Old Town Chicago Travel Guide
Tourist Guide
Visit Old Town Chicago
Popular places to visit
Wrigley Field
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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.
Navy Pier
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Millennium Park
See mind-bending sculptures, a musically-inspired lawn and giant water fountains that double-up as video screens.
Activities
Skydeck - Willis Tower Admission
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
Chicago: Navy Pier Centennial Wheel Ticket
Our pick of the best Old Town Chicago Hotel Deals
Congress Plaza Hotel
Overall we enjoy this hotel, some fixtures in the bathroom were missing. But on an important note, we were woken up by the front desk and by security at 3 AM regarding a noise and an assault above our room.
Reviewed on 24 Feb 2026
Hotel Riu Plaza Chicago
St Add very friendly, clean and great breakfast
Reviewed on 25 Feb 2026
Embassy Suites by Hilton Chicago Downtown River North
Stated 3 nights. Room clean and spacious. Breakfast was great. Elevators run a bit slow.
Reviewed on 25 Feb 2026
Hilton Chicago/Magnificent Mile Suites
Great staff. Great location. (Would like balcony rooms)
Reviewed on 25 Feb 2026
Eurostars Magnificent Mile
Having my valet service was very helpful for me and my family kinda pricey but worth it
Reviewed on 24 Feb 2026
Hilton Chicago
Staff was great and room was clean
Reviewed on 24 Feb 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.
