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Chicago Adventure: 2-Day Itinerary

Maximiliano Carrasco

Maximiliano Carrasco

15 Oct 2023

Experience the best of Chicago in just 2 days! Explore iconic landmarks like Willis Tower, Cloud Gate, and Buckingham Fountain. Indulge in delicious meals at Cafecito and The Gage. Get ready for an unforgettable journey!

Day 1
+

$91

·

$ 5

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
8:00 AM - 10:00 AM
$31
6 - 8 min

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Directions

Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
10:30 AM - 11:30 AM
Free
3 - 4 min

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Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
12:00 PM - 1:00 PM
Free
2 - 3 min

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Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
1:30 PM - 3:30 PM
Free
10 - 12 min

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Directions

360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
4:00 PM - 5:30 PM
$31
4 - 5 min

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Directions

Cafecito
7:00 PM - 8:30 PM
$28
Day 2
+

$104

·

$ 5

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
8:00 AM - 9:30 AM
$31
7 - 9 min

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Directions

The Chicago Theatre
French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.
10:00 AM - 12:00 PM
$38
8 - 11 min

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Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
12:30 PM - 2:30 PM
Free
6 - 8 min

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Directions

Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
3:00 PM - 4:00 PM
Free
12 - 17 min

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Directions

The Gage
We invite you to savor our delicious, upscale comfort food, fine wines, boutique beers and whiskeys while enjoying the relaxing ambience of our vintage decor.
7:00 PM - 8:30 PM
$35

Budget breakdown: $205 In total

Activities & Food:$195
Transport:$10