The Gap Travel Guide
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
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
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
Chicago River: 1.5-Hour Guided Architecture Cruise
Chicago Crime and Mob Bus Tour
Top hotels in The Gap
Congress Plaza Hotel
The hotel was a beautiful historic property but many parts of it were run down. The room was nice and clean, but we saw several dead bugs and mouse traps throughout the hotel. It was also unfortunate that there was only one microwave for the entire huge hotel. The hotel staff weren't rude, but they ...
Reviewed on 18 Feb 2026
Hotel Riu Plaza Chicago
Staff was pleasant, breakfast was good and was sooo covenient to not have to worry about. My room was very tidy, the location was great, i walked to all of the places i wanted to go, in under 15mins. I am looking forwards to seeing chicago in the summer months and i would stay here again.
Reviewed on 18 Feb 2026
Hilton Chicago
Beautiful place
Reviewed on 18 Feb 2026
Embassy Suites by Hilton Chicago Downtown River North
Alma was so courteous and warm! She and the young man who takes care of storing the luggage have Superb customer service. They are the reason I would return to this hotel.
Reviewed on 18 Feb 2026
Hilton Chicago O'Hare Airport
Rooms are dated . Very dated not worth the charge
Reviewed on 17 Feb 2026
Hilton Chicago/Magnificent Mile Suites
The room was very nice and spacious! I traveled with my family, so it was 4 of us in which it was perfect, nice views as well! Great front desk.
Reviewed on 18 Feb 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.
