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Chicago Adventure: 5 Days of Exploring the Windy City

Marisabel Rangel

Marisabel Rangel

10 Oct 2023

Embark on a thrilling 5-day journey through the vibrant city of Chicago. Discover iconic landmarks like Buckingham Fountain and Cloud Gate, soak in breathtaking views from 360 CHICAGO and Skydeck Chicago, and immerse yourself in the rich culture at the Museum of Science and Industry. Explore beautiful parks such as Garfield Park Conservatory and Jackson Park, and don't miss the chance to visit the Lincoln Park Zoo and stroll along the scenic Riverwalk. Get ready for an unforgettable adventure in the heart of the United States!

Day 1
+

$125

·

$ 20

DoubleTree by Hilton Hotel Chicago - Magnificent Mile

Depart from your stay 🏨

7 - 9 min

~

Directions

DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free
12 - 17 min

~

Directions

Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
8:00 AM - 9:00 AM
Free
14 - 17 min

~

Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
9:30 AM - 10:30 AM
Free
360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
11:00 AM - 12:30 PM
$125
DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free
Day 2
+

$125

·

$ 30

DoubleTree by Hilton Hotel Chicago - Magnificent Mile

Depart from your stay 🏨

30 - 36 min

~

Directions

DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free
13 - 16 min

~

Directions

Garfield Park Conservatory - Reservations Required
184-acre park with a swimming pool, fishing lagoon, athletic fields & tennis courts.
8:00 AM - 9:30 AM
Free
7 - 9 min

~

Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
10:00 AM - 11:30 AM
$125
DuSable Bridge
Long-standing drawbridge honoring a founder of Chicago & decorated with sculptures & plaques.
12:00 PM - 1:00 PM
Free
DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free
Day 3
+

$150

·

$ 20

DoubleTree by Hilton Hotel Chicago - Magnificent Mile

Depart from your stay 🏨

18 - 22 min

~

Directions

DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free
Museum of Science and Industry, Chicago
Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.
8:00 AM - 12:00 PM
$150
DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free
Day 4
+

$0

·

$ 30

DoubleTree by Hilton Hotel Chicago - Magnificent Mile

Depart from your stay 🏨

18 - 22 min

~

Directions

DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free
22 - 27 min

~

Directions

Jackson (Andrew) Park
540-plus-acre city park featuring a beach, gardens & indoor/outdoor fitness facilities.
8:00 AM - 10:00 AM
Free
Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
10:30 AM - 12:30 PM
Free
DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free
Day 5
+

$0

·

$ 20

DoubleTree by Hilton Hotel Chicago - Magnificent Mile

Depart from your stay 🏨

12 - 15 min

~

Directions

DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free
15 - 18 min

~

Directions

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
Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
10:30 AM - 12:30 PM
Free
DoubleTree by Hilton Hotel Chicago - Magnificent Mile
Warm rooms in a modern hotel featuring a rooftop pool & a gym, plus a casual restaurant & bar.
7:30 AM - 7:30 AM
Free

Budget breakdown: $520 In total

Activities & Food:$400
Transport:$120