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Chicago Adventure: 5 Days of Food, Parks, and Culture

Elena Barrios

Elena Barrios

2 Oct 2023

Embark on a thrilling 5-day journey through Chicago, exploring its vibrant food scene, iconic parks, and rich culture. Join me as I discover the best breakfast spots, visit famous landmarks like Cloud Gate and Buckingham Fountain, and indulge in delicious dinners at local favorites. Get ready for an unforgettable adventure in the Windy City!

Day 1
+

$156

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
$32
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
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.
1:00 PM - 2:30 PM
$72
8 - 11 min

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Directions

Eleven City Diner
7:00 PM - 8:30 PM
$52
Day 2
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$184

·

$ 20

B'Gabs
Raw, vegan, gluten-free, soy-free, peanut-free, smoothie bar, juice bar, herbs, tea, essential oils
7:30 AM - 8:30 AM
$60
7 - 9 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
15 - 18 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
5 - 8 min

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Wildberry Pancakes & Cafe
1:00 PM - 2:30 PM
$48
4 - 6 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
$76
Day 3
+

$204

·

$ 10

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
$28
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
12 - 15 min

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Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
11:30 AM - 12:30 PM
Free
10 - 15 min

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Grant Park Bistro
7:00 PM - 8:30 PM
$80
11 - 16 min

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Garrett Popcorn Shops
7:00 PM - 8:30 PM
$96
Day 4
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$172

Gyu-Kaku
Chicago, IL
7:30 AM - 8:30 AM
$48
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
6 - 9 min

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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
1:00 PM - 2:30 PM
$72
7 - 10 min

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Directions

The Purple Pig
7:00 PM - 8:30 PM
$52
Day 5
+

$216

Intelligentsia Coffee
7:30 AM - 8:30 AM
$40
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
12 - 17 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
8 - 11 min

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Cafecito
2:00 PM - 3:30 PM
$96
7 - 10 min

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Grant Park Bistro
7:00 PM - 8:30 PM
$80

Budget breakdown: $962 In total

Activities & Food:$932
Transport:$30