Little Italy hotels in Chicago

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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, (1003)
"great locaiton, cost and facility "
United States
William
The price is HK$804
HK$944 total
includes taxes & fees
8 Jan - 9 Jan
Courtyard by Marriott Chicago at Medical District/UIC

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very good, (2688)
"Quite area in a good location to walk to different locations."
United States
John steve
The price is HK$378
HK$582 total
includes taxes & fees
7 Jan - 8 Jan
Freehand Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (4892)
"Would stay there again"
United States
Zach
The price is HK$648
HK$761 total
includes taxes & fees
5 Jan - 6 Jan
River Hotel

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, (1507)
"Nice stay"
United States
Michelle
The price is HK$473
HK$784 total
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3015)
"Great place to stay"
United States
Elisha
The price is HK$647
HK$759 total
includes taxes & fees
6 Jan - 7 Jan
Aloft Chicago Mag Mile

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very good, (1572)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is HK$722
HK$847 total
includes taxes & fees
8 Jan - 9 Jan
The Wade

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, (3104)
"Second time to stay here, everything is great!"
United States
Wei
The price is HK$777
HK$1,131 total
includes taxes & fees
5 Jan - 6 Jan
Hotel Riu Plaza Chicago

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, (2316)
"Great stay!"
United States
Angela
The price is HK$788
HK$1,190 total
includes taxes & fees
20 Jan - 21 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 4 km from Little Italy
8.4 out of 10, Very good, (3022)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is HK$485
HK$798 total
includes taxes & fees
11 Jan - 12 Jan
Warwick Allerton - Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 3.7 km from Little Italy
9.0 out of 10, Wonderful, (3182)
"stunning hotel"
Canada
Yiwei
The price is HK$729
HK$856 total
includes taxes & fees
3 Feb - 4 Feb
Eurostars Magnificent Mile

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 2.4 km from Little Italy
8.8 out of 10, Excellent, (3357)
"Great hotel "
United States
Anthony
The price is HK$648
HK$761 total
includes taxes & fees
5 Jan - 6 Jan
Club Quarters Hotel, Central Loop, Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 2.7 km from Little Italy
8.0 out of 10, Very good, (9768)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (2032)
"Great stay"
United States
Kramer
The price is HK$648
HK$761 total
includes taxes & fees
5 Jan - 6 Jan
Club Quarters Hotel Wacker at Michigan, Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 4 km from Little Italy
8.8 out of 10, Excellent, (2222)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is HK$664
HK$780 total
includes taxes & fees
11 Jan - 12 Jan
DoubleTree by Hilton Chicago - Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 4.5 km from Little Italy
9.0 out of 10, Wonderful, (3665)
"Great hotel"
United States
Jeanette
The price is HK$696
HK$818 total
includes taxes & fees
11 Jan - 12 Jan
Hilton Chicago/Magnificent Mile Suites

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 3.3 km from Little Italy
9.4 out of 10, Exceptional, (4153)
"Great hotel"
United States
Richard
The price is HK$788
HK$925 total
includes taxes & fees
9 Jan - 10 Jan
citizenM 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, (2802)
"Great hotel staff and location. "
United States
Jacqueline
The price is HK$686
HK$1,034 total
includes taxes & fees
13 Jan - 14 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 2.5 km from Little Italy
9.0 out of 10, Wonderful, (2340)
"Great hotel!!"
United States
Juancarlos
The price is HK$770
HK$1,098 total
includes taxes & fees
9 Jan - 10 Jan
Hyatt Centric The Loop Chicago

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, (3851)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is HK$596
HK$700 total
includes taxes & fees
5 Jan - 6 Jan
The Whitehall Hotel, BW Premier Collection

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Little Italy
9.4 out of 10, Exceptional, (1926)
"Staff were very kind, hotel clean."
United States
Christine
The price is HK$626
HK$967 total
includes taxes & fees
18 Jan - 19 Jan
Arlo Chicago
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 31 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.

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