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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, (1,001 reviews)
"Staff was exceptionally helpful and nice. Close to everything we needed and the shuttle was great."
United States
LeAnne
The price is ฿5,836
฿6,939 total
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, (2,504 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is ฿6,183
฿8,474 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very good, (3,035 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is ฿2,902
฿4,031 total
includes taxes & fees
25 May - 26 May
Freehand Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (5,188 reviews)
"excellent stay"
United States
Jaeyoung
The price is ฿4,129
฿4,909 total
includes taxes & fees
25 May - 26 May
River Hotel

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very good, (1,836 reviews)
"Excellent location, clean modern rooms."
United States
Molly
The price is ฿4,949
฿5,884 total
includes taxes & fees
25 May - 26 May
The Wade

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)
"Nice clean hotel downtown."
United States
Richard
The price is ฿4,355
฿5,177 total
includes taxes & fees
25 May - 26 May
Congress Plaza Hotel

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, (2,245 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is ฿3,888
฿5,618 total
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

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, (1,454 reviews)
The price is ฿3,959
฿4,707 total
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection - Magnificent Mile

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, (1,483 reviews)
"A nice stay and lovely location. "
United States
Robin
The price is ฿5,096
฿6,059 total
includes taxes & fees
22 Jun - 23 Jun
The Chicago Hotel Collection Ambassador Gold Coast

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, (3,239 reviews)
"Nice place to stay"
United States
Jimmie
The price is ฿4,532
฿5,388 total
includes taxes & fees
25 May - 26 May
Aloft by Marriott Chicago Mag Mile

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, (2,446 reviews)
"My favorite place to stay!"
United States
Teresa
The price is ฿5,999
฿8,102 total
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

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, (1,406 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is ฿5,705
฿7,700 total
includes taxes & fees
26 May - 27 May
Sports Illustrated Resorts Chicago

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 2.6 km from Little Italy
7.4 out of 10, Good, (2,608 reviews)
"Staff was friendly and helpful.. location was great"
United States
Amber
The price is ฿3,668
฿4,361 total
includes taxes & fees
25 May - 26 May
Travelodge by Wyndham Downtown Chicago

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, (2,281 reviews)
"Excellent location and friendly staff."
United States
Radhika
The price is ฿3,777
฿4,491 total
includes taxes & fees
26 May - 27 May
Club Quarters Hotel Wacker at Michigan, Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,335 reviews)
"Wonderful location right on the river. Fitness area wonderful, staff helpful. Would stay again!"
United States
Saleem
The price is ฿5,712
฿7,939 total
includes taxes & fees
25 May - 26 May
Swissotel - Chicago

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, (4,210 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is ฿5,184
฿7,093 total
includes taxes & fees
27 May - 28 May
Hotel Riu Plaza 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, (1,625 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is ฿7,792
฿10,427 total
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk

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, (2,002 reviews)
"Great location and clean room"
United States
Hyacinthe
The price is ฿5,026
฿5,976 total
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Chicago Downtown South Loop

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, (1,069 reviews)
"Clean rooms, comfy bed."
United States
Brenda
The price is ฿4,592
฿6,426 total
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 2.4 km from Little Italy
8.6 out of 10, Excellent, (2,147 reviews)
"Great place! Would stay again!"
United States
Tasha
The price is ฿3,575
฿4,250 total
includes taxes & fees
26 May - 27 May
Central Loop Hotel
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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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.