3-Day Adventure in Chicago

Anand Supner

5 Oct 2023

Experience the best of Chicago in just 3 days! Explore iconic landmarks, indulge in delicious food, and immerse yourself in the vibrant culture of the Windy City.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

$211

$ 30

Travelodge by Wyndham Downtown Chicago

Depart from your stay 🏨

5 - 6 min

Directions

Straightforward lodging offering free Wi-Fi, plus a Thai eatery, a regional restaurant & a bar.

7:30 AM - 7:30 AM

•

Free

5 - 8 min

Directions

7:30 AM - 8:30 AM

•

$24

11 - 14 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

9 - 14 min

Directions

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

11:30 AM - 1:00 PM

•

$94

7 - 9 min

Directions

1:30 PM - 3:00 PM

•

$54

7:00 PM - 8:30 PM

•

$39

Straightforward lodging offering free Wi-Fi, plus a Thai eatery, a regional restaurant & a bar.

7:30 AM - 7:30 AM

•

Free

Day 2

$232

$ 23

Travelodge by Wyndham Downtown Chicago

Depart from your stay 🏨

9 - 11 min

Directions

Straightforward lodging offering free Wi-Fi, plus a Thai eatery, a regional restaurant & a bar.

7:30 AM - 7:30 AM

•

Free

7 - 10 min

Directions

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

•

$45

10 - 12 min

Directions

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

9:00 AM - 10:30 AM

•

$94

8 - 12 min

Directions

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

11:00 AM - 1:00 PM

•

Free

4 - 6 min

Directions

1:30 PM - 3:00 PM

•

$36

6 - 9 min

Directions

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

3:00 PM - 4:00 PM

•

Free

Fresh salads, plates + grain bowls available for pickup and delivery every day, made in-house from scratch, using whole produce delivered that morning.

7:00 PM - 8:30 PM

•

$57

Straightforward lodging offering free Wi-Fi, plus a Thai eatery, a regional restaurant & a bar.

7:30 AM - 7:30 AM

•

Free

Day 3

$223

$ 23

Travelodge by Wyndham Downtown Chicago

Depart from your stay 🏨

8 - 11 min

Directions

Straightforward lodging offering free Wi-Fi, plus a Thai eatery, a regional restaurant & a bar.

7:30 AM - 7:30 AM

•

Free

10 - 15 min

Directions

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

•

$21

7 - 9 min

Directions