Find hotels in Little Italy, Chicago from ₩125,131

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Check prices for these dates

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Aug 24 - Aug 25
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Aug 25 - Aug 26
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Aug 29 - Aug 31
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Sep 5 - Sep 7

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Discover 4,697 Little Italy hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Little Italy hotels

Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1326)
"Great stay highly recommend!! "
The price is ₩125,131
₩187,498 total
includes taxes & fees
Aug 26 - Aug 27
Claridge House
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very Good, (1010)
"Great hotel! "
The price is ₩204,770
₩240,379 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Express Chicago - Magnificent Mile by IHG
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1187)
"Friendly staff, rooms very clean, food was excellent "
The price is ₩210,498
₩247,108 total
includes taxes & fees
Sep 1 - Sep 2
The Emily Hotel
Courtyard by Marriott Chicago at Medical District/UIC
Garden

Courtyard by Marriott Chicago at Medical District/UIC

3.5 star property
8.8 out of 10, Excellent, (1002)
"Great stay clean comfortable rooms"
The price is ₩222,895
₩261,657 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Chicago at Medical District/UIC
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very Good, (1087)
"Great place to stay, would definitely recommend and stay here again "
The price is ₩176,149
₩206,781 total
includes taxes & fees
Aug 25 - Aug 26
The Chicago Hotel Collection Ambassador Gold Coast
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8996)
"Family had a great stay. "
The price is ₩164,992
₩193,685 total
includes taxes & fees
Aug 25 - Aug 26
Congress Plaza Hotel
ACME Hotel Company
Cocktail bar

ACME Hotel Company

3.5 star property
9.0 out of 10, Wonderful, (1760)
"Friendly staff and great location "
The price is ₩173,086
₩203,193 total
includes taxes & fees
Aug 25 - Aug 26
ACME Hotel Company
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2237)
"Great stay "
The price is ₩145,691
₩195,390 total
includes taxes & fees
Sep 2 - Sep 3
Freehand Chicago
Hyatt House Chicago West Loop
City view from property

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1020)
"Perfect location"
The price is ₩260,113
₩305,346 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt House Chicago West Loop
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3634)
"Great place"
The price is ₩210,500
₩247,104 total
includes taxes & fees
Sep 3 - Sep 4
citizenM Chicago Downtown
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2055)
"Very good place "
The price is ₩269,314
₩316,148 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Centric The Loop Chicago
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3315)
"Great hotel "
The price is ₩330,676
₩428,789 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Regency Chicago
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2334)
"The best hotel, excellent breakfast, excellent location!!!"
The price is ₩195,699
₩268,719 total
includes taxes & fees
Sep 2 - Sep 3
Hotel Riu Plaza Chicago
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1951)
"Great stay"
The price is ₩188,167
₩253,375 total
includes taxes & fees
Aug 26 - Aug 27
Millennium Knickerbocker Chicago
River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4558)
"Great place to stay, staff was very friendly"
The price is ₩151,585
₩177,946 total
includes taxes & fees
Sep 14 - Sep 15
River Hotel
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2496)
"Had a wonderful stay here and staff was super friendly!"
The price is ₩185,538
₩242,154 total
includes taxes & fees
Sep 1 - Sep 2
La Quinta Inn & Suites by Wyndham Chicago Downtown
Residence Inn Chicago Downtown Magnificent Mile
Aerial view

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (331)
"Great experience and great hotel "
The price is ₩208,921
₩245,254 total
includes taxes & fees
Sep 1 - Sep 2
Residence Inn Chicago Downtown Magnificent Mile
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2686)
"Great and comfortable stay"
The price is ₩222,272
₩260,924 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Chicago/Magnificent Mile Suites
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1180)
"Great location, nice room and roomy bathroom and good breakfast."
The price is ₩176,149
₩206,781 total
includes taxes & fees
Aug 25 - Aug 26
The Chicago Hotel Collection - Magnificent Mile
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2082)
"Great spot, good location, nice rooms. "
The price is ₩131,717
₩196,848 total
includes taxes & fees
Sep 2 - Sep 3
Hotel Felix River North/Magnificent Mile
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.
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Where to stay in Little Italy

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

Downtown Chicago

2 out of top 10 points of interest in this area

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

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 - Downtown which includes a river or creek

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 showing railway items, street scenes and a city

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.

Chicago which includes modern architecture and a city

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.

Top Little Italy Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"Everything was great "
Eric 1-night trip
Posted 10 hours ago
River Hotel

Frequently asked questions

What's it like in Little Italy?

Travelers to Chicago's Little Italy neighborhood will be sure to enjoy a stay in this neighborhood. Are you looking for Little Italy travel tips? Be sure to check out Credit Union 1 Arena and Jane Addams' Hull-House Museum while you're in the neighborhood.

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 center. Another top choice in the area is Cozy and Modern Stay in the Heart of C.

How many hotels are there in the Little Italy area?

Expedia has 27 hotels and other accommodations 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! Most hotel room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Add dates, click "Search", then filter by "fully refundable" to view the best options available in Little Italy.

Where can I learn more about changing or cancelling my trip to Little Italy?

For additional details about picking new dates or cancelling your trip to Little Italy, head over to our customer service page.

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. A visit to St. Basil Greek Orthodox Church is also worth the trip while you're discovering the neighborhood. Favorite places to visit in the surrounding area include Michigan Avenue, United Center, and Soldier Field. While you're out sightseeing in Chicago, be sure to visit other sights like Maxwell Street Market or Chicago Arts District.

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.