Hotels in Little Italy

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3 Jan - 4 Jan
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4 Jan - 5 Jan
Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan

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Our top choices for Little Italy hotels

Garden
Courtyard by Marriott Chicago at Medical District/UIC

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)
"Room was clean , staff was great, enjoyed my stay ."
United States
Michael Keith
The price is S$156
includes taxes & fees
7 Jan - 8 Jan
Courtyard by Marriott Chicago at Medical District/UIC
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very good, (2686)
"Quite area in a good location to walk to different locations."
United States
John steve
The price is S$108
includes taxes & fees
2 Feb - 3 Feb
Freehand Chicago
Reception
River Hotel

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 S$110
includes taxes & fees
24 Jan - 25 Jan
River Hotel
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

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, (1506)
"Nice stay"
United States
Michelle
The price is S$129
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3009)
"Great place to stay"
United States
Elisha
The price is S$125
includes taxes & fees
6 Jan - 7 Jan
Aloft Chicago Mag Mile
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very good, (1570)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is S$140
includes taxes & fees
8 Jan - 9 Jan
The Wade
Front of property
Hotel Riu Plaza 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, (3100)
"Second time to stay here, everything is great!"
United States
Wei
The price is S$187
includes taxes & fees
5 Jan - 6 Jan
Hotel Riu Plaza Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2313)
"Great stay!"
United States
Angela
The price is S$196
includes taxes & fees
20 Jan - 21 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 4 km from Little Italy
8.4 out of 10, Very good, (3019)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is S$139
includes taxes & fees
18 Jan - 19 Jan
Warwick Allerton - Chicago
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 3.7 km from Little Italy
9.0 out of 10, Wonderful, (3181)
"stunning hotel"
Canada
Yiwei
The price is S$141
includes taxes & fees
2 Feb - 3 Feb
Eurostars Magnificent Mile
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, 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, (3355)
"Great hotel "
United States
Anthony
The price is S$126
includes taxes & fees
5 Jan - 6 Jan
Club Quarters Hotel, Central Loop, Chicago
Banquet hall
Congress Plaza Hotel

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, (9764)
"Wonderful stay!"
United States
Zach
The price is S$125
includes taxes & fees
5 Jan - 6 Jan
Congress Plaza Hotel
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, 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, (2032)
"Great stay"
United States
Kramer
The price is S$126
includes taxes & fees
5 Jan - 6 Jan
Club Quarters Hotel Wacker at Michigan, Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 4 km from Little Italy
8.8 out of 10, Excellent, (2218)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is S$129
includes taxes & fees
11 Jan - 12 Jan
DoubleTree by Hilton Chicago - Magnificent Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

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, (3662)
"Great hotel"
United States
Jeanette
The price is S$135
includes taxes & fees
11 Jan - 12 Jan
Hilton Chicago/Magnificent Mile Suites
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 3.3 km from Little Italy
9.4 out of 10, Exceptional, (4146)
"Great hotel"
United States
Richard
The price is S$153
includes taxes & fees
8 Jan - 9 Jan
citizenM Chicago Downtown
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (2802)
"Great hotel staff and location. "
United States
Jacqueline
The price is S$171
includes taxes & fees
25 Jan - 26 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Rooftop terrace
Hyatt Centric The Loop Chicago

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, (2340)
"Great hotel!!"
United States
Juancarlos
The price is S$181
includes taxes & fees
9 Jan - 10 Jan
Hyatt Centric The Loop Chicago
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

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, (3846)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is S$116
includes taxes & fees
5 Jan - 6 Jan
The Whitehall Hotel, BW Premier Collection
Exterior
Arlo Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Little Italy
9.4 out of 10, Exceptional, (1926)
"Staff were very kind, hotel clean."
United States
Christine
The price is S$162
includes taxes & fees
15 Jan - 16 Jan
Arlo 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.
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Where to stay in Little Italy

Find the best Little Italy areas for the activities you enjoy most.
Downtown Chicago which includes 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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown featuring 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 which includes rides

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 of the city at Washington Station or Monroe Station (Blue Line).

Top Little Italy Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"The room was clean but not suitable for two people. And the window was drafty; I had to put a pillow on the windowsill. The staff was very polite."
Gheorghe 1-night trip
Posted 23 hours ago
River Hotel

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 31 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.

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