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Exploring Chicago: A 9-Day Adventure

Carlos Villamizar

Carlos Villamizar

8 Oct 2023

Embark on a thrilling 9-day journey through the vibrant city of Chicago. Discover iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich culture of the Windy City.

Day 1
+

$115

Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
$16
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
5 - 8 min

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Directions

The Art Institute of Chicago
Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.
10:30 AM - 1:30 PM
$63
6 - 9 min

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Directions

Garrett Popcorn Shops
2:00 PM - 3:30 PM
$36
Day 2
+

$54

·

$ 5

Yolk
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
$30
10 - 15 min

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Directions

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
9:00 AM - 12:00 PM
Free
6 - 8 min

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Directions

Sweetgreen
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
$24
6 - 9 min

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Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
2:00 PM - 4:00 PM
Free
Day 3
+

$38

·

$ 15

B'Gabs
Raw, vegan, gluten-free, soy-free, peanut-free, smoothie bar, juice bar, herbs, tea, essential oils
7:30 AM - 8:30 AM
$14
6 - 8 min

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Directions

Jackson (Andrew) Park
540-plus-acre city park featuring a beach, gardens & indoor/outdoor fitness facilities.
9:00 AM - 11:00 AM
Free
13 - 16 min

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Directions

Ping Tom Memorial Park
Chinatown park on the Chicago River with Chinese-style landscaping, a playground & kayak rentals.
11:30 AM - 1:00 PM
Free
11 - 14 min

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Directions

Grant Park Bistro
1:30 PM - 3:00 PM
$24
7 - 10 min

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Directions

Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
3:00 PM - 5:00 PM
Free
Day 4
+

$160

·

$ 10

Dmk
7:30 AM - 8:30 AM
$24
12 - 17 min

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Directions

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
9:00 AM - 12:00 PM
$100
6 - 8 min

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Directions

Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
12:30 PM - 1:30 PM
Free
7 - 9 min

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Directions

Sweetgreen
Fresh salads, plates + grain bowls available for pickup and delivery every day, made in-house from scratch, using whole produce delivered that morning.
2:00 PM - 3:30 PM
$36
7 - 10 min

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Directions

Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
3:30 PM - 4:30 PM
Free
Day 5
+

$131

·

$ 5

Gyu-Kaku
Chicago, IL
7:30 AM - 8:30 AM
$20
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
10 - 12 min

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Directions

Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
11:30 AM - 2:30 PM
$63
12 - 18 min

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Directions

Victory Tap
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.
3:00 PM - 4:30 PM
$48
Day 6
+

$125

·

$ 5

Colectivo Coffee Roasters
7:30 AM - 8:30 AM
$22
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
5 - 8 min

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Directions

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
10:30 AM - 12:30 PM
Free
9 - 11 min

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Directions

Doc B's Fresh Kitchen
1:00 PM - 2:30 PM
$40
7 - 10 min

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Directions

360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
2:30 PM - 4:00 PM
$63
Day 7
+

$52

·

$ 10

The Original Pancake House
7:30 AM - 8:30 AM
$18
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
40 - 48 min

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Directions

The Wrigley Building
Beloved 1924 addition to the city skyline, whose clock tower stands 425 ft above street level.
11:00 AM - 12:00 PM
Free
2 - 3 min

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Directions

DuSable Bridge
Long-standing drawbridge honoring a founder of Chicago & decorated with sculptures & plaques.
12:30 PM - 1:30 PM
Free
4 - 6 min

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Directions

Roti Modern Mediterranean
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
$34
4 - 5 min

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Directions

Chicago Cultural Center
Free art & shows in an 1897 Beaux-Arts building with vaulted lobby, mosaics & 2 stained-glass domes.
3:30 PM - 4:30 PM
Free
Day 8
+

$191

·

$ 5

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
$30
7 - 10 min

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Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
9:00 AM - 10:30 AM
$63
1 - 2 min

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Directions

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
11:00 AM - 1:00 PM
$63
14 - 17 min

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Directions

Rootstock Wine & Beer Bar
1:30 PM - 3:00 PM
$36
12 - 17 min

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Directions

Humboldt (Alexander Von) Park
Suburban recreational area with soccer & baseball fields, tennis courts & playgrounds, plus a beach.
3:00 PM - 5:00 PM
Free
Day 9
+

$116

·

$ 10

Mary's Morning Mix-Up
7:30 AM - 8:30 AM
$24
7 - 9 min

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Directions

Brookfield Zoo
Lions, tigers, dolphins & more frolic in natural indoor & outdoor settings at this wildlife park.
9:00 AM - 1:00 PM
$50
13 - 16 min

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Directions

Portillo's Forest Park
Home to America's favorite Chicago-style hot dogs, Italian beef, burgers, salads, and chocolate cake.
1:30 PM - 3:00 PM
$42

Budget breakdown: $1046 In total

Activities & Food:$981
Transport:$65