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Our top choices for Little Italy hotels

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, (1004)
"We stayed here for 3 Nights and overall we have a good experience. Staff was really friendly and helpful. Room was clean and beds were really comfy. "
Canada
Mohammad Atif
The price is ฿3,232
฿3,794 total
includes taxes & fees
11 Jan - 12 Jan
Courtyard by Marriott Chicago at Medical District/UIC

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very good, (2689)
"Quite area in a good location to walk to different locations."
United States
John steve
The price is ฿1,708
฿2,556 total
includes taxes & fees
1 Feb - 2 Feb
Freehand Chicago

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, (1512)
"Very nice and quiet, excellent location"
United States
Anthony
The price is ฿1,900
฿3,150 total
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 3.6 km from Little Italy
8.6 out of 10, Excellent, (1975)
"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is ฿2,471
฿3,636 total
includes taxes & fees
3 Feb - 4 Feb
The Godfrey Hotel Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3032)
"Great place to stay"
United States
Elisha
The price is ฿2,599
฿3,051 total
includes taxes & fees
11 Jan - 12 Jan
Aloft Chicago Mag Mile

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very good, (1579)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is ฿3,163
฿3,713 total
includes taxes & fees
11 Jan - 12 Jan
The Wade

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (4900)
"Would stay there again"
United States
Zach
The price is ฿2,555
฿3,000 total
includes taxes & fees
19 Jan - 20 Jan
River Hotel

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, (3116)
"Second time to stay here, everything is great!"
United States
Wei
The price is ฿3,121
฿4,546 total
includes taxes & fees
7 Jan - 8 Jan
Hotel Riu Plaza Chicago

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, (2227)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is ฿2,671
฿3,135 total
includes taxes & fees
12 Jan - 13 Jan
DoubleTree by Hilton Chicago - Magnificent Mile

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, (3671)
"Great hotel!"
United States
William
The price is ฿2,799
฿3,286 total
includes taxes & fees
12 Jan - 13 Jan
Hilton Chicago/Magnificent Mile Suites

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
River North, 3.5 km from Little Italy
9.2 out of 10, Wonderful, (2371)
"The staff was anmazing and the location within the city was great."
United States
Othon
The price is ฿2,643
฿4,112 total
includes taxes & fees
29 Jan - 30 Jan
The Royal Sonesta Chicago River North

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 3.3 km from Little Italy
9.4 out of 10, Exceptional, (4164)
"Stay was great and in a great location!! "
United States
Ashley
The price is ฿3,189
฿3,743 total
includes taxes & fees
10 Jan - 11 Jan
citizenM Chicago Downtown

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 3.7 km from Little Italy
9.0 out of 10, Wonderful, (3191)
"Clean, nicely priced, nice staff, and perfectly located to food and nightlife "
United States
Calvin
The price is ฿2,951
฿3,464 total
includes taxes & fees
4 Feb - 5 Feb
Eurostars 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, (2812)
"Great hotel staff and location. "
United States
Jacqueline
The price is ฿2,728
฿4,122 total
includes taxes & fees
25 Jan - 26 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (3234)
"Excellent location and the hotel is amazing I will definitely recommend "
United States
Diana Sofia Cruz
The price is ฿3,053
฿4,593 total
includes taxes & fees
24 Jan - 25 Jan
The Royal Sonesta Chicago Downtown

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 4 km from Little Italy
8.4 out of 10, Very good, (3028)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is ฿1,863
฿3,106 total
includes taxes & fees
12 Jan - 13 Jan
Warwick Allerton - 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, (2042)
"Great stay"
United States
Kramer
The price is ฿2,555
฿3,000 total
includes taxes & fees
19 Jan - 20 Jan
Club Quarters Hotel Wacker at Michigan, Chicago

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Theatre District, 3.2 km from Little Italy
9.2 out of 10, Wonderful, (1413)
"Staff was wonderful."
United States
Jamie
The price is ฿2,816
฿4,194 total
includes taxes & fees
8 Jan - 9 Jan
Sports Illustrated Resorts Chicago

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, (2321)
"Great stay!"
United States
Angela
The price is ฿3,168
฿4,785 total
includes taxes & fees
20 Jan - 21 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 4 km from Little Italy
9.0 out of 10, Wonderful, (1068)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is ฿3,069
฿4,522 total
includes taxes & fees
25 Jan - 26 Jan
Hyatt Centric Chicago Magnificent Mile
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 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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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.

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

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.