Old Town Chicago, IL
Chicago
Visit Old Town Chicago
Popular places to visit
Wrigley Field
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.
Michigan Avenue
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.
McCormick Place
During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed theater scene and notable monuments in this vibrant area.
Navy Pier
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 acclaimed art scene.
Soldier Field
Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.
Millennium Park
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
Old Town Chicago Hotel Deals
Congress Plaza Hotel
fantastic place to stay
Reviewed on 2 February 2026
Embassy Suites by Hilton Chicago Downtown River North
Great Staff Clean Hotel! The heated pool was NOT heated but overall my stay was GREAT
Reviewed on 2 February 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Close to everything!! The staff were super friendly. I would book again when in Chicago.
Reviewed on 2 February 2026
Hilton Chicago
Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field.
Reviewed on 1 February 2026
Hotel Riu Plaza Chicago
Clean and nice room, fantastic breakfast. Nice iced vanilla latte from the 1st level bar area. About the only bad thing i can say was it would have been nice to know that after going in the room I had to insert my room key in the wall to have lights and power.
Reviewed on 2 February 2026
Hilton Chicago O'Hare Airport
Restuarant crews were fantastic; hotel location, unbeatable if overnight and early morning flight from ORd as in airport. Rooms smallish, dated but functional. $25 early check in petty, cheapened experience and bothered me.
Reviewed on 31 January 2026
Other neighborhoods around Old Town Chicago
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.
Near North Side
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.
Lincoln Park
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.
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.
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.
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.
Old Town Chicago, IL
- Henry Gerber House
- Wrigley Field
- Michigan Avenue
- Navy Pier
- Soldier Field
- Millennium Park
- Chicago Riverwalk
- Lake Michigan
- Grant Park
- United Center
- University of Chicago
- Northwestern University
- Art Institute of Chicago
- Donald E. Stephens Convention Center
- Chicago Theatre
- State Street
- Allstate Arena
- Loyola University Chicago
- Field Museum of Natural History
- Cloud Gate
- Merchandise Mart
- Rosemont Theatre
- 875 North Michigan Avenue
- Northwestern Memorial Hospital
