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A Week in Chicago: Exploring the Windy City's Best

Elena Vidal

Elena Vidal

18 Oct 2023

Embark on a thrilling 6-day adventure in Chicago, IL, United States. Discover iconic landmarks, indulge in delicious cuisine, and immerse yourself in the vibrant culture of the city.

Day 1
+

$196

·

$ 8

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
6 - 8 min

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Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
10:30 AM - 12:00 PM
$94
8 - 11 min

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Directions

Garrett Popcorn Shops
7:00 PM - 8:30 PM
$39
5 - 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.
7:00 PM - 8:30 PM
$39
Day 2
+

$232

Kanela Breakfast Club
7:30 AM - 8:30 AM
$45
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
$94
11 - 16 min

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Directions

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.
1:00 PM - 2:30 PM
$36
4 - 6 min

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Directions

Buona
Quick casual restaurant featuring Original Italian Beef, Pizza, Burgers, Hot Dogs, Sandwiches and Salads
7:00 PM - 8:30 PM
$57
Day 3
+

$129

Intelligentsia Coffee
7:30 AM - 8:30 AM
$21
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
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.
1:00 PM - 2:30 PM
$36
3 - 4 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
7:00 PM - 8:30 PM
$72
Day 4
+

$223

Just Salad
7:30 AM - 8:30 AM
$36
4 - 6 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.
9:00 AM - 12:00 PM
$94
7 - 10 min

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Directions

Cafecito
1:00 PM - 2:30 PM
$54
5 - 8 min

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Directions

Garrett Popcorn Shops
7:00 PM - 8:30 PM
$39
Day 5
+

$312

·

$ 8

Two Hearted Queen
7:30 AM - 8:30 AM
$30
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
$150
6 - 9 min

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Directions

PR Italian Bistro
Award Winning, Italian-inspired Global Cuisine. Chef Owned. Named one of Chicago's Best Bistros -CBS Chicago
1:00 PM - 2:30 PM
$72
6 - 8 min

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Directions

The Chicago Diner, Lakeview
7:00 PM - 8:30 PM
$60
Day 6
+

$278

·

$ 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
$33
8 - 11 min

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Directions

Museum of Science and Industry, Chicago
Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.
9:00 AM - 1:00 PM
$113
5 - 6 min

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Directions

Plein Air Cafe & Eatery
1:30 PM - 3:00 PM
$60
5 - 6 min

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Directions

Virtue Restaurant
7:00 PM - 8:30 PM
$72

Budget breakdown: $1399 In total

Activities & Food:$1369
Transport:$30