Old Town Chicago

Chicago
Photo by trenton.badillo

Popular places to visit

Things to do


Top hotels in Old Town Chicago

Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
The price is S$203 per night from 29 May to 30 May
S$203
per night
29 May - 30 May
Book a stay at this family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
7.6/10 Good! (2,576 reviews)
"Nice view. Great location. I just bounced in and out for a concert but I would totally stay here again."

Reviewed on 12 May,2024

Warwick Allerton - Chicago
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$262 per night from 27 May to 28 May
S$262
per night
27 May - 28 May
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 ...
7.6/10 Good! (6,727 reviews)
"A great and easy hotel to stay in for a short trip to Chicago! This location had everything you needed even an oven and microwave to use!"

Reviewed on 13 May,2024

Congress Plaza Hotel
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
The price is S$366 per night from 26 May to 27 May
S$366
per night
26 May - 27 May
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,007 reviews)
"We had a wonderful time in Chicago! This property was located in such a great area and easy walking to all the things we wanted to do...and eat. :)"

Reviewed on 10 May,2024

The Westin Michigan Avenue Chicago
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is S$270 per night from 28 May to 29 May
S$270
per night
28 May - 29 May
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,864 reviews)
"We enjoyed our stay, great area within walking distance of shopping, food and activities. The room was clean and comfortable (standard room). The facility offers valet parking for a fee. The staff was friendly. The only downside was the small shower. Overall, I would recommend this hotel as a budget ..."

Reviewed on 11 May,2024

River Hotel
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3 out of 5
243 E. Ontario, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$301 per night from 27 May to 28 May
S$301
per night
27 May - 28 May
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
8.4/10 Very Good! (2,206 reviews)
"The sheet covering the window is kind of dirty. It would also be better if there were actual blinds covering the windows so I can let sunlight in without exposing the entire window. It would also be helpful to have an airport shuttle to ORD and MDW."

Reviewed on 13 May,2024

Aloft Chicago Mag Mile
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
The price is S$286 per night from 28 May to 29 May
S$286
per night
28 May - 29 May
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,924 reviews)
"So clean and comfortable I want to live there lol."

Reviewed on 13 May,2024

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.

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 Navy Pier and Michigan Avenue are major draws. Catch the metro at Clark-Division Station or Chicago Station (Brown Line) to see more of the city.

Near North Side
Shops at North Bridge featuring street scenes, cbd and a city

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

Navy Pier and Michigan Avenue 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 The 606 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