Little Italy Hotels, Chicago

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Check prices for these dates

This weekend
12 Jun - 14 Jun
Next weekend
19 Jun - 21 Jun

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Our top choices for Little Italy hotels

Suite, 1 Bedroom

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, (1,001 reviews)
"Staff was exceptionally helpful and nice. Close to everything we needed and the shuttle was great."
United States
LeAnne
The price is NZ$404
includes taxes & fees
5 July - 6 July
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, (2,529 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is NZ$528
includes taxes & fees
30 June - 1 July
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, (2,482 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is NZ$511
includes taxes & fees
2 July - 3 July
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, (2,255 reviews)
"Great location"
United States
Gabino
The price is NZ$285
includes taxes & fees
5 July - 6 July
Silversmith Hotel Chicago Downtown
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 3.9 km from Little Italy
9.2 out of 10, Wonderful, (1,793 reviews)
"Great place at a great location."
United States
Alejandro
The price is NZ$384
includes taxes & fees
1 July - 2 July
Omni Chicago Hotel
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, (1,085 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is NZ$336
includes taxes & fees
6 July - 7 July
Staypineapple, An Iconic Hotel, The Loop
Lobby

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, (10,202 reviews)
"Great stay thanks"
United States
Felipa
The price is NZ$279
includes taxes & fees
29 June - 30 June
Congress Plaza Hotel
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.5 km from Little Italy
9.4 out of 10, Exceptional, (3,503 reviews)
"Staff was great."
United States
Marianne
The price is NZ$486
includes taxes & fees
1 July - 2 July
Hyatt Regency Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 3.5 km from Little Italy
8.8 out of 10, Excellent, (2,180 reviews)
"Great place"
United States
JOSE
The price is NZ$680
includes taxes & fees
21 June - 22 June
Fairmont Chicago at Millennium Park
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, (3,076 reviews)
"Staff very easy to talk with and happy to help Useful amenities, location was even better than anticipated."
United States
John
The price is NZ$274
includes taxes & fees
29 June - 30 June
Freehand Chicago
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 3.8 km from Little Italy
8.6 out of 10, Excellent, (1,658 reviews)
"Excellent location."
United States
Mirna
The price is NZ$540
includes taxes & fees
6 July - 7 July
Sheraton Grand Chicago Riverwalk
2 restaurants; breakfast, lunch and dinner served

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, (3,732 reviews)
"Great location, excellent room and amenities proactively attentive staff."
United States
Robert
The price is NZ$498
includes taxes & fees
1 July - 2 July
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, (2,844 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is NZ$537
includes taxes & fees
21 June - 22 June
Hilton Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,370 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is NZ$420
includes taxes & fees
5 July - 6 July
Swissotel - Chicago
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 2.3 km from Little Italy
9.6 out of 10, Exceptional, (1,251 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is NZ$343
includes taxes & fees
1 July - 2 July
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Lobby lounge

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
8.4 out of 10, Very good, (1,011 reviews)
"Great stay!"
United States
Alondra
The price is NZ$312
includes taxes & fees
2 July - 3 July
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Front of property

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, (4,379 reviews)
"The breakfast, location, and staff were amazing."
United States
Corey
The price is NZ$437
includes taxes & fees
30 June - 1 July
Hotel Riu Plaza Chicago
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Little Italy
9.4 out of 10, Exceptional, (2,129 reviews)
"Excellent location and welcoming staff."
United States
Tammy
The price is NZ$418
includes taxes & fees
5 July - 6 July
Arlo Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 4.8 km from Little Italy
8.2 out of 10, Very good, (1,565 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is NZ$338
includes taxes & fees
29 June - 30 June
The Chicago Hotel Collection Ambassador Gold Coast
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 3.3 km from Little Italy
9.4 out of 10, Exceptional, (3,446 reviews)
"Great location, nice property, helpful staff, and spacious, comfortable rooms."
United States
Sunil
The price is NZ$453
includes taxes & fees
5 July - 6 July
The Royal Sonesta Chicago Downtown
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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Our guide on 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

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

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.

Panoramic view of Lincoln Park and the Chicago skyline.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Little Italy Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Nice hotel with clean rooms"
Amit 2-night trip
Posted less than an hour 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 Provision Theater 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 23 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, Provision Theater and Jane Addams' Hull-House Museum are just a few attractions to check out in Little Italy. While you're out sightseeing, Soldier Field and Michigan Avenue 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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