Discover the Best of Chicago: 4-Day Itinerary

Angela Arevalo

20 Oct 2023

Embark on an unforgettable journey through the vibrant city of Chicago. Explore iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich architecture. Join us for a 4-day adventure that will leave you in awe of the Windy City.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

$28

Built in 1893, this notable site was at the time the largest office building in the world.

8:00 AM - 9:00 AM

•

Free

11 - 16 min

Directions

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

9:30 AM - 11:30 AM

•

Free

5 - 8 min

Directions

7:00 PM - 8:30 PM

•

$28

Day 2

$60

$ 5

Notable 1910 Prairie-style house designed by Frank Lloyd Wright, offering tours 5 days a week.

8:00 AM - 9:00 AM

•

$25

16 - 20 min

Directions

S. R. Crown Hall (IIT College of Architecture)

Landmark glass-&-steel building designed by Mies van der Rohe in 1956, offering frequent tours.

9:30 AM - 10:30 AM

•

Free

12 - 15 min

Directions

Landmark 1890s department store with a groundbreaking steel-framed design & ornamental ironwork.

11:00 AM - 12:00 PM

•

Free

6 - 9 min

Directions

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

12:30 PM - 1:30 PM

•

Free

4 - 6 min

Directions

7:00 PM - 8:30 PM

•

$35

No time set

•

Free

Day 3

$47

Nonprofit promoting the city's built environment through tours, exhibitions & events.

8:00 AM - 9:30 AM

•

$19

4 - 5 min

Directions

Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.

10:00 AM - 12:00 PM

•

Free

6 - 9 min

Directions

By Millenium Park at Lake and Michigan, Downtown Chicago restaurant Roti Modern Mediterranean offers a menu of deliciously fresh salads, bowls, & pitas

7:00 PM - 8:30 PM

•

$28

Budget breakdown: $140 In total

Activities & Food:$135

Transport:$5