Old Town Chicago, IL

Chicago

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Popular places to visit


Old Town Chicago Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is AED 438 per night from May 26 to May 27
AED 438
AED 514 total
includes taxes & fees
26 May - 27 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 ...
7.8/10 Good! (8,861 reviews)
"I chose the Congress because I wanted a hotel close to the Art Institute, and the Congress is only a couple of blocks away from the Institute. The Congress is an old hotel, and though it has a beautiful lobby, the rest of the hotel is showing its age. My room was clean and adequate, but the bathroom ..."

Reviewed on 18 May 2025

Congress Plaza Hotel
Ambassador Hotel Chicago
Ambassador Hotel Chicago
4 out of 5
1301 N State Pkwy, Chicago, IL
The price is AED 122 per night from May 21 to May 22
AED 122
AED 678 total
includes taxes & fees
21 May - 22 May
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,023 reviews)
"Beautiful hotel in a nice neighborhood of Chicago"

Reviewed on 15 May 2025

Ambassador Hotel Chicago
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
The price is AED 397 per night from May 26 to May 27
AED 397
AED 557 total
includes taxes & fees
26 May - 27 May
Stay at this 4-star family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
8/10 Very Good! (2,874 reviews)
"A beautiful old hotel. Very well maintaned and staff very polite."

Reviewed on 16 May 2025

Warwick Allerton - Chicago
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is AED 514 per night from May 26 to May 27
AED 514
AED 604 total
includes taxes & fees
26 May - 27 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! (4,170 reviews)
"I love it"

Reviewed on 17 May 2025

River 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 AED 632 per night from May 26 to May 27
AED 632
AED 852 total
includes taxes & fees
26 May - 27 May
Stay at this 4.5-star luxury 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! (1,022 reviews)
"Beautiful hotel! Great area, great staff! Having a Starbucks in the hotel is extremely convenient. Parking was easy and the garage is close. I enjoyed my stay."

Reviewed on 13 May 2025

The Westin Michigan Avenue Chicago
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
4.5 out of 5
200 North Columbus Drive, Chicago, IL
The price is AED 757 per night from May 26 to May 27
AED 757
AED 996 total
includes taxes & fees
26 May - 27 May
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,750 reviews)
"Nice hotel, rooms very clean. Elizabeth at the front desk was very nice & helpful. Parking is tricky & the hotel has a goofy “urban experience fee”"

Reviewed on 18 May 2025

Fairmont Chicago at Millennium Park
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 neighborhoods around Old Town Chicago

Chicago which includes modern architecture and a city

Lincoln Park

4.5/5(320 area reviews)

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Lincoln Park
Magnificent Mile - River North showing night scenes, a city and signage

Near North Side

4.5/5(12,034 area reviews)

Michigan Avenue and Navy Pier are a few top attractions in Near North Side. Hop around the city on the metro at Clark-Division Station or Chicago Station (Brown Line) and check out the area's fascinating museums, panoramic lake views, and popular shops.

Near North Side
River North showing railway items, street scenes and a city

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

River North
Magnificent Mile - River North

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

Magnificent Mile
Navy Pier featuring general coastal views and wildflowers as well as a couple

Streeterville

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

Streeterville
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West Town

4.5/5(107 area reviews)

Noted for its live music and theaters, there's plenty to explore in West Town. Top attractions like The Salt Shed and Milwaukee Avenue 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, IL

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