Little Italy Travel Guide

Tourist Guide

Little Italy
Tri Taylor
Little Italy

Popular places to visit

Activities


Our pick of the best Little Italy Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is NZ$229 per night from 26 Apr to 27 Apr
NZ$229
26 Apr - 27 Apr
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! (10,169 reviews)
The room shown in the picture is not the one they put me on

Reviewed on 21 Apr 2026

Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is NZ$252 per night from 28 Apr to 29 Apr
NZ$252
28 Apr - 29 Apr
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! (5,115 reviews)
Clean room

Reviewed on 23 Apr 2026

River Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$223 per night from 29 Apr to 30 Apr
NZ$223
29 Apr - 30 Apr
includes taxes & fees
Stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club and valet parking (surcharge). Our guests praise the helpful staff ...
8.2/10 Very Good! (2,629 reviews)
The hotel was in great location downtown. The rooms and bedding was also clean and nice. We had to request a room change because the toilet and sink were not working correctly. In the new room, the bathroom sink continued to not drain. It was definitely annoying and disgusting. I probably won’t be ...

Reviewed on 22 Apr 2026

Hotel Felix River North/Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
The price is NZ$237 per night from 26 Apr to 27 Apr
NZ$237
26 Apr - 27 Apr
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the restaurant and the helpful staff ...
8.8/10 Excellent! (3,446 reviews)
Always a great stay!

Reviewed on 23 Apr 2026

Club Quarters Hotel, Central Loop, 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 NZ$313 per night from 10 May to 11 May
NZ$313
10 May - 11 May
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 ...
9/10 Wonderful! (4,177 reviews)
The valet guys were top tier!! Staff was nice, we had a small issue in our room and someone was there to resolve it very quickly!

Reviewed on 23 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is NZ$344 per night from 10 May to 11 May
NZ$344
10 May - 11 May
includes taxes & fees
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! (3,935 reviews)
Wonderful location for visiting downtown. Great breakfast. Staff was friendly and helpful.

Reviewed on 23 Apr 2026

Hotel Riu Plaza Chicago
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

Near West Side

Near West Side

4.5/5(5 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
Blue Hour evening cityscape in West Loop neighborhood. Long exposure, nightscape architecture. Main street in Chicago, streets in Illinois.

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

South Loop

4/5(1 area review)

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
Theatre District

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

The Loop

4.5/5(93 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

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.

Downtown Chicago


Little Italy Travel Guide

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