Page 2 - Best Activities in Chicago Loop

Local Recommendations from our My Guide Chicago team

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Best Seller

Chicago: Explorer Pass with Choice of 2-7 Attractions

337 Reviews

Chicago: Explorer Pass with Choice of 2-7 Attractions

Save up to 50%* on admission to 2, 3, 4, 5, 6, or 7 Chicago attraction including 360 Chicago, Architecture River Cruise, Skydeck Chicago, and much more.

$84.00

From

Chicago: American Writers Museum Flexible Date Entry Ticket

96 Reviews

Chicago: American Writers Museum Flexible Date Entry Ticket

Explore over 400 years of American writing of all genres with this entry ticket to the American Writers Museum. Benefit from a flexible entry date and see the interactive Nation of Writers Gallery.

$0.00

From

The Best of Chicago in 2H Walking Tour

1 Reviews

The Best of Chicago in 2H Walking Tour

Explore the best of Chicago's downtown in a 2 hours walking tour with a fun local guide, this area is famous for its bold architecture, museums and landmarks such as the Cloud Gate and the Riverwalk.

$40.00

From

New York: The Evolution of Broadway Self-Guided Audio Tour

Take a look and listen to scenes from NYC's theater district and its long history of costume changes on this audio tour. Experience the magic of GPS-playback on this immersive stroll through NYC.

$19.99

From

Chicago: Lake Michigan Skyline Cruise

645 Reviews

Chicago: Lake Michigan Skyline Cruise

See the sights of Chicago from Lake Michigan on this sightseeing lake cruise. Admire stunning views of the Chicago skyline and see many of the city’s iconic landmarks.

$37.57

From

Chicago: Luxury Private Flying Dress Photoshoot 2 Locations

1 Reviews

Chicago: Luxury Private Flying Dress Photoshoot 2 Locations

Make your time in Chicago into a piece of art with this private photoshoot that includes the rental of a stunning flying dress. Share your glamorous moment with ease with 25 digital photos.

$315.00

~~From $350.00~~

Self-guided audio guide Essentials in Chicago

Discover the best of Chicago on a guided tour of the city's top attractions. Admire the city's iconic skyline and visit the best spots with our audio guide

$4.29

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Chicago: Architecture River Cruise & Hop-on Hop-off Bus Tour

5 Reviews

Chicago: Architecture River Cruise & Hop-on Hop-off Bus Tour

Experience the best of Chicago's history and culture with a combination of a live-guided 75-minute architecture river cruise and a 2-day hop-on hop-off sightseeing tour by open-top bus.

$95.00

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Best Seller

Chicago: 45-Minute Family-Friendly Architecture River Cruise

1150 Reviews

Chicago: 45-Minute Family-Friendly Architecture River Cruise

Cruise down the Chicago River and see the city’s most spectacular landmarks on a boat cruise with live, family-friendly commentary and a full-service bar on board.

$28.00

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Chicago: 75-Minute Architecture Cruise by Speedboat

361 Reviews

Chicago: 75-Minute Architecture Cruise by Speedboat

Enjoy Chicago's iconic skyline with an exciting speedboat tour departing from Navy Pier. View Chicago's unique architecture and famous landmarks from the water as you listen to the live narration.

$59.44

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Chicago: 1.5-Hour Lake and River Architecture Cruise

1380 Reviews

Chicago: 1.5-Hour Lake and River Architecture Cruise

Skip the ticket line for Chicago’s only architecture cruise on both Lake Michigan and the Chicago River. Learn about Chicago's internationally-known architecture from expert local guides as you discover the city from riverfront to shoreline.

$44.00

From

Chicago: City Minibus Tour with Optional Architecture Cruise

109 Reviews

Chicago: City Minibus Tour with Optional Architecture Cruise

Discover downtown Chicago, as well as some nearby neighborhoods on a minibus tour. Choose to add an architectural cruise of Chicago for the best way to see Chicago from both land and water.

$47.95

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