Old Town Chicago Travel Guide
Tourist Guide
Visit Old Town Chicago
Popular places to visit
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
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.
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.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Activities
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Crime and Mob Bus Tour
Skydeck - Willis Tower Admission
Chicago: City Minibus Tour with Optional Architecture Cruise
Our pick of the best Old Town Chicago Hotel Deals
Congress Plaza Hotel
Really interesting place, great price for the location too. Staff was very friendly.
Reviewed on 19 Jan 2026
Hilton Chicago
Great staff, good location .
Reviewed on 14 Jan 2026
Embassy Suites by Hilton Chicago Downtown River North
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Reviewed on 16 Jan 2026
The Royal Sonesta Chicago Downtown
I had a great stay here for my birthday weekend. The room was nice and clean. I had the perfect view. I will be returning!
Reviewed on 13 Jan 2026
River Hotel
always upgrade us to river view!
Reviewed on 18 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
We got there a little early and usually we can check in, but this time they told us it would be a $75 charge or come back at 3 pm. room was clean except on 1/13/2025 when we turned on the water it was brown and cold. Called down to the front desk and they said they would call us back. nobody called ...
Reviewed on 14 Jan 2026
Check Old Town Chicago hotel availability
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.
