The Gap Travel Guide
Chicago
Popular places to visit
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.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Ticket
Volo Auto Museum: Admission Ticket
Top hotels in The Gap
Hilton Chicago/Magnificent Mile Suites
Excellent check in check out. Staff is amazing. We had a small suite. It was perfect. Clean. Location is perfect
Reviewed on 23 Dec 2025
Palmer House a Hilton Hotel
The lobby is a beautiful place to sit at Christmas time
Reviewed on 27 Dec 2025
Hilton Chicago
Staff very friendly
Reviewed on 22 Dec 2025
Club Quarters Hotel Wacker at Michigan, Chicago
Clean room, friendly staff, modern finishes in beautifully restored vintage building in great Loop location next to Chicago River
Reviewed on 22 Dec 2025
Warwick Allerton - Chicago
The service is always great, the hotel is in a good area for shopping. I always stay in this hotel while in Chicago because of how reliable, clean, and comfy the rooms are. We have stayed in all size rooms and they are all worth it.
Reviewed on 25 Dec 2025
Embassy Suites by Hilton Chicago Downtown River North
I prefer Embassy Suite over any hotel. ES does not fail in quality, comfort, cleanliness. We enjoyed Chicago very much. Embassy Suite was in walking distance. Staff were very friendly.
Reviewed on 24 Dec 2025
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.
