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Chicago Adventure: 5 Days of Exploring the Windy City

Angie Alzate Marin

Angie Alzate Marin

19 Oct 2023

Embark on a thrilling 5-day journey through the vibrant city of Chicago. Discover iconic landmarks, indulge in delicious breakfast spots, and immerse yourself in the rich culture of the Windy City.

Trip to Chicago

Day 1
+

$40

·

$ 13

Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
•
$40
4 - 5 min

~

Directions

Jay Pritzker Pavilion
Designed by architect Frank Gehry, this bandshell in Millennium Park hosts various musical events.
9:00 AM - 10:00 AM
•
Free
7 - 10 min

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Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
10:30 AM - 11:30 AM
•
Free
8 - 10 min

~

Directions

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
12:00 PM - 3:00 PM
•
Free
Day 2
+

$75

Intelligentsia Coffee
7:30 AM - 8:30 AM
•
$75
7 - 10 min

~

Directions

Maggie Daley Park Ice Skating Ribbon
Wide ice-skating track snaking around a rock-climbing facility in a park overlooked by skyscrapers.
9:00 AM - 10:30 AM
•
Free
6 - 9 min

~

Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
11:00 AM - 1:00 PM
•
Free
11 - 16 min

~

Directions

Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
1:30 PM - 2:30 PM
•
Free
Day 3
+

$35

·

$ 25

B'Gabs
Raw, vegan, gluten-free, soy-free, peanut-free, smoothie bar, juice bar, herbs, tea, essential oils
7:30 AM - 8:30 AM
•
$35
6 - 8 min

~

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

~

Directions

Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
11:30 AM - 1:30 PM
•
Free
12 - 17 min

~

Directions

Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
2:00 PM - 3:00 PM
•
Free
Day 4
+

$60

·

$ 13

Colectivo Coffee Roasters
7:30 AM - 8:30 AM
•
$60
10 - 15 min

~

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

~

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
17 - 21 min

~

Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
1:00 PM - 3:00 PM
•
Free
Day 5
+

$50

·

$ 25

Inspiration Kitchens
7:30 AM - 8:30 AM
•
$50
5 - 8 min

~

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
21 - 26 min

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Directions

The Merchandise Mart
Huge building featuring high-end home design & furniture showrooms, plus a lineup of trade shows.
11:00 AM - 12:00 PM
•
Free
12 - 17 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
7 - 10 min

~

Directions

Chicago Cultural Center
Free art & shows in an 1897 Beaux-Arts building with vaulted lobby, mosaics & 2 stained-glass domes.
2:00 PM - 3:00 PM
•
Free
11 - 14 min

~

Directions

Ping Tom Memorial Park
Chinatown park on the Chicago River with Chinese-style landscaping, a playground & kayak rentals.
3:30 PM - 5:00 PM
•
Free

Budget breakdown: $335 In total

Activities & Food:$260
Transport:$75