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A Week in Chicago: Exploring the Windy City

Kenyi Duarte Alvarez

Kenyi Duarte Alvarez

23 Oct 2023

Join me on a thrilling 7-day adventure in Chicago, where we'll discover iconic landmarks, indulge in delicious food, and immerse ourselves in the vibrant city atmosphere.

Day 1
+

$104

Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
$32
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 - 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
$72
Day 2
+

$233

Doc B's Fresh Kitchen
7:30 AM - 8:30 AM
$60
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.
9:00 AM - 10:30 AM
$125
4 - 5 min

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Directions

Cafecito
1:00 PM - 2:30 PM
$48
Day 3
+

$76

Kanela Breakfast Club
7:30 AM - 8:30 AM
$28
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
Free
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
$48
Day 4
+

$245

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
$48
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
$125
8 - 11 min

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Directions

Garrett Popcorn Shops
1:00 PM - 2:30 PM
$72
Day 5
+

$136

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
6 - 9 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
1:00 PM - 2:30 PM
$96
Day 6
+

$249

Intelligentsia Coffee
7:30 AM - 8:30 AM
$44
7 - 10 min

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Directions

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
9:00 AM - 11:00 AM
$125
10 - 15 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
$80
Day 7
+

$0

Budget breakdown: $1043 In total

Activities & Food:$1043