10 Days in Chicago: A Journey of Exploration

Sharay Valdez

16 Oct 2023

Embark on a thrilling 10-day adventure in 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

$115

$ 3

Cupitol is a new all-day lounge that brings together the best elements of a restaurant, a bakery, a cafe and an exclusive bar.

7:30 AM - 8:30 AM

•

$19

10 - 15 min

Directions

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

9:00 AM - 11:00 AM

•

$31

6 - 8 min

Directions

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

1:00 PM - 2:30 PM

•

$36

5 - 8 min

Directions

7:00 PM - 8:30 PM

•

$28

Day 2

$114

$ 5

Blends the bold flavors + savory spices found in Puerto Rico, South East Asia, China, Japan and Korea. Comfort foods from the motherland with a twist.

7:30 AM - 8:30 AM

•

$23

5 - 8 min

Directions

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

9:00 AM - 10:30 AM

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$31

6 - 8 min

Directions

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

11:00 AM - 12:00 PM

•

Free

12 - 17 min

Directions

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

12:30 PM - 1:30 PM

•

Free

12 - 17 min

Directions

We invite you to savor our delicious, upscale comfort food, fine wines, boutique beers and whiskeys while enjoying the relaxing ambience of our vintage decor.

2:00 PM - 3:30 PM

•

$28

5 - 6 min

Directions

Full-service restaurant.

1:00 PM - 2:30 PM

•

$31

Day 3

$134

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

12 - 18 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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$50

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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$32

8 - 11 min

Directions

7:00 PM - 8:30 PM

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$31

Day 4

$78

Fisk & Co blends the vibe of Belgium’s lively bistros with the spirit of Chicago’s historic restaurant industry.

7:30 AM - 8:30 AM

•

$22

6 - 9 min

Directions

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

9:00 AM - 11:00 AM

•

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

1:00 PM - 2:30 PM

•

$29

7 - 10 min

Directions

7:00 PM - 8:30 PM

•

$27

Day 5

$110

7:30 AM - 8:30 AM

•

$25

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

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Free

5 - 8 min

Directions

Immersive rooms with optical illusions & holograms designed to deceive the eye, popular for photos.

11:30 AM - 1:00 PM

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$25

4 - 5 min

Directions

1:30 PM - 3:00 PM

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$29

7 - 10 min

Directions

Urban American tavern in Chicago's Block 37

7:00 PM - 8:30 PM

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$31

Day 6

$103

$ 3

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

•

$18

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

8 - 10 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

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$31

4 - 5 min

Directions

1:30 PM - 3:00 PM

•

$26

8 - 11 min

Directions

7:00 PM - 8:30 PM

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$27

Day 7

$111

We are an authentic French bakery with a uniquely different approach.

7:30 AM - 8:30 AM

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$21

5 - 8 min

Directions

Photos, artifacts, newsreels & dioramas bring to life historical events, architecture & culture.

9:00 AM - 11:00 AM

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$25

8 - 11 min

Directions

1:00 PM - 2:30 PM

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$29

14 - 21 min

Directions

3 Arts Club Café features an ingredient-driven menu accompanied by a selection of artisanal wines and craft beers, guests dine beneath a glass-and-steel atrium amidst trickling fountain, heritage olive trees and glimmering chandeliers.

7:00 PM - 8:30 PM

•

$36

Day 8

$124

$ 3

Nookies is a casual, American restaurant which cooks fresh, no-nonsense, wholesome food and serves it in a friendly, efficient, unpretentious, casual-but-correct manner. It is first and foremost, a neighborhood place.

7:30 AM - 8:30 AM

•

$25

12 - 17 min

Directions