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Most Instagrammable Places in Chicago

Lakefront runs, deep-dish lunches, river architecture cruises at golden hour. The most photogenic spots in Chicago and the photo tours, viewpoints and experiences that get you there at the right light.

Chicago travel guide →3-day plan →Weekend in Chicago →

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Top experiences in Chicago

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Skyline Queen showcasing the Chicago Skyline!
1h 30m

Chicago Sightseeing River and Lake Cruise

Our popular 90-minute daytime river and lake sightseeing tour delights family members of all ages with incredible views of Chicago's world-renowned buildings and stunning skyline.

  • Top-rated · 4.7★
  • Free cancellation
From $46 a person
2h

Chicago Hop-On Hop-Off Sightseeing Tour by Open-top Bus

Discover Chicago at your own pace with Big Bus.

  • Bestseller
  • Free cancellation
From $49 a person
This tour cruises the Chicago River and Lake Michigan.
1h 30m

Chicago Lake and River Architecture Tour

An authentic Chicago tradition since 1935, this is the tour that started it all.

  • 4.7★ · 2360 reviews
  • Bestseller
From $45 a person
1h to 1h 30m

Chicago Architecture River Cruise

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River.

  • Top-rated · 4.8★
  • Bestseller
From $39 a person
Explore Chicago's legendary architecture and history.
1h 30m

Chicago River 90-Minute Architecture Tour

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy...

  • Top-rated · 4.7★
  • Bestseller
From $45 a person
Join us in the daytime or evening for City lights and breathtaking views
45 min

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire.

  • 4.7★ · 3360 reviews
  • Bestseller
From $28 a person
3h

Dallas Sightseeing Tour

Get an overview of the highlights of Dallas in this 3-hour small group tour.

  • Top-rated · 4.8★
  • Free cancellation
From $63 a person
1h 30m

Small-Group Sightseeing Boat Tour in Chicago

The ultimate custom sightseeing experience in Chicago!

  • Top-rated · 5.0★
  • Free cancellation
From $89 a person
Garden District
2h to 2h 30m

New Orleans Sightseeing City Tour

Experience New Orleans with us on an approximately 2.5-hour sightseeing bus tour.

  • Top-rated · 4.8★
  • Bestseller
From $50 a person
1h 30m

Chicago Architecture Center River Cruise aboard First Lady

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture...

  • Top-rated · 4.9★
  • Bestseller
From $57 a person
See Chicago's magnificent skyline at night!
1h 30m

Chicago By Night River and Lake Cruise

Glide along the Chicago River and Lakefront as you're dazzled by the sparkle of the city at night!

  • Free cancellation
  • Instant confirmation
From $50 a person
2h

360 CHICAGO Observation Deck & Hop-on Hop-off Sightseeing Tour

Explore Chicago at your own pace with a 48-hour hop-on hop-off bus tour, providing unlimited access to the city's iconic neighborhoods and landmarks.

  • Free cancellation
  • Instant confirmation
From $84 a person
The Chicago River, as seen from our stop on wacky Wacker Drive
2h to 4h

Chicago City Tour with Architecture River Cruise Option

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city.

  • Top-rated · 4.8★
  • Free cancellation
From $50 a person
216h

Chicago CityPASS®

Experience 5 top attractions and save up to 50% with Chicago CityPASS® tickets.

  • Instant confirmation
From $144 a person
1h to 4h

360 CHICAGO Observation Deck Admission

The best views of Chicago can be yours at 360 Chicago Observation Deck!

  • Free cancellation
  • Instant confirmation
From $30 a person
2h

Chicago Architecture River Tour & Hop-on Hop-off Sightseeing Tour

Save 20% when you bundle these two iconic Chicago experiences!

  • Free cancellation
  • Instant confirmation
From $99 a person
1h 30m

Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides!

  • Top-rated · 4.8★
  • Bestseller
From $37 a person
Taste deep-dish pizza, a Chicago-style hot dog, Italian beef, Garrett’s popcorn & the original 1893 brownie on our top-rated Chicago Food Tours—the ultimate Chicago Culinary Tour experience!
3h

Chicago Favorites Ultimate Food and Walking Tour

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour.

  • Top-rated · 4.8★
  • Bestseller
From $85 a person
2h

Chicago Gangsters and Ghosts Walking Tour

We are the original, top-rated Gangsters and Ghosts tour!

  • Free cancellation
  • Instant confirmation
From $38 a person
1h 30m to 2h

Chicago Mobs and Haunts Walking Tour

Join us along the historic streets and alleys of Chicago as we walk among the spirits of mobsters and ghosts of the condemned.

  • Top-rated · 4.7★
  • Free cancellation
From $34 a person
Daley Plaza Picasso
1h 30m

Chicago Walking Tour: Must-See Chicago

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art...

  • Top-rated · 4.9★
  • Free cancellation
From $35 a person
2h

Historical and Architectural Chicago Fireboat River & Lake Cruise

Travel on a piece of history, learning Chicago fire history as well as Architecture!

  • Top-rated · 4.9★
  • Free cancellation
From $47 a person
2h

Chicago Walking Tour: Historic Treasures of Chicago

Learn about the great architectural landmarks of Michigan Avenue and State Street.

  • Top-rated · 4.9★
  • Free cancellation
From $35 a person
Kid smiling faces say it all on our Family Friendly Chicago Food & Bike Tour. Ride a Bicycle, taste local favorites, and enjoy one of the best Kid-Friendly Things to do in Chicago.
4h

Chicago Family Food and Bike Tour with Top Attractions

This Chicago Food & Bike tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today...

  • 4.8★ · 99 reviews
  • Free cancellation
From $79 a person

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