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Discover the Best of Chicago: 6-Day Itinerary

Milena Arias

Milena Arias

9 Oct 2023

Embark on a thrilling 6-day adventure in Chicago, IL, United States. Explore iconic landmarks like Millennium Park, Navy Pier, Shedd Aquarium, Cloud Gate, and more. Indulge in delicious meals at Cupitol Coffee & Eatery, Wildberry Pancakes & Cafe, and other fantastic eateries. Get ready for an unforgettable journey!

Trip to Chicago

Day 1
+

$99

·

$ 5

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
11 - 14 min

~

Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
10:30 AM - 12:30 PM
•
$63
11 - 16 min

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Directions

Cupitol Coffee & Eatery
Cupitol is a new all-day​ lounge that brings together the best elements of a restaurant, a bakery, a cafe and an exclusive bar.
1:00 PM - 2:30 PM
•
$36
Day 2
+

$124

·

$ 5

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
8:00 AM - 11:00 AM
•
$100
8 - 10 min

~

Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
11:30 AM - 12:30 PM
•
Free
5 - 8 min

~

Directions

Wildberry Pancakes & Cafe
1:00 PM - 2:30 PM
•
$24
Day 3
+

$87

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
8:00 AM - 10:00 AM
•
Free
12 - 18 min

~

Directions

The Art Institute of Chicago
Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.
10:30 AM - 1:30 PM
•
$63
6 - 9 min

~

Directions

Garrett Popcorn Shops
2:00 PM - 3:30 PM
•
$24
Day 4
+

$174

·

$ 5

Museum of Science and Industry, Chicago
Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.
8:00 AM - 12:00 PM
•
$75
17 - 21 min

~

Directions

Sweetgreen
Fresh salads, plates + grain bowls available for pickup and delivery every day, made in-house from scratch, using whole produce delivered that morning.
12:30 PM - 2:00 PM
•
$36
10 - 15 min

~

Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
2:00 PM - 3:30 PM
•
$63
Day 5
+

$48

·

$ 10

Jackson (Andrew) Park
540-plus-acre city park featuring a beach, gardens & indoor/outdoor fitness facilities.
8:00 AM - 10:00 AM
•
Free
24 - 29 min

~

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
7 - 9 min

~

Directions

Rootstock Wine & Beer Bar
1:00 PM - 2:30 PM
•
$48
Day 6
+

$103

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
8:00 AM - 11:00 AM
•
Free
2 - 3 min

~

Directions

Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
11:30 AM - 2:30 PM
•
$63
12 - 18 min

~

Directions

Victory Tap
Serving traditional Italian food since 1956 with a passion for traditional Italian dishes has created our fine menu of tried and true classics sure to impress anyones pallet.
3:00 PM - 4:30 PM
•
$40

Budget breakdown: $658 In total

Activities & Food:$633
Transport:$25