Search Hotels in Little Italy, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
15 May - 17 May
Next weekend
22 May - 24 May

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Little Italy hotels

Exterior

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, (1,001 reviews)
"Staff was exceptionally helpful and nice. Close to everything we needed and the shuttle was great."
United States
LeAnne
The price is 4.979.205 ₫
5.919.985 ₫ total
includes taxes & fees
25 May - 26 May
Courtyard by Marriott Chicago at Medical District/UIC
Terrace/patio

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, (2,495 reviews)
"Great place to stay "
United States
Mark
The price is 5.152.343 ₫
7.034.139 ₫ total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.5 km from Little Italy
9.4 out of 10, Exceptional, (3,515 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 6.164.730 ₫
8.268.974 ₫ total
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 3.2 km from Little Italy
9.6 out of 10, Exceptional, (4,049 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is 6.496.677 ₫
7.723.898 ₫ total
includes taxes & fees
20 May - 21 May
L7 Chicago by LOTTE
2 bars/lounges

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, (1,623 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is 6.141.020 ₫
8.240.785 ₫ total
includes taxes & fees
24 May - 25 May
Sheraton Grand Chicago Riverwalk
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 2.6 km from Little Italy
8.6 out of 10, Excellent, (2,798 reviews)
"Great staff and location. "
United States
Robert
The price is 4.188.855 ₫
5.753.748 ₫ total
includes taxes & fees
25 May - 26 May
Hilton Chicago
Executive lounge

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, (2,154 reviews)
"Great place"
United States
JOSE
The price is 4.626.357 ₫
6.440.252 ₫ total
includes taxes & fees
25 May - 26 May
Fairmont Chicago at Millennium Park
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,325 reviews)
"Wonderful location right on the river. Fitness area wonderful, staff helpful. Would stay again!"
United States
Saleem
The price is 5.219.867 ₫
7.133.771 ₫ total
includes taxes & fees
27 May - 28 May
Swissotel - Chicago
Lobby

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, (3,236 reviews)
"Nice place to stay"
United States
Jimmie
The price is 3.926.448 ₫
4.668.520 ₫ total
includes taxes & fees
27 May - 28 May
Aloft by Marriott Chicago Mag Mile
Front of property

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, (4,154 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is 3.926.184 ₫
5.418.498 ₫ total
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago
Room service – dining

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very good, (1,831 reviews)
"We enjoy our stay."
United States
Nuria
The price is 5.242.655 ₫
6.233.490 ₫ total
includes taxes & fees
25 May - 26 May
The Wade
Exterior

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, (3,715 reviews)
"I had a great stay and would book again."
United States
Brandi
The price is 5.671.025 ₫
7.515.439 ₫ total
includes taxes & fees
25 May - 26 May
LondonHouse Chicago, Curio Collection by Hilton
Lobby

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, (10,129 reviews)
"Great location, safe, clean and reasonable price. "
United States
Anthony
The price is 3.518.638 ₫
4.183.309 ₫ total
includes taxes & fees
26 May - 27 May
Congress Plaza Hotel
Premium bedding, in-room safe, desk, blackout curtains

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, (2,250 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is 3.141.641 ₫
4.539.243 ₫ total
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (5,181 reviews)
"excellent stay"
United States
Jaeyoung
The price is 3.785.465 ₫
4.500.539 ₫ total
includes taxes & fees
25 May - 26 May
River Hotel
Indoor pool

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, (2,447 reviews)
"My favorite place to stay!"
United States
Teresa
The price is 4.847.480 ₫
6.546.469 ₫ total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel
Lobby

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, (1,441 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is 4.055.573 ₫
4.821.889 ₫ total
includes taxes & fees
20 May - 21 May
The Chicago Hotel Collection Ambassador Gold Coast
In-room safe, iron/ironing board, free WiFi, bed sheets

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, (1,400 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is 4.938.191 ₫
6.613.154 ₫ total
includes taxes & fees
27 May - 28 May
Sports Illustrated Resorts Chicago
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 3.7 km from Little Italy
9.2 out of 10, Wonderful, (3,064 reviews)
"Great location ,service and staff "
United States
Tamar
The price is 5.138.640 ₫
7.032.031 ₫ total
includes taxes & fees
26 May - 27 May
InterContinental Chicago Magnificent Mile by IHG
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Little Italy
9.4 out of 10, Exceptional, (2,099 reviews)
"Great place"
United States
Dawn
The price is 3.673.810 ₫
5.164.146 ₫ total
includes taxes & fees
25 May - 26 May
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.
View all properties

Where to stay in Little Italy

Find the best Little Italy areas for the activities you enjoy most.

Downtown Chicago

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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.

Panoramic view of Lincoln Park and the Chicago skyline.

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Top Little Italy Hotel Reviews

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

8/10 Good
"The hotel it’s well centralized with plenty to eat and do around the neighborhood."
Rosa 2-night trip
Posted 1 hour ago
Aloft Chicago Mag Mile

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.
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.