Old Town Chicago Travel Guide
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 theatre scene in this vibrant area.
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
With a visit to Navy Pier, a favourite shopping spot in Chicago, you can search for that perfect souvenir. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
McCormick Place
During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed theatre scene and 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.
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.
Top hotels in Old Town Chicago
Hilton Chicago
THe staff was very efficient and professional and the breakfast was great.
Reviewed on 13 Jan 2026
Hilton Chicago/Magnificent Mile Suites
It was a minus 6 outside temperature did not really run the ac
Reviewed on 12 Jan 2026
Palmer House a Hilton Hotel
Clean, attractive classic looking room and bathroom.
Reviewed on 13 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
The room was clean. The staff was friendly. The breakfast was not great, but not bad.
Reviewed on 14 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Clean rooms, great view, good indoor walking path to stores.
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.
