Little Italy Hotels, Chicago

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7 Sept - 8 Sept
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8 Sept - 9 Sept
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12 Sept - 14 Sept
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19 Sept - 21 Sept

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4609 Cheap Hotels in Little Italy - Specials, Reviews, & Last Minute Deals

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, (1000)
"Great stay clean comfortable rooms"
The price is NZ$411
includes taxes & fees
12 Sept - 13 Sept
Courtyard by Marriott Chicago at Medical District/UIC
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3043)
"Great stay!"
The price is NZ$373
includes taxes & fees
1 Oct - 2 Oct
Eurostars Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2017)
"Overall a nice place to stay."
The price is NZ$333
includes taxes & fees
21 Sept - 22 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3821)
"Great place to stay "
The price is NZ$324
includes taxes & fees
14 Sept - 15 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3728)
"Great place to stay "
The price is NZ$379
includes taxes & fees
22 Sept - 23 Sept
citizenM Chicago Downtown
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, (2113)
"Great place to stay!"
The price is NZ$446
includes taxes & fees
14 Sept - 15 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2275)
"Nice place to stay!"
The price is NZ$235
includes taxes & fees
23 Sept - 24 Sept
Freehand Chicago
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2810)
"Close to everything, easy check-in/out and friendly staff!"
The price is NZ$295
includes taxes & fees
14 Sept - 15 Sept
Aloft Chicago Mag Mile
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9075)
"Great value for the location "
The price is NZ$394
includes taxes & fees
13 Sept - 14 Sept
Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2802)
"Great hotel and location"
The price is NZ$320
includes taxes & fees
22 Sept - 23 Sept
Hilton Chicago/Magnificent Mile Suites
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (226)
"Great place "
The price is NZ$254
includes taxes & fees
23 Sept - 24 Sept
FOUND Hotel Chicago River North
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2168)
"Amazing stay and great location…"
The price is NZ$416
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1030)
"It was a great stay"
The price is NZ$286
includes taxes & fees
2 Oct - 3 Oct
Best Western River North Hotel
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1012)
"Staff was very friendly The rooftop pool was really nice. "
The price is NZ$357
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn & Suites Chicago - Downtown by IHG
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2397)
"Enjoyed our stay "
The price is NZ$428
includes taxes & fees
22 Sept - 23 Sept
Hotel Riu Plaza Chicago
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2530)
"Very nice stay "
The price is NZ$405
includes taxes & fees
14 Sept - 15 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1926)
"Nice stay"
The price is NZ$456
includes taxes & fees
25 Sept - 26 Sept
Palmer House a Hilton Hotel
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2086)
"Property was great, very clean and friendly staff. The location is wonderful. Will definitely stay here again. "
The price is NZ$428
includes taxes & fees
12 Sept - 13 Sept
Hyatt Centric The Loop Chicago
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1005)
"Great hotel! "
The price is NZ$321
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express Chicago - Magnificent Mile by IHG
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, (2123)
"We had a great stay!"
The price is NZ$333
includes taxes & fees
2 Oct - 3 Oct
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
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.

Our guide on where to stay in Little Italy

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

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

The Loop - Downtown which includes 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 showing a city and modern architecture

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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. 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 24 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.