Hotels in Little Italy

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Check prices for these dates

Tonight
4 Apr - 5 Apr
Tomorrow
5 Apr - 6 Apr
Next weekend
10 Apr - 12 Apr
In two weeks
17 Apr - 19 Apr

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Our top choices for Little Italy hotels

Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

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, (1,002 reviews)
"Staff was polite and the location was close to the United Center with a courtesy shuttle. "
United States
Terri
The price is S$216
includes taxes & fees
5 Apr - 6 Apr
Courtyard by Marriott Chicago at Medical District/UIC
Terrace/patio

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, (2,435 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is S$325
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 2.8 km from Little Italy
8.6 out of 10, Excellent, (2,346 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is S$322
includes taxes & fees
11 Apr - 12 Apr
Palmer House a Hilton Hotel
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 2.9 km from Little Italy
9.2 out of 10, Wonderful, (2,236 reviews)
"Great stay!"
United States
Jessica
The price is S$201
includes taxes & fees
12 Apr - 13 Apr
Silversmith Hotel Chicago Downtown
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very good, (2,845 reviews)
"Was nice! "
Canada
Emilie
The price is S$149
includes taxes & fees
14 Apr - 15 Apr
Freehand Chicago
Lobby

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 2.3 km from Little Italy
8.2 out of 10, Very good, (1,005 reviews)
"Great hotel."
United States
Kristin
The price is S$264
includes taxes & fees
5 Apr - 6 Apr
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (5,056 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is S$165
includes taxes & fees
5 Apr - 6 Apr
River Hotel
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,158 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is S$183
includes taxes & fees
12 Apr - 13 Apr
Aloft Chicago Mag Mile
Premium bedding, in-room safe, desk, blackout curtains

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
River North, 3.8 km from Little Italy
8.8 out of 10, Excellent, (1,574 reviews)
"Clean room, great location! Walked just about every where. Shower was amazing and room lights were on dimmers which is great for night time with children. I would definitely stay at this location again. Great price for a big city and location!"
United States
Holly
The price is S$231
includes taxes & fees
5 Apr - 6 Apr
Hotel 55 Chicago Downtown
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 2.8 km from Little Italy
9.4 out of 10, Exceptional, (1,031 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is S$239
includes taxes & fees
26 Apr - 27 Apr
Staypineapple, An Iconic Hotel, The Loop
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 3.2 km from Little Italy
9.6 out of 10, Exceptional, (3,857 reviews)
"Loved the stay here !"
United States
Alisha
The price is S$254
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE
2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 3.4 km from Little Italy
9.4 out of 10, Exceptional, (3,645 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is S$382
includes taxes & fees
7 Apr - 8 Apr
LondonHouse Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 2.6 km from Little Italy
8.6 out of 10, Excellent, (2,718 reviews)
"We love staying here "
United States
Carrie
The price is S$338
includes taxes & fees
10 Apr - 11 Apr
Hilton Chicago
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
1.9 km from Little Italy
9.0 out of 10, Wonderful, (1,005 reviews)
"Super cute hotel. Great bar and food "
United States
Patricia
The price is S$267
includes taxes & fees
12 Apr - 13 Apr
The Hoxton Chicago
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 3.6 km from Little Italy
8.8 out of 10, Excellent, (2,130 reviews)
"Nice place to stay. "
United States
Akanksha
The price is S$186
includes taxes & fees
26 Apr - 27 Apr
The Godfrey Hotel Chicago
In-room safe, iron/ironing board, free WiFi, bed sheets

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 3.2 km from Little Italy
9.2 out of 10, Wonderful, (1,410 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is S$286
includes taxes & fees
5 Apr - 6 Apr
Sports Illustrated Resorts Chicago
Lobby sitting area

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, (2,141 reviews)
"Great stay!"
United States
Hannah
The price is S$164
includes taxes & fees
5 Apr - 6 Apr
Club Quarters Hotel Wacker at Michigan, Chicago
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 3.3 km from Little Italy
8.6 out of 10, Excellent, (528 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
The price is S$113
includes taxes & fees
5 Apr - 6 Apr
FOUND Hotel Chicago River North
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 2.5 km from Little Italy
8.8 out of 10, Excellent, (1,940 reviews)
"Hotel was really nice"
United States
LaCarr
The price is S$185
includes taxes & fees
26 Apr - 27 Apr
Hilton Garden Inn Chicago Downtown South Loop
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 2.4 km from Little Italy
8.6 out of 10, Excellent, (2,056 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is S$140
includes taxes & fees
7 Apr - 8 Apr
Central Loop 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.
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Where to stay in Little Italy

Find the best Little Italy areas 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

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

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

Underground passage in the Chicago O'Hare airport

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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.

Top Little Italy Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Air conditioning is too noisy "
Julie 4-night trip
Posted 2 hours ago
Hilton Chicago/Magnificent Mile Suites

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 29 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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