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Discover 4,670 Little Italy hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Cozy and Modern Stay in the Heart of C
Private kitchen

Cozy and Modern Stay in the Heart of C

3.0 star property
5.6 out of 10, (24)
"Clean and quiet. "
The price is NT$1,434
NT$7,132 total
includes taxes & fees
Aug 4 - Aug 5
Cozy and Modern Stay in the Heart of C
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, (1000)
"Wonderful staff, rooms, and hotel!!! "
The price is NT$5,727
NT$6,723 total
includes taxes & fees
Aug 17 - Aug 18
Courtyard by Marriott Chicago at Medical District/UIC
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1944)
"Very pleasant stay!"
The price is NT$4,737
NT$5,561 total
includes taxes & fees
Aug 21 - Aug 22
DoubleTree by Hilton Chicago - Magnificent Mile
River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4458)
"Great place to stay."
The price is NT$4,241
NT$4,979 total
includes taxes & fees
Aug 14 - Aug 15
River Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3060)
"Great location and friendly staff!"
The price is NT$4,733
NT$5,556 total
includes taxes & fees
Sep 1 - Sep 2
Eurostars Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3490)
"Great stay"
The price is NT$4,673
NT$5,485 total
includes taxes & fees
Aug 26 - Aug 27
citizenM Chicago Downtown
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8924)
"Great place to stay."
The price is NT$5,300
NT$6,222 total
includes taxes & fees
Aug 4 - Aug 5
Congress Plaza Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very Good, (3621)
"Great stay. "
The price is NT$4,495
NT$5,277 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1023)
"nice hotel and nice staff and close to everything "
The price is NT$3,683
NT$4,323 total
includes taxes & fees
Aug 24 - Aug 25
Best Western River North Hotel
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2776)
"We love our stay here !"
The price is NT$3,628
NT$4,259 total
includes taxes & fees
Aug 10 - Aug 11
Aloft Chicago Mag Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2145)
"Location was just what needed and at an affordable price "
The price is NT$3,136
NT$5,084 total
includes taxes & fees
Aug 24 - Aug 25
Freehand Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2050)
"Beautiful property, will definitely stay there again."
The price is NT$5,465
NT$7,282 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very Good, (1009)
"Nice place to stay"
The price is NT$4,691
NT$5,865 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Chicago - Downtown by IHG
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1330)
"Staff was so friendly and the rooms were really clean!"
The price is NT$4,362
NT$5,121 total
includes taxes & fees
Aug 24 - Aug 25
Crowne Plaza Chicago West Loop by IHG
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2553)
"Great location and hotel!"
The price is NT$4,292
NT$5,039 total
includes taxes & fees
Aug 17 - Aug 18
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (2029)
"Enjoyed our stay. Great location."
The price is NT$5,988
NT$7,902 total
includes taxes & fees
Aug 13 - Aug 14
Hilton Chicago
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, (2450)
"It was a wonderful stay "
The price is NT$4,276
NT$5,546 total
includes taxes & fees
Aug 24 - Aug 25
La Quinta Inn & Suites by Wyndham Chicago Downtown
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2263)
"Location, cleanness and staff were very good "
The price is NT$3,197
NT$3,753 total
includes taxes & fees
Aug 25 - Aug 26
Travelodge by Wyndham Downtown Chicago
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, (1002)
"Great stay"
The price is NT$4,034
NT$4,735 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Chicago - Magnificent Mile by IHG
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1978)
"Friendly staff, clean and great location. We’ll definitely stay here again."
The price is NT$4,087
NT$4,798 total
includes taxes & fees
Aug 20 - Aug 21
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
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 map

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 map

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 map

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 map

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 map

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

Freehand Chicago

Freehand Chicago

10/10 Excellent
"Friendly front desk. Great location in the City. We enjoyed our stay. "
Stephanie 1-night trip
Posted 13 hours ago
Freehand Chicago

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 is a short 8-minute walk from University of Illinois Chicago, and it 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.