7 THINGS TO DO IN CHICAGO FOR AN EPIC FIRST TRIP

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BY: ROSIE

jAN 10, 2026

See Chicago from above on the iconic elevated train. It’s the easiest way to take in the skyline and downtown landmarks.

1

Ride the L Loop

Cloud Gate in Millennium Park is a must. The reflections change with the light and it’s pure Chicago.

2

Snap Photos at The Bean

A river cruise is the best way to understand the city’s architecture, history and skyline in one go.

3

Cruise the Chicago River

Step onto the glass Skydeck for unbeatable views across the city — and beyond on a clear day.

4

View from Willis Tower

Ride the Ferris wheel, walk along Lake Michigan and enjoy the lively atmosphere, especially at sunset.

5

Explore Navy Pier

Home to world-famous masterpieces, it’s one of the best art museums in the US and easy to explore even if you’re short on time.

6

Art Institute of Chicago

Shop, stroll and admire Chicago’s mix of historic and modern architecture along Michigan Avenue.

7

Magnificent Mile

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