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

Mauricio Carranza

18 Oct 2023

Embark on a thrilling 7-day journey through Chicago, IL, United States. Discover iconic landmarks, indulge in delicious cuisine, and immerse yourself in the vibrant culture of the Windy City.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

$152

7:30 AM - 8:30 AM

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$16

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

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$100

15 - 22 min

Directions

Serving traditional Italian food since 1956 with a passion for traditional Italian dishes has created our fine menu of tried and true classics sure to impress anyones pallet.

1:00 PM - 2:30 PM

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$36

Day 2

$54

7:30 AM - 8:30 AM

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$30

5 - 8 min

Directions

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

9:00 AM - 10:00 AM

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Free

12 - 17 min

Directions

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

10:30 AM - 11:30 AM

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Free

4 - 5 min

Directions

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

12:00 PM - 2:00 PM

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Free

7 - 10 min

Directions

2:30 PM - 4:00 PM

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$24

Day 3

$163

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

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$14

7 - 10 min

Directions

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

9:00 AM - 11:00 AM

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$63

1 - 2 min

Directions

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

11:30 AM - 1:00 PM

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$63

8 - 11 min

Directions

1:30 PM - 3:00 PM

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$24

Day 4

$123

7:30 AM - 8:30 AM

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$24

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

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$63

7 - 10 min

Directions

1:00 PM - 2:30 PM

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$36

Day 5

$68

$ 5

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

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$20

10 - 15 min

Directions

57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.

9:00 AM - 12:00 PM

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Free

8 - 10 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.

12:30 PM - 2:00 PM

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$48

6 - 9 min

Directions

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

2:00 PM - 4:00 PM

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Free

Day 6

$62

$ 5

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

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$22

8 - 12 min

Directions

Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.

9:00 AM - 11:00 AM

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Free

17 - 21 min

Directions

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

11:30 AM - 1:30 PM

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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

2:00 PM - 3:30 PM

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$40

Day 7

Budget breakdown: $632 In total

Activities & Food:$622

Transport:$10