Find hotels in Little Italy, 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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

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, (1001)
"We stayed here for 3 Nights and overall we have a good experience. Staff was really friendly and helpful. Room was clean and beds were really comfy. "
Canada
Mohammad Atif
The price is ¥16,162
¥18,972 total
includes taxes & fees
Feb 8 - Feb 9
Courtyard by Marriott Chicago at Medical District/UIC

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very Good, (2697)
"Great fun place to stay close to most things in downtown "
United States
Kayla
The price is ¥8,068
¥12,233 total
includes taxes & fees
Jan 21 - Jan 22
Freehand Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (4890)
"Would stay there again"
United States
Zach
The price is ¥11,446
¥13,436 total
includes taxes & fees
Jan 30 - Jan 31
River Hotel

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, (3127)
"Second time to stay here, everything is great!"
United States
Wei
The price is ¥14,180
¥21,060 total
includes taxes & fees
Feb 3 - Feb 4
Hotel Riu Plaza Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3015)
"Great place to stay"
United States
Elisha
The price is ¥11,909
¥13,981 total
includes taxes & fees
Jan 18 - Jan 19
Aloft Chicago Mag Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 4.1 km from Little Italy
8.8 out of 10, Excellent, (2223)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is ¥13,356
¥15,679 total
includes taxes & fees
Feb 4 - Feb 5
DoubleTree by Hilton Chicago - Magnificent Mile

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 4.7 km from Little Italy
9.0 out of 10, Wonderful, (1515)
"Very nice and quiet, excellent location"
United States
Anthony
The price is ¥8,861
¥14,999 total
includes taxes & fees
Feb 3 - Feb 4
Claridge House Chicago, Tapestry Collection by Hilton

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 4 km from Little Italy
8.2 out of 10, Very Good, (2774)
"Great hotel staff and location. "
United States
Jacqueline
The price is ¥14,755
¥21,919 total
includes taxes & fees
Jan 14 - Jan 15
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 4.1 km from Little Italy
8.6 out of 10, Excellent, (3018)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is ¥9,723
¥16,013 total
includes taxes & fees
Jan 19 - Jan 20
Warwick Allerton - Chicago

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, (9744)
"Wonderful stay!"
United States
Zach
The price is ¥13,010
¥15,273 total
includes taxes & fees
Jan 12 - Jan 13
Congress Plaza Hotel

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 4.5 km from Little Italy
9.0 out of 10, Wonderful, (3674)
"Great stay!!!"
United States
Lorenzo Martrel
The price is ¥13,998
¥16,432 total
includes taxes & fees
Jan 25 - Jan 26
Hilton Chicago/Magnificent Mile Suites

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very Good, (1581)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is ¥15,818
¥18,567 total
includes taxes & fees
Jan 25 - Jan 26
The Wade

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, (2048)
"Great stay"
United States
Kramer
The price is ¥12,787
¥15,011 total
includes taxes & fees
Jan 21 - Jan 22
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 2.4 km from Little Italy
8.8 out of 10, Excellent, (3352)
"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is ¥11,331
¥13,301 total
includes taxes & fees
Jan 28 - Jan 29
Club Quarters Hotel, Central Loop, Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 3.6 km from Little Italy
8.6 out of 10, Excellent, (4308)
"Amazing staff and perfect location "
United States
Brandi
The price is ¥12,200
¥14,322 total
includes taxes & fees
Jan 15 - Jan 16
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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, (2309)
"Great stay!"
United States
Angela
The price is ¥15,850
¥23,942 total
includes taxes & fees
Jan 20 - Jan 21
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.5 km from Little Italy
9.4 out of 10, Exceptional, (3416)
"The Hotel was amazing great location "
United States
Donnisha
The price is ¥23,975
¥32,743 total
includes taxes & fees
Jan 22 - Jan 23
Hyatt Regency Chicago

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 4.3 km from Little Italy
8.2 out of 10, Very Good, (3860)
"great location"
Mexico
Isabel
The price is ¥11,988
¥14,071 total
includes taxes & fees
Jan 26 - Jan 27
The Whitehall Hotel, BW Premier Collection

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 3.7 km from Little Italy
9.0 out of 10, Wonderful, (3171)
"Clean, nicely priced, nice staff, and perfectly located to food and nightlife "
United States
Calvin
The price is ¥13,531
¥15,884 total
includes taxes & fees
Feb 8 - Feb 9
Eurostars Magnificent Mile

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 2.5 km from Little Italy
9.0 out of 10, Wonderful, (2347)
"Great hotel!!"
United States
Juancarlos
The price is ¥15,477
¥22,086 total
includes taxes & fees
Jan 9 - Jan 10
Hyatt Centric The Loop 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.

Where to stay in Little Italy

Find the best Little Italy areas and neighborhoods 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

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

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

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.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Top Little Italy Hotel Reviews

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.
How many hotels are there in the Little Italy area?
Expedia has 31 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. 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.

Explore a world of travel with Expedia