Chicago · 55°F - 75°F

One day in Chicago.

Expect a mix of breezy, mild conditions typical of Chicago, with quick shifts in temperature near the lake.

09:00

Art Institute of Chicago

The Loop · $32 pp · 2.5 hours

Explore one of the oldest and largest art museums in the world, featuring iconic works like A Sunday on La Grande Jatte.

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Walk · 15 mins — Walk south on Michigan Ave and west to the South Loop.

11:45

Lou Malnati's Pizzeria

South Loop · $20-$30 pp · 1.5 hours

Indulge in a classic Chicago deep-dish pizza at one of the city's most beloved and historic local chains.

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Uber/Taxi · 10 mins — A quick ride north towards the Chicago Riverwalk.

13:30

CAC River Cruise aboard Chicago's First Lady

Chicago Riverwalk · $55 pp · 1.5 hours

Discover the stories behind more than 50 buildings along the Chicago River on this definitive architecture tour.

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Walk · 10 mins — Walk south into the Loop to Michigan Avenue.

15:15

American Writers Museum

The Loop · $16 pp · 2 hours

A highly interactive, niche museum celebrating American authors, literature, and the history of writing in the US.

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Public Transit · 15 mins — Take the Red Line south to Harrison station.

17:45

Dinner and Live Music at Buddy Guy's Legends

South Loop · $40-$60 pp · 3.25 hours

Enjoy authentic Louisiana-style Cajun food and legendary live blues music in this iconic, world-famous club.

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Make this day yours →

Pick your own interests, pace and dates — it’s free.