Background
Trip Planner Logo

Chicago Adventure: 5 Days of Fun and Exploration

Jorge Rosada

Jorge Rosada

4 Oct 2023

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

Trip to Chicago

Day 1
+

$125

·

$ 10

Hampton Inn Chicago Downtown/Magnificent Mile

Depart from your stay 🏨

7 - 9 min

~

Directions

Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free
11 - 14 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
7 - 10 min

~

Directions

360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
10:30 AM - 12:00 PM
•
$63
9 - 14 min

~

Directions

Doc B's Fresh Kitchen
1:00 PM - 2:30 PM
•
$36
Cafecito
7:00 PM - 8:30 PM
•
$26
Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free
Day 2
+

$173

·

$ 15

Hampton Inn Chicago Downtown/Magnificent Mile

Depart from your stay 🏨

7 - 9 min

~

Directions

Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free
12 - 15 min

~

Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
8:00 AM - 10:00 AM
•
$63
8 - 11 min

~

Directions

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
10:30 AM - 12:30 PM
•
$63
5 - 8 min

~

Directions

Garrett Popcorn Shops
1:00 PM - 2:30 PM
•
$24
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
•
$24
Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free
Day 3
+

$135

·

$ 15

Hampton Inn Chicago Downtown/Magnificent Mile

Depart from your stay 🏨

18 - 22 min

~

Directions

Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free
11 - 14 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
10 - 15 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
•
$63
11 - 16 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.
1:00 PM - 2:30 PM
•
$24
Hogsalt - Small C
7:00 PM - 8:30 PM
•
$48
Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free
Day 4
+

$76

·

$ 10

Hampton Inn Chicago Downtown/Magnificent Mile

Depart from your stay 🏨

9 - 11 min

~

Directions

Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free
12 - 18 min

~

Directions

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
8:00 AM - 11:00 AM
•
Free
8 - 11 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.
1:00 PM - 2:30 PM
•
$36
Eleven City Diner
7:00 PM - 8:30 PM
•
$40
Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free
Day 5
+

$251

·

$ 10

Hampton Inn Chicago Downtown/Magnificent Mile

Depart from your stay 🏨

12 - 15 min

~

Directions

Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free
5 - 8 min

~

Directions

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
12 - 17 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
4 - 6 min

~

Directions

Flo & Santos
Polish/Italian. Pizza/pierogi Craft beer/polish vodkas
3:00 PM - 4:30 PM
•
$48
Eleven City Diner
7:00 PM - 8:30 PM
•
$40
Hampton Inn Chicago Downtown/Magnificent Mile
Straightforward hotel offering free Wi-Fi & breakfast, plus a seasonal rooftop pool.
7:30 AM - 7:30 AM
•
Free

Budget breakdown: $819 In total

Activities & Food:$759
Transport:$60