Old Town Chicago Travel Guide
Chicago
Visit Old Town Chicago
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
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 ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Things to do
Skydeck - Willis Tower Admission
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Ticket
Top hotels in Old Town Chicago
Congress Plaza Hotel
The room was clean and well maintained. A little dated but that’s ok. Staff were friendly and helpful, though finding the concierge to store luggage was a bit confusing due to lack of direction on where to go. The location of the hotel is convenient, especially for my purpose in the city, however ...
Reviewed on 24 Mar 2026
Hotel Riu Plaza Chicago
Breakfast was so good!! Very friendly staff !!! Clean !!
Reviewed on 24 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
This was our first booked trip as a family of 4 and our stay was excellent. Highlight of the stay was the breakfast. We wanted to get to the pool, but it got shut down early Friday night due to an accident. Hotel is in a great spot for walking around and accessing the majority of downtown Chicago. ...
Reviewed on 24 Mar 2026
Hilton Chicago/Magnificent Mile Suites
Loved it
Reviewed on 24 Mar 2026
Hilton Chicago O'Hare Airport
N/A
Reviewed on 24 Mar 2026
Aloft Chicago Mag Mile
Bathroom was dirty, there was dry pee in the toilet
Reviewed on 24 Mar 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.
