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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/UICLittle 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. "
Tonya
The price is ￥26,479
￥31,483 total
includes taxes & fees
May 10 - May 11
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, (2,498 reviews)
"Great place to stay "
Mark
The price is ￥30,897
￥42,133 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre 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. "
Cynthia
The price is ￥27,262
￥37,070 total
includes taxes & fees
May 25 - May 26
Swissotel - Chicago
Swissotel - Chicago3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,313 reviews)
"Breakfasr good, view great"
Jan
The price is ￥32,242
￥43,850 total
includes taxes & fees
May 24 - May 25
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe 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."
Nicole
The price is ￥31,455
￥42,987 total
includes taxes & fees
May 26 - May 27
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, (1,993 reviews)
"Had a great stay-5 stars of 5"
donald
The price is ￥22,828
￥27,140 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, (2,964 reviews)
"Great central location, lots to do nearby."
Michael
The price is ￥14,321
￥19,820 total
includes taxes & fees
May 25 - May 26
Eurostars Magnificent Mile
Eurostars Magnificent MileRiver 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 !"
Rochelle
The price is ￥22,562
￥26,824 total
includes taxes & fees
May 11 - May 12
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, (1,062 reviews)
"Wonderful restaurant, amazing food."
Robert
The price is ￥20,839
￥29,423 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, (4,096 reviews)
"Great hotel in an amazing location!"
Samer
The price is ￥23,344
￥32,216 total
includes taxes & fees
May 25 - May 26
Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,232 reviews)
"The design of the property and location is great!"
Fedna
The price is ￥24,912
￥29,620 total
includes taxes & fees
May 26 - May 27
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonThe Loop, 3.4 km from Little Italy
9.4 out of 10, Exceptional, (3,710 reviews)
"Amazing hotel and staff!"
erin
The price is ￥29,142
￥39,246 total
includes taxes & fees
May 10 - May 11
Hilton Chicago
Hilton ChicagoThe Loop, 2.6 km from Little Italy
8.6 out of 10, Excellent, (2,784 reviews)
"Clean room and great location "
Diana
The price is ￥24,912
￥34,219 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, (1,397 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
Erik
The price is ￥26,121
￥35,469 total
includes taxes & fees
May 25 - May 26
Congress Plaza Hotel
Congress Plaza HotelThe Loop, 2.7 km from Little Italy
8.0 out of 10, Very Good, (10,192 reviews)
"Great stay"
Matthew
The price is ￥20,926
￥24,880 total
includes taxes & fees
May 11 - May 12
Arlo Chicago
Arlo ChicagoTheatre District, 3.2 km from Little Italy
9.4 out of 10, Exceptional, (2,115 reviews)
"Great place"
Dawn
The price is ￥21,010
￥29,713 total
includes taxes & fees
May 10 - May 11
Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago RiverwalkStreeterville, 3.8 km from Little Italy
8.6 out of 10, Excellent, (1,628 reviews)
"It was very clean, beautiful place"
Grisel
The price is ￥35,112
￥47,332 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, (2,263 reviews)
"Perfect location great room for the price "
Lisa
The price is ￥22,507
￥26,756 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, (1,388 reviews)
"The bar was well stocked and the bar staff was great!!"
Daynese
The price is ￥19,024
￥22,619 total
includes taxes & fees
May 20 - May 21
FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthRiver North, 3.3 km from Little Italy
8.4 out of 10, Very Good, (598 reviews)
"Great stay!"
Vanessa
The price is ￥15,370
￥18,042 total
includes taxes & fees
May 10 - May 11
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.
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