Background
Trip Planner Logo

Chicago Adventure: 5 Days of Fun and Exploration

lina figueroa

lina figueroa

25 Oct 2023

Join me on an exciting 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.

Day 1
+

$72

·

$ 10

Hotel Blake, an Ascend Hotel Collection Member

Depart from your stay 🏨

12 - 15 min

~

Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
8:00 AM - 10:00 AM
Free
11 - 16 min

~

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
$72
Day 2
+

$56

·

$ 5

Hotel Blake, an Ascend Hotel Collection Member

Depart from your stay 🏨

14 - 21 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
5 - 8 min

~

Directions

Wildberry Pancakes & Cafe
1:00 PM - 2:30 PM
$56
Day 3
+

$127

·

$ 10

Hotel Blake, an Ascend Hotel Collection Member

Depart from your stay 🏨

8 - 10 min

~

Directions

Chicago Cultural Center
Free art & shows in an 1897 Beaux-Arts building with vaulted lobby, mosaics & 2 stained-glass domes.
8:00 AM - 9:00 AM
Free
7 - 9 min

~

Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
9:30 AM - 11:00 AM
$63
8 - 11 min

~

Directions

Garrett Popcorn Shops
1:00 PM - 2:30 PM
$64
Day 4
+

$58

·

$ 10

Hotel Blake, an Ascend Hotel Collection Member

Depart from your stay 🏨

12 - 15 min

~

Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
8:00 AM - 10:00 AM
Free
6 - 9 min

~

Directions

Roti Modern Mediterranean
By Millenium Park at Lake and Michigan, Downtown Chicago restaurant Roti Modern Mediterranean offers a menu of deliciously fresh salads, bowls, & pitas
1:00 PM - 2:30 PM
$58
Day 5
+

$121

·

$ 5

Hotel Blake, an Ascend Hotel Collection Member

Depart from your stay 🏨

8 - 10 min

~

Directions

Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
8:00 AM - 11:00 AM
$63
9 - 14 min

~

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
1:00 PM - 2:30 PM
$58

Budget breakdown: $473 In total

Activities & Food:$433
Transport:$40