Find hotels in Little Italy, Chicago from ₩136,095

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Aug 20 - Aug 21
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Aug 21 - Aug 22
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Aug 22 - Aug 24
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Aug 29 - Aug 31

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Discover 4,679 Little Italy hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Little Italy hotels

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, (1001)
"It was an easy place to stay,"
The price is ₩207,060
₩243,066 total
includes taxes & fees
Aug 24 - Aug 25
Courtyard by Marriott Chicago at Medical District/UIC
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, (2092)
"Great place to stay!"
The price is ₩227,192
₩307,077 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Wade
1 bedroom, premium bedding, down comforters, pillowtop beds

The Wade

4.5 star property
8.2 out of 10, Very Good, (1207)
"Good location for all travelers "
The price is ₩210,234
₩246,792 total
includes taxes & fees
Sep 1 - Sep 2
The Wade
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2624)
"Hotel is amazing "
The price is ₩220,951
₩300,238 total
includes taxes & fees
Sep 1 - Sep 2
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1526)
"I liked the availability of onsite bar and dining options."
The price is ₩285,417
₩379,201 total
includes taxes & fees
Sep 2 - Sep 3
Loews Chicago Hotel
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, (1994)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is ₩210,513
₩247,122 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1638)
"Great location, nice size rooms with balconies. "
The price is ₩268,320
₩357,472 total
includes taxes & fees
Sep 1 - Sep 2
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Executive lounge

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1853)
"Great location, staff is lovely!"
The price is ₩324,541
₩421,841 total
includes taxes & fees
Aug 21 - Aug 22
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2797)
"Clean, helpful staff and in walking distance to most places we visited."
The price is ₩193,527
₩227,183 total
includes taxes & fees
Aug 24 - Aug 25
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1010)
"Great location and hotel "
The price is ₩200,001
₩234,781 total
includes taxes & fees
Sep 3 - Sep 4
Ivy Boutique Hotel
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, (2058)
"Great stay "
The price is ₩179,326
₩210,511 total
includes taxes & fees
Sep 4 - Sep 5
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3313)
"Great hotel "
The price is ₩286,810
₩377,550 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2668)
"Great and comfortable stay"
The price is ₩221,178
₩259,642 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1943)
"Great stay"
The price is ₩189,350
₩254,970 total
includes taxes & fees
Aug 26 - Aug 27
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Room, 1 King Bed, Corner | Premium bedding, pillowtop beds, in-room safe, desk

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1020)
"Great place to stay"
The price is ₩221,373
₩300,733 total
includes taxes & fees
Aug 24 - Aug 25
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1162)
"Great location, nice room and roomy bathroom and good breakfast."
The price is ₩189,161
₩222,055 total
includes taxes & fees
Aug 24 - Aug 25
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1698)
"We loved the price and location of this hotel. "
The price is ₩151,410
₩187,470 total
includes taxes & fees
Aug 24 - Aug 25
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2317)
"Beautiful hotel , breakfast was amazing "
The price is ₩196,929
₩270,409 total
includes taxes & fees
Sep 2 - Sep 3
Hotel Riu Plaza Chicago
The Blackstone, Autograph Collection
Meeting facility

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Loved it, definitely recommend this hotel "
The price is ₩274,279
₩362,852 total
includes taxes & fees
Sep 1 - Sep 2
The Blackstone, Autograph Collection
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2585)
"Great hotel! "
The price is ₩136,095
₩159,761 total
includes taxes & fees
Sep 2 - Sep 3
Best Western Grant Park 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.

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

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

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

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

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

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

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Staff was awesome at this well located and renovated hotel. The Gold Lounge was a great feature and worth it for coffee, drinks, food, extra space with views. Staff in gold lounge terrific and kind. Good value at this fairmont."
David 4-night trip
Posted 3 hours ago
Fairmont Chicago at Millennium Park

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. 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.