Little Italy Travel Guide

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 ฿4,035 per night from 7 Jul to 8 Jul
฿4,035
per night
7 Jul - 8 Jul
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! (10,140 reviews)
"Great location and historic feel."

Reviewed on 3 Jul 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
The price is ฿5,078 per night from 6 Jul to 7 Jul
฿5,078
per night
6 Jul - 7 Jul
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,836 reviews)
"Incredibly accommodating staff… Thoroughly enjoyed our stay!"

Reviewed on 3 Jul 2026

Omni Chicago Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ฿7,277 per night from 19 Jul to 20 Jul
฿7,277
per night
19 Jul - 20 Jul
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk ...
9.4/10 Exceptional! (4,603 reviews)
"Our first time visiting Chicago and the hotel was hands down the best. Located in downtown Chicago, which made everything pretty much walking distance. The complimentary breakfast (buffet style) was great with many options to choose from. Staff were amazing and were kind enough to accommodate us ..."

Reviewed on 3 Jul 2026

Hotel Riu Plaza Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is ฿6,280 per night from 5 Jul to 6 Jul
฿6,280
per night
5 Jul - 6 Jul
Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...
9/10 Wonderful! (4,483 reviews)
"A lot of it was good, the rooms were very good. The AC was very good and the view from the bedroom. The only things I want to complain about is the expensive stuff and the TV in the bedroom not working/turning on. It costs a lot of money for car parking. The beds were one of the most comfortable ..."

Reviewed on 3 Jul 2026

Hilton Chicago/Magnificent Mile Suites
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
The price is ฿5,616 per night from 5 Jul to 6 Jul
฿5,616
per night
5 Jul - 6 Jul
Stay at this business-friendly hotel in Rosemont. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8.8/10 Excellent! (2,760 reviews)
"The hotel location was next to the blue line station the property was clean and all the staff was nice and helpful"

Reviewed on 3 Jul 2026

Hyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is ฿8,607 per night from 5 Jul to 6 Jul
฿8,607
per night
5 Jul - 6 Jul
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8.4/10 Very good! (2,313 reviews)
"I was greeted by the check in person warmly. I asked for an early check in 1 1/2 hours prior to 3:00 pm check in and was told “no problem”. The room was clean. I slept so well! The mattress and pillows were so comfortable. I ordered food from the restaurant, which was good. A little pricey, but I ..."

Reviewed on 3 Jul 2026

Hilton Chicago O'Hare Airport
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 Michigan Avenue and Navy Pier 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 Oz Park, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.



Little Italy Travel Guide