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10 Days in Chicago: A Journey of Adventure and Discovery

Andrea Leon

Andrea Leon

1 Oct 2023

Embark on a thrilling 10-day itinerary to Chicago, IL, United States. Explore iconic landmarks, indulge in delicious breakfast spots, and immerse yourself in the vibrant culture of the Windy City.

Day 1
+

$24

Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
$24
5 - 8 min

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Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
9:00 AM - 10:00 AM
Free
Day 2
+

$45

Inspiration Kitchens
7:30 AM - 8:30 AM
$45
5 - 8 min

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Directions

Garfield Park Conservatory - Reservations Required
184-acre park with a swimming pool, fishing lagoon, athletic fields & tennis courts.
9:00 AM - 10:30 AM
Free
Day 3
+

$21

Ranalli's Lincoln Park
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
$21
8 - 12 min

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Directions

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
9:00 AM - 11:00 AM
Free
Day 4
+

$36

Gyu-Kaku
Chicago, IL
7:30 AM - 8:30 AM
$36
8 - 12 min

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Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
9:00 AM - 11:00 AM
Free
Day 5
+

$87

Kanela Breakfast Club
7:30 AM - 8:30 AM
$30
6 - 9 min

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Directions

Chicago Children's Museum
Family museum on Navy Pier with lots of interactive exhibits, including many for young kids.
9:00 AM - 11:00 AM
$56
Day 6
+

$33

Colectivo Coffee Roasters
7:30 AM - 8:30 AM
$33
10 - 15 min

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Directions

Lincoln Park Conservatory
Thousands of exotic plants in an 1890 glass structure, plus outdoor gardens & fountains.
9:00 AM - 10:00 AM
Free
Day 7
+

$121

Cupitol Coffee & Eatery
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
$27
10 - 15 min

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Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
9:00 AM - 11:00 AM
$94
Day 8
+

$139

Lou Mitchell's Restaurant & Bakery
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
7 - 10 min

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Directions

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
9:00 AM - 11:00 AM
$94
Day 9
+

$36

·

$ 8

The Original Pancake House
7:30 AM - 8:30 AM
$36
6 - 8 min

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Directions

Bahá'í House of Worship
Baha'i temple, one of 8 in the world, featuring a 135-ft white-stone dome completed in 1953.
9:00 AM - 10:30 AM
Free
Day 10
+

$39

Intelligentsia Coffee
7:30 AM - 8:30 AM
$39
5 - 8 min

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Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
9:00 AM - 11:00 AM
Free

Budget breakdown: $588 In total

Activities & Food:$580
Transport:$8