Hotels in Little Italy

  • 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

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, (1,004 reviews)
"Staff was exceptionally helpful and nice. Close to everything we needed and the shuttle was great."
United States
LeAnne
The price is S$259
includes taxes & fees
25 May - 26 May
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, (2,506 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is S$344
includes taxes & fees
26 May - 27 May
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, (2,457 reviews)
"My favorite place to stay!"
United States
Teresa
The price is S$318
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,552 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is S$243
includes taxes & fees
25 May - 26 May
Eurostars Magnificent Mile

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 2.9 km from Little Italy
9.2 out of 10, Wonderful, (2,239 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is S$208
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very good, (1,839 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is S$231
includes taxes & fees
25 May - 26 May
The Wade

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,332 reviews)
"Wonderful location right on the river. Fitness area wonderful, staff helpful. Would stay again!"
United States
Saleem
The price is S$358
includes taxes & fees
24 May - 25 May
Swissotel - 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, (10,166 reviews)
"The bar was very welcoming and the historic ambience and location was exceptional"
United States
Patricia
The price is S$203
includes taxes & fees
26 May - 27 May
Congress Plaza Hotel

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, (2,164 reviews)
"Great place"
United States
JOSE
The price is S$312
includes taxes & fees
25 May - 26 May
Fairmont Chicago at Millennium Park

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,247 reviews)
"Nice place to stay"
United States
Jimmie
The price is S$242
includes taxes & fees
26 May - 27 May
Aloft by Marriott Chicago Mag Mile

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, (1,433 reviews)
"Great stay"
United States
Christa
The price is S$185
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection - Magnificent 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, (3,729 reviews)
"I had a great stay and would book again."
United States
Brandi
The price is S$365
includes taxes & fees
25 May - 26 May
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, (2,813 reviews)
"Great staff and location. "
United States
Robert
The price is S$340
includes taxes & fees
25 May - 26 May
Hilton Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Little Italy
9.4 out of 10, Exceptional, (2,112 reviews)
"Very beautiful hotel!"
United States
Ingrid
The price is S$311
includes taxes & fees
25 May - 26 May
Arlo Chicago

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, (1,462 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is S$238
includes taxes & fees
3 Jun - 4 Jun
The Chicago Hotel Collection Ambassador Gold Coast

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, (1,632 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is S$409
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very good, (3,015 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is S$158
includes taxes & fees
25 May - 26 May
Freehand Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.5 km from Little Italy
9.4 out of 10, Exceptional, (3,524 reviews)
"Very good place to stay. I really liked the lobby — it’s very spacious. The lobby design is also very open and artistic."
Canada
Tong
The price is S$401
includes taxes & fees
25 May - 26 May
Hyatt Regency 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, (1,405 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is S$327
includes taxes & fees
25 May - 26 May
Sports Illustrated Resorts Chicago

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, (2,548 reviews)
"Lovely place to stay in a great location in the city."
United States
Rachel
The price is S$258
includes taxes & fees
25 May - 26 May
Hyatt Centric The Loop 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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Little Italy Hotel Reviews

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 Provision Theater 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 25 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, 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.

Explore a world of travel with Expedia