Little Italy

Chicago

Little Italy
Photo by Marc Jacobs
Photo by Monica Ferro

Popular places to visit

Things to do


Top hotels in Little Italy

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is S$135 per night from 14 Jan to 15 Jan
S$135
14 Jan - 15 Jan
includes taxes & fees
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 ...
8.8/10 Excellent! (3,658 reviews)
Everything was good

Reviewed on 3 Jan, 2026

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is S$246 per night from 15 Jan to 16 Jan
S$246
15 Jan - 16 Jan
includes taxes & fees
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,501 reviews)
Everything was amazing abt my stay

Reviewed on 7 Jan, 2026

Hilton Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is S$247 per night from 15 Jan to 16 Jan
S$247
15 Jan - 16 Jan
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (2,215 reviews)
Room was clean bathroom was dated. Also pubic hair from the last guest on the bathroom floor which was not great after the 1 hour check in process. Not to mention the additional charges added to my bill.

Reviewed on 4 Jan, 2026

Palmer House a Hilton Hotel
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
The price is S$123 per night from 21 Jan to 22 Jan
S$123
21 Jan - 22 Jan
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 ...
8.6/10 Excellent! (2,030 reviews)
The staff was GREAT, room was clean but small.

Reviewed on 3 Jan, 2026

Club Quarters Hotel Wacker at Michigan, Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is S$141 per night from 19 Jan to 20 Jan
S$141
19 Jan - 20 Jan
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service and a fitness centre. Our guests praise the breakfast and the pool in their reviews. Popular ...
8.4/10 Very Good! (5,516 reviews)
Everything’s was pretty nice. My only complaint were the elevators, not putting all four elevators in operation during the day was an inconvenience for people on a tight schedule. We were on the 11th floor and had to take stairs multiple times due to the hotel only operating 2/4 elevators during ...

Reviewed on 4 Jan, 2026

Embassy Suites by Hilton Chicago Downtown River North
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
900 E Grand Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$196 per night from 20 Jan to 21 Jan
S$196
20 Jan - 21 Jan
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in ...
9.2/10 Wonderful! (2,308 reviews)
Great food excellent service! Wonderful view!!!!

Reviewed on 8 Jan, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
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.

Other neighbourhoods around Little Italy

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Near West Side

4.5/5(14 area reviews)

Live music, theatres and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town.

Near West Side
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West Loop

Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.

West Loop
South Loop showing a high-rise building and a city

South Loop

3/5(3 area reviews)

Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.

South Loop
Chicago which includes rides

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).

Theatre District
The Loop - Downtown featuring a river or creek

The Loop

4.5/5(187 area reviews)

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.

The Loop
Downtown Chicago which includes a city

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.

Downtown Chicago


Little Italy