The Gap Travel Guide
Chicago
Popular places to visit
Wrigley Field
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
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
With a visit to Navy Pier, a favourite shopping spot in Chicago, you can search for that perfect souvenir. Amble around this vibrant area's lakeside or experience its fascinating museums.
McCormick Place
During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.
Soldier Field
Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.
Millennium Park
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Top hotels in The Gap
Congress Plaza Hotel
The room had an odor and eventhoufh it’s a landmark building with some renovations, there were not enough outlets, no coffee pot just sat on table nowhere near an outlet to plug up and make coffee. Complimentary water should be available not just $5 bottle in room. The hallways need air freshener. ...
Reviewed on 14 May 2026
River Hotel
Hotel is a beautiful, smaller boutique property.
Reviewed on 14 May 2026
Hotel Riu Plaza Chicago
This was my first time staying in a Riu Hotel and I was incredibly impressed. It was super clean, the staff was really helpful, and the breakfast was awesome. Five stars!!
Reviewed on 14 May 2026
Hotel Felix River North/Magnificent Mile
All was good
Reviewed on 12 May 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
Everything was amazing
Reviewed on 12 May 2026
Freehand Chicago
The hotel is good, great location, great price, great staff, and very clean. The rooms are quite small but the main issue I had was the noise. The walls are so thin you can hear everything going on in the hallways, in adjacent rooms and the floor above and below. If a good night sleep is your priority, ...
Reviewed on 14 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.
