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A Week in Chicago: Exploring the Best of the Windy City

Stephanie Santiago

Stephanie Santiago

9 Oct 2023

Join me on a thrilling 6-day adventure in Chicago, where we'll visit iconic landmarks, indulge in delicious cuisine, and immerse ourselves in the vibrant city life.

Day 1
+

$84

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
8:00 AM - 11:00 AM
Free
9 - 14 min

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Directions

Yolk
YOLK, created by founder Taki Kastanis in 2006, has evolved into Chicago's #1 breakfast hot spot. Follow us on Twitter and Instagram @EatYolk #EatYolk
7:00 PM - 8:30 PM
$84
Day 2
+

$199

·

$ 8

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
8:00 AM - 10:00 AM
$94
8 - 10 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.
10:30 AM - 11:30 AM
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
$105
Day 3
+

$234

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
8:00 AM - 11:00 AM
$150
12 - 18 min

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Directions

Yolk
YOLK, created by founder Taki Kastanis in 2006, has evolved into Chicago's #1 breakfast hot spot. Follow us on Twitter and Instagram @EatYolk #EatYolk
7:00 PM - 8:30 PM
$84
Day 4
+

$214

Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
8:00 AM - 9:00 AM
Free
2 - 3 min

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Directions

Amorino
9:30 AM - 10:00 AM
$39
12 - 17 min

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Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
10:30 AM - 12:00 PM
$94
8 - 11 min

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Directions

Garrett Popcorn Shops
7:00 PM - 8:30 PM
$81
Day 5
+

$78

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
8:00 AM - 10:00 AM
Free
2 - 3 min

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Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
10:30 AM - 11:30 AM
Free
4 - 6 min

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Directions

Cherry Circle Room
7:00 PM - 8:30 PM
$78
Day 6
+

$81

·

$ 8

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
18 - 22 min

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Directions

Ping Tom Memorial Park
Chinatown park on the Chicago River with Chinese-style landscaping, a playground & kayak rentals.
10:30 AM - 12:00 PM
Free
4 - 6 min

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Directions

Qing Xiang Yua
7:00 PM - 8:30 PM
$81

Budget breakdown: $905 In total

Activities & Food:$890
Transport:$15