Find hotels in Little Italy, Chicago
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Little Italy hotels
Courtyard by Marriott Chicago at Medical District/UIC
Courtyard by Marriott Chicago at Medical District/UICLittle Italy
8.8 out of 10, Excellent, (1,001 reviews)
"Staff was exceptionally helpful and nice.
Close to everything we needed and the shuttle was great."
LeAnne
The price is ₩270,181
₩321,218 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 5.1 km from Little Italy
9.4 out of 10, Exceptional, (2,506 reviews)
"I loved it here and will definitely stay again."
Gina
The price is ₩311,085
₩422,174 total
includes taxes & fees
May 26 - May 27
Freehand Chicago
Freehand ChicagoRiver North, 3.6 km from Little Italy
8.0 out of 10, Very Good, (3,016 reviews)
"Great central location, lots to do nearby."
Michael
The price is ₩135,057
₩187,638 total
includes taxes & fees
May 25 - May 26
River Hotel
River HotelThe Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (5,190 reviews)
"excellent stay"
Jaeyoung
The price is ₩179,291
₩213,158 total
includes taxes & fees
May 26 - May 27
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 2.7 km from Little Italy
8.0 out of 10, Very Good, (10,131 reviews)
"Excellent stay"
Jennifer
The price is ₩201,481
₩239,542 total
includes taxes & fees
May 25 - May 26
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 2.9 km from Little Italy
9.2 out of 10, Wonderful, (2,246 reviews)
"Close to many attractions and shopping and nice unique hotel"
Brittany
The price is ₩179,894
₩259,918 total
includes taxes & fees
May 25 - May 26
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileStreeterville, 4.2 km from Little Italy
7.8 out of 10, Good, (1,456 reviews)
"Great stay"
Ontario
The price is ₩183,171
₩217,771 total
includes taxes & fees
May 25 - May 26
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastGold Coast, 4.8 km from Little Italy
8.2 out of 10, Very Good, (1,487 reviews)
"A nice stay and lovely location. "
Robin
The price is ₩233,542
₩277,671 total
includes taxes & fees
Jun 2 - Jun 3
Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileStreeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,239 reviews)
The price is ₩226,106
₩268,839 total
includes taxes & fees
May 26 - May 27
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 2.8 km from Little Italy
8.6 out of 10, Excellent, (2,446 reviews)
The price is ₩279,218
₩377,077 total
includes taxes & fees
May 25 - May 26
Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoTheatre District, 3.2 km from Little Italy
9.2 out of 10, Wonderful, (1,393 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
Erik
The price is ₩264,296
₩356,719 total
includes taxes & fees
May 26 - May 27
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoThe Loop, 2.6 km from Little Italy
7.4 out of 10, Good, (2,611 reviews)
"Staff was friendly and helpful.. location was great"
Amber
The price is ₩166,620
₩198,108 total
includes taxes & fees
May 26 - May 27
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, ChicagoThe Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (2,283 reviews)
"Excellent location and friendly staff."
Radhika
The price is ₩179,291
₩213,161 total
includes taxes & fees
May 26 - May 27
Swissotel - Chicago
Swissotel - Chicago3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,336 reviews)
"Great location and very convenient to river walk and vicinity."
Sridhar
The price is ₩254,232
₩355,702 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 3.9 km from Little Italy
9.4 out of 10, Exceptional, (4,214 reviews)
"Great location & breakfast was amazing."
sierra
The price is ₩241,281
₩330,130 total
includes taxes & fees
May 27 - May 28
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago RiverwalkStreeterville, 3.8 km from Little Italy
8.6 out of 10, Excellent, (1,626 reviews)
"It was very clean, beautiful place"
Grisel
The price is ₩362,680
₩485,318 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 2.5 km from Little Italy
8.8 out of 10, Excellent, (2,005 reviews)
"Clean quiet hotel"
Daniel
The price is ₩254,945
₩303,143 total
includes taxes & fees
May 26 - May 27
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 2.8 km from Little Italy
9.4 out of 10, Exceptional, (1,069 reviews)
"Clean rooms, comfy bed."
Brenda
The price is ₩213,705
₩299,083 total
includes taxes & fees
May 25 - May 26
Central Loop Hotel
Central Loop HotelTheatre District, 2.4 km from Little Italy
8.6 out of 10, Excellent, (2,150 reviews)
"Great place! Would stay again!"
Tasha
The price is ₩166,393
₩197,820 total
includes taxes & fees
May 25 - May 26
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.
