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
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Crime and Mob Bus Tour
Chicago: City Minibus Tour with Optional Architecture Cruise
Our pick of the best Old Town Chicago Hotel Deals
Hilton Chicago
Yes great Hotel everything was perfect
Reviewed on 12 Jan 2026
Hilton Chicago/Magnificent Mile Suites
Yes
Reviewed on 11 Jan 2026
Palmer House a Hilton Hotel
Room was very clean and staff was great
Reviewed on 6 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Super fast and easy check in / out experience, amazing location and very affordable
Reviewed on 11 Jan 2026
Embassy Suites by Hilton Chicago Downtown River North
Everything we experienced at this location was perfect!! Thank you for a great place to stay for the weekend!
Reviewed on 11 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
The room was perfect will definitely book another stay here
Reviewed on 12 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.
