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
Hotel Felix River North/Magnificent Mile
Cool and perfect for our short trip to Chicago. Room was a bit small, but worked well to sleep in for two nights. The location on the magnificent mile worked perfect to accessing public transportation and tourist bus tours. Lots of great restaurants around the area and it was easy to walk everywhere ...
Reviewed on 6 May 2026
River Hotel
The manager was mean and not understanding and had horrible customer service. The towels had stains on them. The carpet smelled mildewy. Just definitely did not look like a 4 star hotel.
Reviewed on 7 May 2026
Hotel Riu Plaza Chicago
clean, safe, good breakfast.
Reviewed on 7 May 2026
Congress Plaza Hotel
Hotel has a beautiful lobby but rooms are very outdated. Elevators are specially slow, may take you over 5-7 minutes just to get down to first floor.
Reviewed on 7 May 2026
Club Quarters Hotel, Central Loop, Chicago
Waited 10 minutes for someone to actually appear at front desk upon check in, and when they did arrive, only directed guests to kiosks to check in themselves. No welcome, no review of property or amenities, no ID check. Bed felt like it was 2 decades old at best, springs felt throughout and saggy. ...
Reviewed on 6 May 2026
Hilton Chicago/Magnificent Mile Suites
I rarely leave negative reviews, but this experience was extremely disappointing. I had a reservation at Hilton Chicago/Magnificent Mile Suites, but shortly before my stay, I was diagnosed with COVID-19 and was physically unable to travel or check in. Due to my condition and recovery, I unfortunately ...
Reviewed on 6 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.
