Old Town Chicago

Chicago

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Photo by Marc Jacobs
Photo by Lisa Frackiewicz
Photo by Joy Taylor
Photo by Rita Irvine

Popular places to visit

Things to do


Top hotels in Old Town Chicago

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is S$136 per night from 23 Feb to 24 Feb
S$136
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,476 reviews)
"Mr Bill at the bar was amazing! He was so kind and considerate! Close to all the trains and busses and easily able to walk to most things."

Reviewed on 10 Feb,2025

Congress Plaza Hotel
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 out of 5
225 N Wabash Ave, Chicago, IL
The price is S$196 per night from 17 Feb to 18 Feb
S$196
includes taxes & fees
17 Feb - 18 Feb
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and ...
9.6/10 Exceptional! (1,617 reviews)
"We enjoyed our stay here! Perfect location and well priced!"

Reviewed on 11 Feb,2025

L7 Chicago by LOTTE
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
The price is S$159 per night from 13 Feb to 14 Feb
S$159
includes taxes & fees
13 Feb - 14 Feb
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (2,655 reviews)
"Great time!!"

Reviewed on 8 Feb,2025

citizenM Chicago Downtown
Pendry Chicago
Pendry Chicago
4.5 out of 5
230 North Michigan Avenue, Chicago, IL
The price is S$318 per night from 25 Feb to 26 Feb
S$318
includes taxes & fees
25 Feb - 26 Feb
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
9.2/10 Wonderful! (1,000 reviews)
"I loved my stay at this hotel they offer good services and friendly staff!"

Reviewed on 10 Feb,2025

Pendry Chicago
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
The price is S$276 per night from 28 Feb to 1 Mar
S$276
includes taxes & fees
28 Feb - 1 Mar
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 ...
8.2/10 Very Good! (1,645 reviews)
"I look forward to staying again!"

Reviewed on 3 Feb,2025

Hilton Chicago
Hampton Inn Chicago-O'Hare International Airport
Hampton Inn Chicago-O'Hare International Airport
2.5 out of 5
3939 N Mannheim Rd, Schiller Park, IL
The price is S$145 per night from 23 Feb to 24 Feb
S$145
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,713 reviews)
"Clean and conveniently located to the airport. Breakfast had many hot and cold options."

Reviewed on 10 Feb,2025

Hampton Inn Chicago-O'Hare International 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.

Other neighbourhoods around Old Town Chicago

Chicago featuring a city and modern architecture

Lincoln Park

5/5(5 area reviews)

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.

Lincoln Park
Magnificent Mile - River North which includes street scenes, signage and night scenes

Near North Side

4.5/5(248 area reviews)

Known for its fascinating museums, panoramic lake views and popular shops, there's plenty to explore in Near North Side. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at Clark-Division Station or Chicago Station (Brown Line) to see more of the city.

Near North Side
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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.

River North
Magnificent Mile - River North

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.

Magnificent Mile
Navy Pier which includes wild flowers and general coastal views as well as a couple

Streeterville

Michigan Avenue and Navy Pier are just a few worthwhile attractions to visit in Streeterville. Travellers also love the fascinating museums, panoramic lake views and popular shops.

Streeterville
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West Town

4.5/5(3 area reviews)

Noted for its live music and theatres, there's plenty to explore in West Town. Top attractions like The Salt Shed and Humboldt Park are major draws, and you can hop on the metro at Division Station or Damen Station to see more of the city.

West Town

Old Town Chicago