Chicago Adventure: 9 Days of Exploring the Windy City

Marcela Lorenzo

14 Nov 2023

Embark on a thrilling 9-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

Tours & Activities

Viator Tours

Day 1

$26

7:30 AM - 8:30 AM

•

5 - 8 min

Directions

24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.

9:00 AM - 11:00 AM

•

Free

2 - 3 min

Directions

Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.

11:30 AM - 12:30 PM

•

Free

4 - 6 min

Directions

1:00 PM - 2:30 PM

•

$18

Day 2

$59

$ 3

Lou Mitchell’s is not only a classic Chicago icon, but our food is recognized both nationally and internationally with endless accolades. Among the list are USA Today, American Way, newspapers, magazines, food critics, television. It’s a must see place.

7:30 AM - 8:30 AM

•

$15

7 - 10 min

Directions

Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.

9:00 AM - 11:00 AM

•

$31

8 - 10 min

Directions

Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.

11:30 AM - 12:30 PM

•

Free

7 - 10 min

Directions

1:00 PM - 2:30 PM

•

$12

Day 3

$82

$ 3

7:30 AM - 8:30 AM

•

7 - 10 min

Directions

103rd floor of the Willis Tower with clear observation boxes & views extending to four states.

9:00 AM - 10:30 AM

•

$31

12 - 15 min

Directions

Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.

11:00 AM - 12:30 PM

•

$31

9 - 14 min

Directions

1:00 PM - 2:30 PM

•

$12

Day 4

$30

7:30 AM - 8:30 AM

•

$12

7 - 10 min

Directions

312-acre centerpiece of Downtown housing some of the city's busiest attractions.

9:00 AM - 11:00 AM

•

Free

7 - 10 min

Directions

Visit Buddy Guy's Legends to experience the finest blues seven nights a week, enjoy southern Cajun soul food, and behold a major archive of blues.

1:00 PM - 2:30 PM

•

$18

Day 5

$66

7:30 AM - 8:30 AM

•

$10

4 - 6 min

Directions

Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.

9:00 AM - 12:00 PM

•

$32

4 - 6 min

Directions

Flat Top Stir-Fry Grill is a create-your-own stir-fry restaurant featuring fresh ingredients, house made sauces for a fun, fresh and interactive dining experience.

1:00 PM - 2:30 PM

•

$24

Day 6

$69

$ 3

Raw, vegan, gluten-free, soy-free, peanut-free, smoothie bar, juice bar, herbs, tea, essential oils

7:30 AM - 8:30 AM

•

$11

8 - 11 min

Directions

Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.

9:00 AM - 1:00 PM

•

$38

5 - 6 min

Directions

1:30 PM - 3:00 PM

•

$20

Day 7

$76

$ 3

7:30 AM - 8:30 AM

•

10 - 15 min

Directions

State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.

9:00 AM - 12:00 PM

•

$50

7 - 9 min

Directions

1:00 PM - 2:30 PM

•

$17

Day 8

$65

$ 3

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

7:30 AM - 8:30 AM

•

$15

10 - 15 min

Directions

State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.

9:00 AM - 12:00 PM

•

$31

8 - 10 min

Directions

Welcome to Chicago Curry House Indian Restaurant, an Indian and Nepalese dining concept here in the middle of Chicago. It is our little effort to bring you the taste of home cooked food from the huts of Rural India. Our recipes are very simple in nature but authentic in Indian flavor...

1:00 PM - 2:30 PM

•

$18

Day 9

$33

The Ranalli's family-owned business has been keeping Chicagoans well-fed for over 30 years. Starting on Lincoln Avenue in the 1970s, Ranalli's legendary food and around the world beer list, along with its famous outdoor patio, has become a favorite of both locals and tourists alike.

7:30 AM - 8:30 AM

•

$12

8 - 12 min

Directions