Little Italy

Chicago

A city skyline with illuminated skyscrapers and a vibrant fountain display.
A city skyline with a prominent red building, a large fountain with water jets, and a green sculpture in the foreground.
A bronze statue of a baseball player in a batting pose, with a plaque reading "Joseph Paul DiMaggio The Yankee Clipper".
A cityscape with a prominent skyscraper, a circular building, and a large rectangular building.
A traditional Japanese building by a calm pond with rocks and lush greenery.

Stay near popular Little Italy attractions

Things to do


Top hotels in Little Italy

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is €135 per night from 2 Nov to 3 Nov
€135
2 Nov - 3 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very good! (10,228 reviews)
"i feel like pictures make it look nicer than what it really is. staff is unhelpful, doesn't answer the phone. book the wrong people under your name when other people are checking in, bed was really uncomfortable."

Reviewed on 8 Oct 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is €176 per night from 3 Nov to 4 Nov
€176
3 Nov - 4 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (5,500 reviews)
"Property was a little outdated however the river view and the location cannot be beat. We got to see the bridges go up to let sailboats in from our window. The only thing that ruins the view is the huge Fascist Dictator tower right in front of this building. Other than that, location was excellent ..."

Reviewed on 8 Oct 2026

River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
The price is €151 per night from 2 Nov to 3 Nov
€151
2 Nov - 3 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and valet parking (surcharge). Our guests praise the helpful staff ...
8/10 Very good! (2,437 reviews)
"Where do I start: It all started on entry, I’m 71 years old and there was no one to help me with my heavy bags up the entry stairs, no doorman, someone sitting there offering valet parking. I thank the kind gentleman who was a guest at the hotel for his assistance with my bags when he saw me struggling. ..."

Reviewed on 8 Oct 2026

The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is €144 per night from 1 Nov to 2 Nov
€144
1 Nov - 2 Nov
includes taxes & fees
Stay at this boutique hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in their ...
The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is €202 per night from 30 Oct to 31 Oct
€202
30 Oct - 31 Oct
includes taxes & fees
Stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a health club. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,391 reviews)
"Check in time was supposed to be at 3 PM, but our room wasn’t ready until four, they told us they would text me when the room was ready, no text was made available, I finally walked back over to the Front Desk to ask what was going on, they said the room was already ready, but they had forgotten ..."

Reviewed on 8 Oct 2026

Hilton Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
The price is €153 per night from 1 Nov to 2 Nov
€153
1 Nov - 2 Nov
includes taxes & fees
Stay at this spa hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and a fitness centre. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (3,948 reviews)
"Not as updated as this pictures look. Quiet which was a plus but the windows were super dirty, the air wasn’t the best which is not as big of a deal in the winter I guess. No microwaved"

Reviewed on 7 Oct 2026

Eurostars 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

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

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.

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.



Little Italy

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