The Gap Travel Guide
Tourist Guide
Popular places to visit
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.
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.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
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.
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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Activities
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour
Our pick of the best The Gap Hotel Deals
Congress Plaza Hotel
"Great location. Walkable to all the downtown attractions. Historical hotel with updated rooms. Highly recommend."
Reviewed on 23 May 2026
Hotel Riu Plaza Chicago
"Could not have asked for a better hotel! Close to everything, excellent staff, beautiful property"
Reviewed on 24 May 2026
The Chicago Hotel Collection - Magnificent Mile
"Excellent location within walking distance of bars , restaurants and transit. Clean and spacious rooms."
Reviewed on 24 May 2026
Hotel Felix River North/Magnificent Mile
"The bed was comfortable the room was small but very clean the staff was friendly"
Reviewed on 24 May 2026
River Hotel
"The hotel had an excellent location"
Reviewed on 24 May 2026
Freehand Chicago
"Within walking distance to a lot of the popular/touristy spots in Chicago which is one of the reasons I liked it. Also right next to a great breakfast/brunch spot the Goddess and the Baker, food was delicious."
Reviewed on 24 May 2026
Other neighbourhoods around The Gap
Near South Side
Travellers choose Near South Side for its ample dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
South Loop
Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.
Hyde Park
Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Robie House.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.
Near West Side
Live music, theatres and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town.
