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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, (1,002 reviews)
"The staff was very polite and helpful. The room was clean. The bathroom was neat and really good sized. "
United States
Tonya
The price is ¥26,479
¥31,483 total
includes taxes & fees
May 10 - May 11
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, (2,498 reviews)
"Great place to stay "
United States
Mark
The price is ¥30,897
¥42,133 total
includes taxes & fees
May 25 - May 26
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2,434 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is ¥27,262
¥37,070 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,313 reviews)
"Breakfasr good, view great"
United States
Jan
The price is ¥32,242
¥43,850 total
includes taxes & fees
May 24 - May 25
Swissotel - Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 3.5 km from Little Italy
8.8 out of 10, Excellent, (2,155 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is ¥31,455
¥42,987 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 2.5 km from Little Italy
8.8 out of 10, Excellent, (1,993 reviews)
"Had a great stay-5 stars of 5"
United States
donald
The price is ¥22,828
¥27,140 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Chicago Downtown South Loop

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very Good, (2,964 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is ¥14,321
¥19,820 total
includes taxes & fees
May 25 - May 26
Freehand 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, (3,520 reviews)
"The hotel was phenomenally clean, the staff was nice !"
United States
Rochelle
The price is ¥22,562
¥26,824 total
includes taxes & fees
May 11 - May 12
Eurostars Magnificent Mile

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, (1,062 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is ¥20,839
¥29,423 total
includes taxes & fees
May 25 - May 26
Staypineapple, An Iconic Hotel, The Loop

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, (4,096 reviews)
"Great hotel in an amazing location!"
United States
Samer
The price is ¥23,344
¥32,216 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,232 reviews)
"The design of the property and location is great!"
United States
Fedna
The price is ¥24,912
¥29,620 total
includes taxes & fees
May 26 - May 27
Aloft Chicago Mag Mile

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, (3,710 reviews)
"Amazing hotel and staff!"
United States
erin
The price is ¥29,142
¥39,246 total
includes taxes & fees
May 10 - May 11
LondonHouse Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 2.6 km from Little Italy
8.6 out of 10, Excellent, (2,784 reviews)
"Clean room and great location "
United States
Diana
The price is ¥24,912
¥34,219 total
includes taxes & fees
May 25 - May 26
Hilton Chicago

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 3.2 km from Little Italy
9.2 out of 10, Wonderful, (1,397 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is ¥26,121
¥35,469 total
includes taxes & fees
May 25 - May 26
Sports Illustrated Resorts 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, (10,192 reviews)
"Great stay"
United States
Matthew
The price is ¥20,926
¥24,880 total
includes taxes & fees
May 11 - May 12
Congress Plaza Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Little Italy
9.4 out of 10, Exceptional, (2,115 reviews)
"Great place"
United States
Dawn
The price is ¥21,010
¥29,713 total
includes taxes & fees
May 10 - May 11
Arlo Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 3.8 km from Little Italy
8.6 out of 10, Excellent, (1,628 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is ¥35,112
¥47,332 total
includes taxes & fees
May 26 - May 27
Sheraton Grand Chicago Riverwalk

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, (2,263 reviews)
"Perfect location great room for the price "
United States
Lisa
The price is ¥22,507
¥26,756 total
includes taxes & fees
May 25 - May 26
Club Quarters Hotel Wacker at Michigan, Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 4.2 km from Little Italy
7.8 out of 10, Good, (1,388 reviews)
"The bar was well stocked and the bar staff was great!!"
United States
Daynese
The price is ¥19,024
¥22,619 total
includes taxes & fees
May 20 - May 21
The Chicago Hotel Collection - Magnificent Mile

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, (598 reviews)
"Great stay!"
United States
Vanessa
The price is ¥15,370
¥18,042 total
includes taxes & fees
May 10 - May 11
FOUND Hotel Chicago River North
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 and neighborhoods 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

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Little Italy Hotel Reviews

Frequently asked questions

What's it like in Little Italy?
Travelers to Chicago's Little Italy neighborhood will be sure to enjoy a stay in this neighborhood. Are you looking for Little Italy travel tips? Be sure to check out Credit Union 1 Arena and Provision Theater while you're in the neighborhood.
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 center.
How many hotels are there in the Little Italy area?
Expedia has 24 hotels and other accommodations 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! Most hotel room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Add dates, click "Search", then filter by "fully refundable" to view the best options available in Little Italy.
Where can I learn more about changing or cancelling my trip to Little Italy?
For additional details about picking new dates or cancelling your trip to Little Italy, head over to our customer service page.
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, United Center and Soldier Field 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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