A Week in Chicago: Exploring the Windy City's Best

Karime Avila Cueva

7 Oct 2023

Join me on a thrilling 6-day adventure in Chicago, where we'll discover iconic landmarks, indulge in delicious food, and immerse ourselves in the vibrant culture of the city.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

$141

7:30 AM - 8:30 AM

•

$16

9 - 14 min

Directions

Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.

9:00 AM - 11:00 AM

•

$63

11 - 16 min

Directions

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

•

$36

4 - 6 min

Directions

Quick casual restaurant featuring Original Italian Beef, Pizza, Burgers, Hot Dogs, Sandwiches and Salads

7:00 PM - 8:30 PM

•

$26

Day 2

$143

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

•

$30

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

•

$63

8 - 11 min

Directions

1:00 PM - 2:30 PM

•

$24

5 - 8 min

Directions

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

•

$26

Day 3

$149

7:30 AM - 8:30 AM

•

$14

4 - 5 min

Directions

French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.

9:00 AM - 11:00 AM

•

$75

4 - 5 min

Directions

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

•

$24

3 - 4 min

Directions

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

•

$36

Day 4

$86

7:30 AM - 8:30 AM

•

$24

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

6 - 9 min

Directions

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

•

$36

8 - 11 min

Directions

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

•

$26

Day 5

$108

Chicago, IL

7:30 AM - 8:30 AM

•

$20

8 - 12 min

Directions

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

9:00 AM - 11:00 AM

•

Free

5 - 8 min

Directions

1:00 PM - 2:30 PM

•

$48

3 - 4 min

Directions

7:00 PM - 8:30 PM

•

$40

Day 6

$160

$ 15

7:30 AM - 8:30 AM

•

$22

7 - 9 min

Directions

Lions, tigers, dolphins & more frolic in natural indoor & outdoor settings at this wildlife park.

9:00 AM - 1:00 PM

•

$50

13 - 16 min

Directions

Home to America's favorite Chicago-style hot dogs, Italian beef, burgers, salads, and chocolate cake.

1:30 PM - 3:00 PM

•

$40

10 - 12 min

Directions

Famous Chicago-style deep dish pizza right in your neighborhood. Visit us for a family-friendly atmosphere and delicious food or order your meal online for pickup or delivery.

7:00 PM - 8:30 PM

•

$48

Budget breakdown: $801 In total

Activities & Food:$786

Transport:$15