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Chicago Adventure: 4-Day Itinerary

Jorge Santiago

Jorge Santiago

1 Oct 2023

Embark on an exciting 4-day journey through the vibrant city of Chicago. Explore iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich culture of the Windy City.

Day 1
+

$42

Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
$16
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
2 - 3 min

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Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
11:30 AM - 12:30 PM
Free
6 - 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.
7:00 PM - 8:30 PM
$26
Day 2
+

$131

·

$ 10

Kanela Breakfast Club
7:30 AM - 8:30 AM
$30
9 - 14 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
$63
18 - 22 min

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Directions

Jackson (Andrew) Park
540-plus-acre city park featuring a beach, gardens & indoor/outdoor fitness facilities.
11:30 AM - 1:30 PM
Free
7 - 9 min

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Directions

Plein Air Cafe & Eatery
7:00 PM - 8:30 PM
$38
Day 3
+

$40

·

$ 5

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
$14
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
11 - 14 min

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Directions

Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
11:30 AM - 1:30 PM
Free
7 - 10 min

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Directions

Grant Park Bistro
7:00 PM - 8:30 PM
$26
Day 4
+

$150

·

$ 5

Two Hearted Queen
7:30 AM - 8:30 AM
$24
10 - 15 min

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Directions

Wrigley Field
Ivy-clad walls & manual scoreboard add retro charm to the 2nd oldest baseball stadium in the majors.
9:00 AM - 12:00 PM
$100
14 - 17 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
10 - 15 min

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Directions

Grant Park Bistro
7:00 PM - 8:30 PM
$26

Budget breakdown: $383 In total

Activities & Food:$363
Transport:$20