrant shopping district, this 3.5-star hotel offers spacious rooms equipped with essential amenities. Guests appreciate the hotel's classic architecture and its proximity to various attractions. The on-site dining options and business facilities cater well to those seeking a productive yet enjoyable stay.
  • Hyatt Regency Chicago: Emphasising eco-friendly practices, Hyatt Regency Chicago is a 4-star haven for nature lovers and eco-conscious travellers. Located 3.2km from Little Italy in a bustling shopping district, this hotel features modern, eco-certified amenities that resonate with environmentally-minded guests. Its spacious rooms offer stunning views of the Chicago River, while the hotel’s commitment to sustainability includes energy-efficient systems and green initiatives. A perfect choice for those wishing to indulge in a shopping vacation while being kind to the planet.
  • Best Western Grant Park Hotel: A family-friendly retreat, Best Western Grant Park Hotel caters to those seeking a comfortable and convenient stay near Little Italy, just 3.2km away. This hotel is particularly accommodating for families, providing amenities such as complimentary cribs and child safety features like window guards and first aid kits. Located in a lively shopping district, it offers easy access to various attractions, making it an excellent base for family adventures in Chicago.

Where to stay near Little Italy

Little Italy, Chicago, offers a delightful blend of family-friendly activities and rich cultural experiences. Wander along Aberdeen Street, sampling authentic Italian cuisine, or explore the vibrant atmosphere reminiscent of the Amalfi Coast and the Abruzzo region. Venture nearby to uncover American history intertwined with the charm of urban scenery, making this neighbourhood a perfect destination for outdoor and city-themed adventures. Friendly locals and captivating trails await to enhance your travel experience.

  • Chicago: A vibrant metropolis, Chicago is a cultural hub where Little Italy resides. The city attracts visitors year-round, with peak travel occurring from June to August. Here, families and outdoor enthusiasts can engage in city-themed experiences. Explore bustling shopping areas, enjoy arena entertainment, or immerse yourself in the thriving theatre scene. Notable landmarks include sports stadiums, lively tourist precincts, and expansive urban parks, all easily accessible from the heart of the city.
  • Downtown Chicago: Located a mere 3.2km from Little Italy, Downtown Chicago is a dynamic neighbourhood filled with excitement. With consistent visitor numbers throughout the year, peak travel occurs from July to September. Families and city explorers flock here for its diverse shopping options, vibrant arena events, and captivating theatres. The area's rich landmarks include tourist precincts, sports facilities, and picturesque urban parks, making it an ideal spot for both relaxation and adventure.
  • The Loop: Just 3.2km away from Little Italy, The Loop is Chicago's bustling downtown core, attracting visitors year-round. Peak travel times are noted in March to April and July. This area is perfect for families and city lovers seeking outdoor adventures and urban experiences. The Loop boasts an array of shopping venues, arena entertainment, and theatrical performances. Nearby attractions include well-known tourist precincts, urban parks, and sports stadiums, ensuring a memorable stay in this lively neighbourhood.

Things to do near Little Italy

Little Italy in Chicago is perfect for family outings and outdoor adventures, offering a vibrant city atmosphere. Visitors can explore educational attractions, indulge in shopping, and enjoy arena entertainment facilities. While the area may not have a beach, it promises a delightful experience filled with culinary delights and cultural activities, making it an ideal destination for those seeking a lively urban getaway.

Shopping

For a delightful shopping experience in Little Italy, visit the Maxwell Street Market, only 1.1km away, offering a vibrant atmosphere. For a broader range, explore the Chicago Place Mall and 900 North Michigan Shops, both 4.8km away, featuring a mix of family-friendly and business vibes.

Recreation

Experience the electric atmosphere at Wrigley Field, where you can enjoy a lively baseball game. For a night of entertainment, visit House of Blues Chicago for great live music. Don't miss Second City for a delightful evening of comedy that’s perfect for families.

Adventure

Explore the scenic Salt Creek Trail, located 16.1km from Little Italy, perfect for hiking amidst nature's beauty. For a fun-filled day, visit Rainbow Falls Waterpark, situated 32.2km away, offering thrilling water rides and entertainment for families, ensuring an adventurous experience.

Nightlife

In Little Italy, the nightlife is vibrant and captivating. The Chicago Theatre, Cadillac Palace Theatre, and James M. Nederlander Theatre all offer enchanting performances just 3.2km away, immersing you in a blend of romance, culture, and entertainment that truly defines the area's charm.

*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 on your trip to Little Italy, consider visiting between December and February for lower accommodation prices. Mondays are typically the cheapest days to stay, while Saturdays are the most expensive. Use Expedia’s search tool to filter hotels by budget and preferences, including eco-friendly options. Additionally, look for package deals that combine flights, hotels, and activities for further savings. Finally, utilise public transport or explore the area on foot to minimise travel costs while enjoying free local attractions.

  • 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 specify your budget, ideal location, and various other preferences. You can organise your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Little Italy with your flights and activities through an Expedia package deal.

Find the best attractions near Little Italy

Little Italy in Chicago is an ideal destination for families and outdoor enthusiasts, offering a blend of urban parks, towering skyscrapers, and historic buildings. Visitors can immerse themselves in the vibrant culture while enjoying a variety of attractions that cater to those seeking family-friendly experiences and urban exploration. This charming neighbourhood promises a delightful adventure for all who venture here.

  • Michigan Avenue: Experience the vibrant energy of Michigan Avenue, renowned for its shopping, dining, and iconic architecture. This bustling street offers a blend of historic landmarks and modern skyscrapers, making it a must-visit for any tourist.
  • McCormick Place: As the largest convention centre in North America, McCormick Place hosts a variety of events and exhibitions. Its impressive facilities and business atmosphere provide a unique insight into Chicago's professional landscape.
  • Millennium Park: Enjoy the expansive green spaces and artistic installations at Millennium Park. This urban oasis is perfect for families, offering various activities, stunning sculptures, and picturesque gardens right in the heart of the city.

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

Visiting Little Italy in Chicago is convenient with access to its major airports. Chicago O'Hare International Airport (ORD) is located 24.1km away, with excellent accommodations nearby, such as the 4.5-star Loews Chicago O'Hare Hotel, 3.2km from the airport, and the 4-star Hilton Chicago O'Hare Airport, a mere 161m away. Midway International Airport (MDW) is closer at 11.3km, with luxury options like Nobu Hotel Chicago, 12.9km away. For those considering Chicago Executive Airport (PWK), it is 33.8km from Little Italy, and nearby hotels include the 4-star Embassy Suites by Hilton, 4.8km away.

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 Jane Addams' Hull-House Museum 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, Jane Addams' Hull-House Museum and Provision Theater 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.

Explore a world of travel with Expedia