• Chicago
  • 1
  • Days
  • Activities
About this trip

You just gotta be there! The first stop in any Chicago trip is to see The Bean. Fun fact, its actual name is Cloud Gate! Next, check out a view spanning four states at Skydeck at Willis Tower on the 103rd floor. For a local gem, Pequod’s Pizza is worth any line to get a slice of Chicago-style.

Recommended accomodation
The Allegro Royal Sonesta Hotel

www.sonesta.com/allegro-royal-sonesta

171 W Randolph St, Chicago, IL 60601

  • Day Plan
  • Map

1 Hour

Skydeck at Willis Tower

Test your fear of heights and step into one of the many glass boxes that hang off the 103rd floor. Boasts a view spanning four states.

233 S Wacker Dr, Chicago, IL 60606

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Willis Tower Skydeck

Test your fear of heights and step into one of the many glass boxes that hang off the 103rd floor. Boasts a view spanning four states.

 

233 S Wacker Dr, Chicago, IL 60606

  • Willis Tower Skydeck
  • Willis Tower Skydeck
  • Willis Tower Skydeck
  • Willis Tower Skydeck

2 Hour

Art Institute of Chicago

The museum houses famous works from across the globe. Also offering community engagement - the "Artist's Studio" lets attendants be the artists.

111 S Michigan Ave, Chicago, IL 60603

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Art Institute of Chicago

The museum houses famous works from across the globe. Also offering community engagement – the “Artist’s Studio” lets attendants be the artists.

 

111 S Michigan Ave, Chicago, IL 60603

  • Art Institute of Chicago
  • Art Institute of Chicago
  • Art Institute of Chicago
  • Art Institute of Chicago

0.5 Hour

Cloud Gate

Even though it was introduced as a "Cloud Gate" (it's official name) this sculpture is now fondly referred to as "The Bean" given its shape.

201 E Randolph St, Chicago, IL 60602

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The Bean in Chicago

Even though it was introduced as a “Cloud Gate” (it’s official name) this sculpture is now fondly referred to as “The Bean” given its shape.

 

201 E Randolph St, Chicago, IL 60602

  • The Bean in Chicago
  • Cloudgate at Chicago
  • The Bean in Chicago
  • Cloudgate at Chicago

0.75 Hour

Maggie Daley Park

A park with a bit of everything. From a climbing wall to mini golf, the heart of this green space is the Cancer Survivors' Garden.

337 E Randolph St, Chicago, IL 60601

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Maggie Daley Park Chicago

A park with a bit of everything. From a climbing wall to mini golf, the heart of this green space is the Cancer Survivors’ Garden.

 

337 E Randolph St, Chicago, IL 60601

  • Maggie Daley Park Chicago
  • Maggie Daley Park Chicago
  • Maggie Daley Park Chicago
  • Maggie Daley Park Chicago

1.5 Hour

Chicago Riverwalk

Split into 4 areas, this 1.25 mile path offers an assortment of activities as you walk along the water. Dining, recreation, and more!

Chicago Loop, IL

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Chicago Riverwalk

Split into 4 areas, this 1.25 mile path offers an assortment of activities as you walk along the water. Dining, recreation, and more!

 

Chicago Loop, IL

  • Chicago Riverwalk
  • Chicago Riverwalk
  • Chicago Riverwalk
  • Chicago Riverwalk

1.5 Hour

Pequod's Pizza

A quick walk from the Chicago downtown core, grab a slice of the city's prized pizza. But be warned: the line can be long, but definitely worth it.

2207 N Clybourn Ave, Chicago, IL 60614

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Peqoud's Pizza Chicago

A quick walk from the Chicago downtown core, grab a slice of the city’s prized pizza. But be warned: the line can be long, but definitely worth it.

 

2207 N Clybourn Ave, Chicago, IL 60614

  • Peqoud's Pizza Chicago
  • Peqoud's Pizza Chicago
  • Peqoud's Pizza Chicago
  • Peqoud's Pizza Chicago