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Chicago Adventure: 6 Days of Fun in the Windy City

Claudine Oechler

Claudine Oechler

17 Oct 2023

Join me on a thrilling 6-day journey through the vibrant city of Chicago. Explore iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich culture of the Windy City.

Day 1
+

$144

·

$ 40

2050 W Ogden Ave

Depart from your stay 🏨

11 - 14 min

~

Directions

7:30 AM - 7:30 AM
Free
5 - 8 min

~

Directions

Maggie Daley Park Ice Skating Ribbon
Wide ice-skating track snaking around a rock-climbing facility in a park overlooked by skyscrapers.
8:00 AM - 9:30 AM
Free
Wildberry Pancakes & Cafe
1:00 PM - 2:30 PM
$144
7:30 AM - 7:30 AM
Free
Day 2
+

$96

·

$ 60

2050 W Ogden Ave

Depart from your stay 🏨

19 - 23 min

~

Directions

7:30 AM - 7:30 AM
Free
9 - 11 min

~

Directions

Stony Island Arts Bank
8:00 AM - 9:00 AM
Free
Plein Air Cafe & Eatery
1:00 PM - 2:30 PM
$96
7:30 AM - 7:30 AM
Free
Day 3
+

$96

·

$ 40

2050 W Ogden Ave

Depart from your stay 🏨

17 - 21 min

~

Directions

7:30 AM - 7:30 AM
Free
6 - 9 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
Chicago Pizza & Oven Grinder
1:00 PM - 2:30 PM
$96
7:30 AM - 7:30 AM
Free
Day 4
+

$394

·

$ 40

2050 W Ogden Ave

Depart from your stay 🏨

6 - 8 min

~

Directions

7:30 AM - 7:30 AM
Free
8 - 11 min

~

Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
8:00 AM - 9:30 AM
$250
Garrett Popcorn Shops
1:00 PM - 2:30 PM
$144
7:30 AM - 7:30 AM
Free
Day 5
+

$192

·

$ 40

2050 W Ogden Ave

Depart from your stay 🏨

21 - 26 min

~

Directions

7:30 AM - 7:30 AM
Free
9 - 14 min

~

Directions

Graceland Cemetery
Scenic burial grounds with many trees, plus tours of the tombs & headstones of notable figures.
8:00 AM - 9:30 AM
Free
Coalfire Pizza
1:00 PM - 2:30 PM
$192
7:30 AM - 7:30 AM
Free
Day 6
+

$160

·

$ 40

2050 W Ogden Ave

Depart from your stay 🏨

13 - 16 min

~

Directions

7:30 AM - 7:30 AM
Free
6 - 9 min

~

Directions

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
Sweetgreen
Fresh salads, plates + grain bowls available for pickup and delivery every day, made in-house from scratch, using whole produce delivered that morning.
1:00 PM - 2:30 PM
$160
7:30 AM - 7:30 AM
Free

Budget breakdown: $1342 In total

Activities & Food:$1082
Transport:$260