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Chicago Adventure: 5 Days of Exploration

Kenny Castillo

Kenny Castillo

27 Sep 2023

Embark on a thrilling 5-day journey through the vibrant city of Chicago. Discover iconic landmarks, breathtaking views, and immerse yourself in the rich culture of the Windy City.

Day 1
+

$125

·

$ 10

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
8:00 AM - 9:30 AM
$63
5 - 6 min

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Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
10:00 AM - 11:00 AM
Free
9 - 11 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.
11:30 AM - 1:00 PM
$63
Day 2
+

$0

·

$ 10

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
8:00 AM - 10:00 AM
Free
15 - 18 min

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Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
10:30 AM - 12:30 PM
Free
5 - 6 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.
1:00 PM - 2:00 PM
Free
Day 3
+

$63

·

$ 5

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
8:00 AM - 10:00 AM
$63
13 - 16 min

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Directions

Garfield Park Conservatory - Reservations Required
184-acre park with a swimming pool, fishing lagoon, athletic fields & tennis courts.
10:30 AM - 12:00 PM
Free
Day 4
+

$0

·

$ 5

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
8:00 AM - 11:00 AM
Free
7 - 9 min

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Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
11:30 AM - 1:30 PM
Free
Day 5
+

$75

·

$ 10

Jackson (Andrew) Park
540-plus-acre city park featuring a beach, gardens & indoor/outdoor fitness facilities.
8:00 AM - 10:00 AM
Free
12 - 15 min

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Directions

Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
10:30 AM - 12:30 PM
Free
5 - 6 min

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Directions

The Chicago Theatre
French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.
1:00 PM - 3:00 PM
$75

Budget breakdown: $303 In total

Activities & Food:$263
Transport:$40