Old Town Chicago, IL

Chicago

Photo by trenton.badillo
Photo by trenton.badillo
Photo by Marc Jacobs
Photo by Marc Jacobs
Photo by Lisa Frackiewicz
Photo by Lisa Frackiewicz
Photo by Joy Taylor
Photo by Joy Taylor
Photo by Rita Irvine
Photo by Rita Irvine

Popular places to visit

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

Wrigley Field
Six Flags Great America featuring rides

Six Flags Great America

4.5/5(347 reviews)

Enjoy the excitement at Six Flags Great America and see why people love this theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.

Six Flags Great America
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
McCormick Place showing a high rise building and a city

McCormick Place

4.5/5(1,805 reviews)

During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the fascinating museums and notable monuments in this vibrant area.

McCormick Place
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its fascinating museums.

Navy Pier
Soldier Field featuring a skyscraper, modern architecture and a city

Soldier Field

4.5/5(1,256 reviews)

Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.

Soldier Field

Old Town Chicago Hotel Deals

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 SAR 537 per night from May 13 to May 14
SAR 537
SAR 630 total
includes taxes & fees
13 May - 14 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! (8,752 reviews)
"We had a 2 double beds room with lake view. The room was huge and the views were wonderful. The location is excellent -right on Michigan Avenue and near Grant and Millennium parks and public transportation."

Reviewed on 6 May 2025

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is SAR 634 per night from May 26 to May 27
SAR 634
SAR 745 total
includes taxes & fees
26 May - 27 May
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,191 reviews)
"I enjoyed my stay at this hotel. The room was clean and the bed comfortable. The hotel restaurant is a definite plus as well."

Reviewed on 6 May 2025

Hilton Chicago/Magnificent Mile Suites
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 SAR 652 per night from May 26 to May 27
SAR 652
SAR 766 total
includes taxes & fees
26 May - 27 May
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (4,006 reviews)
"The breakfast buffet was awesome loved how everything was so close to the hotel.Pool was nice and clean.And the view was epic!"

Reviewed on 5 May 2025

Embassy Suites by Hilton Chicago Downtown River North
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
The price is SAR 615 per night from May 26 to May 27
SAR 615
SAR 835 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! (1,010 reviews)
Great Stay at the Westin
"We had a great stay at the Westin Michigan Avenue in Chicago. The staff were very friendly, helpful, and professional. The room was excellent, the hotel restaurant and bar were great, and the valet/bell staff were friendly and helpful."

Reviewed on 6 May 2025

The Westin Michigan Avenue Chicago
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is SAR 532 per night from May 22 to May 23
SAR 532
SAR 625 total
includes taxes & fees
22 May - 23 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! (4,120 reviews)
"Staff was very kind! Hotel was so nice. For the price, you get great quality. Only issue was the distance to the self-parking but not bad."

Reviewed on 7 May 2025

River Hotel
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
The price is SAR 673 per night from May 26 to May 27
SAR 673
SAR 791 total
includes taxes & fees
26 May - 27 May
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,564 reviews)
"Great stay close to brown line and easy to get around."

Reviewed on 6 May 2025

Holiday Inn Chicago Dwtn - The Mart by IHG
See all 4,325 properties in Old Town 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 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
Gold Coast featuring street scenes as well as a couple

Gold Coast

The abundant dining options and lake views are top of the list for many visitors to Gold Coast. A stop by Michigan Avenue or Lake Michigan might round out your trip.

Gold Coast
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

Old Town Chicago, IL

Choose two or more items and save on your trip: