The Gap Travel Guide
Chicago
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.
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.
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 waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Top hotels in The Gap
Congress Plaza Hotel
Front desk staffs not very welcoming, no one greeted us or smiled at check in. Front hotel lobby smelled highly strong of smoke and weed. No basic amenities such as lotion. Our room door looked like a previous guest had a fight and kicked the door out (made us feel not safe). Hot water was NOT HOT ...
Reviewed on 9 Mar 2026
Hotel Riu Plaza Chicago
Great hotel. Close to Michigan ave. Breakfast was great.
Reviewed on 9 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
Great location , great staff and amenities. Would return again.
Reviewed on 8 Mar 2026
Hilton Chicago/Magnificent Mile Suites
Room was clean, but the room was also very hot. Microwave did not work at first. They sent somebody up to fix it, but I still had to sleep in a hot room because the air was not working. I went down to ask the lady at the front desk for a microwave because my work was not working and she rushed me ...
Reviewed on 9 Mar 2026
Eurostars Magnificent Mile
The room was clean but showed ware. Immediately we noticed the wallpaper coming off the wall as we surveyed the room. The room seemed more like a 3 star hotel than a 4 star. It was fine for a night but we would not have been happy if we had to stay there for an extended stay. The staff was very nice ...
Reviewed on 8 Mar 2026
Hilton Chicago
Perfect location, close to everywhere I wanted to go.
Reviewed on 8 Mar 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.
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.
Downtown Chicago
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
