Old Town Chicago
Chicago
Visit Old Town Chicago
Popular places to visit
Magnificent Mile
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Wrigley Field
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Things to do
Wendella's 90-min Chicago River Architecture Tour
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Chicago Crime and Mob Bus Tour
Top hotels in Old Town Chicago
Congress Plaza Hotel
This is an incredible location, for the price. But though they are trying to update rooms with newer furniture and coats of paint, it doesn’t really hide the aging components in rooms or otherwise … doors, molding, windows, hallways, showers, bathroom floors. They also do not have a garage or valet, ...
Reviewed on 3 Apr, 2026
Hilton Chicago/Magnificent Mile Suites
No free WiFi. $70 for overnight parking. They do have a breakfast restaurant on the lobby floor
Reviewed on 3 Apr, 2026
Embassy Suites by Hilton Chicago Downtown River North
Not clean, worn off properly
Reviewed on 3 Apr, 2026
Hotel Riu Plaza Chicago
The breakfast was very good. They had a great selection of food
Reviewed on 3 Apr, 2026
Hilton Chicago O'Hare Airport
Convenience
Reviewed on 3 Apr, 2026
The Wade
Room was nice and staff was great
Reviewed on 2 Apr, 2026
Other neighbourhoods around Old Town Chicago
Gold Coast
The ample dining options and fantastic 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
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.
Lincoln Park
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.
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.
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.
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.
