Little Italy Hotels, Chicago

Start date: Check-in selected.
To Date
End date: Check-out

    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

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Filter by

Guest rating
Guest rating
Star rating

4621 Cheap Hotels in Little Italy - Specials, Reviews, & Last Minute Deals

Garden
Courtyard by Marriott Chicago at Medical District/UIC
Courtyard by Marriott Chicago at Medical District/UIC
3.5 star property
8.8 out of 10, Excellent, (1000)
"Clean room, staff was helpful and polite "
United States
Teresa
The price is NZ$277
includes taxes & fees
23 Nov - 24 Nov
Courtyard by Marriott Chicago at Medical District/UIC
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3078)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is NZ$221
includes taxes & fees
23 Nov - 24 Nov
Eurostars Magnificent Mile
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4737)
"Staff friendly and helpful..and accommodations just right..great location! "
United States
Adrienne
The price is NZ$260
includes taxes & fees
30 Oct - 31 Oct
River Hotel
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2864)
"Had a great stay!"
United States
Josh
The price is NZ$221
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2101)
"Great stay "
United States
Melinda
The price is NZ$244
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2214)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is NZ$320
includes taxes & fees
23 Nov - 24 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2510)
"Very accessible location and amazing staff. "
United States
Fatima
The price is NZ$167
includes taxes & fees
12 Nov - 13 Nov
Freehand Chicago
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9559)
"Area is great and walkable distance to touring areas. "
United States
Alejandro
The price is NZ$348
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (3988)
"Great place to stay. "
United States
sherry
The price is NZ$250
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4098)
"This hotel had a great location to shopping and several enjoyable restaurants."
United States
laura
The price is NZ$236
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3135)
"Our stay was great"
United States
Bruce E
The price is NZ$233
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (2261)
"We loved this hotel it was beautiful and convenient . "
United States
Daniel
The price is NZ$427
includes taxes & fees
9 Nov - 10 Nov
Hilton Chicago
Exterior
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very good, (284)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is NZ$156
includes taxes & fees
10 Nov - 11 Nov
FOUND Hotel Chicago River North
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2640)
"Great place to stay "
United States
Larry William
The price is NZ$286
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza Chicago
Rooftop terrace
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1003)
"Great stay"
Australia
Bart
The price is NZ$207
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
American cuisine
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1621)
"Great Hotel"
United States
Cesar
The price is NZ$217
includes taxes & fees
23 Nov - 24 Nov
Crowne Plaza Chicago West Loop by IHG
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3250)
"Great location and fantastic staff who were always happy to help. "
United Kingdom
Victoria
The price is NZ$284
includes taxes & fees
23 Nov - 24 Nov
voco Chicago Downtown - Riverwalk by IHG
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
8.6 out of 10, Excellent, (2575)
"Very nice for price and location"
United States
Deborah
The price is NZ$231
includes taxes & fees
23 Nov - 24 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
Rooftop terrace
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2204)
"It was an amazing stay!"
United States
Kristy S
The price is NZ$253
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric The Loop Chicago
Ballroom
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very good, (2031)
"Great place to stay."
United States
Ron
The price is NZ$329
includes taxes & fees
23 Nov - 24 Nov
Palmer House a Hilton 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Our guide on where to stay in Little Italy

Find the best Little Italy areas for the activities you enjoy most.
Downtown Chicago featuring a city

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 - River North

Magnificent Mile

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

The Loop - Downtown which includes a river or creek

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.

Chicago showing a city and modern architecture

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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"I absolutely loved my stay; the location was fantastic. It was within walking distance to everything. There was a great parking garage across the street. The staff was amazing, and the hotel was very clean. It was a wonderful experience for my family and I "
Julia 2-night trip
Posted 1 day ago
Hotel Riu Plaza Chicago

Explore a world of travel with Expedia

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 Jane Addams' Hull-House Museum 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, Jane Addams' Hull-House Museum and Provision Theater are just a few attractions to check out in Little Italy. While you're out sightseeing, Michigan Avenue and United Center 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.