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A Week in Chicago: Explore the Windy City's Best Attractions

Italo Marin

Italo Marin

23 Oct 2023

Embark on a thrilling 7-day adventure in Chicago, IL, United States. Discover iconic landmarks like Skydeck Chicago and Cloud Gate, indulge in delicious meals at Wildberry Pancakes & Cafe and Sweetgreen, and immerse yourself in the vibrant culture of the city.

Day 1
+

$67

·

$ 3

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
8:00 AM - 9:30 AM
$31
9 - 11 min

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Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
10:00 AM - 11:00 AM
Free
5 - 8 min

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Directions

Wildberry Pancakes & Cafe
1:00 PM - 2:30 PM
$18
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.
1:00 PM - 2:30 PM
$17
Day 2
+

$69

·

$ 5

Museum of Science and Industry, Chicago
Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.
8:00 AM - 12:00 PM
$38
5 - 6 min

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Directions

Plein Air Cafe & Eatery
1:00 PM - 2:30 PM
$12
7 - 9 min

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Directions

Virtue Restaurant
7:00 PM - 8:30 PM
$19
Day 3
+

$86

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
8:00 AM - 11:00 AM
$50
15 - 22 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
$12
10 - 15 min

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Directions

Grant Park Bistro
7:00 PM - 8:30 PM
$24
Day 4
+

$31

·

$ 3

Garfield Park Conservatory - Reservations Required
184-acre park with a swimming pool, fishing lagoon, athletic fields & tennis courts.
8:00 AM - 9:30 AM
Free
21 - 26 min

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Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
10:00 AM - 12:00 PM
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
$18
7 - 10 min

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Directions

The Purple Pig
7:00 PM - 8:30 PM
$13
Day 5
+

$76

·

$ 3

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
8:00 AM - 10:00 AM
Free
10 - 12 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.
10:30 AM - 12:00 PM
$31
7 - 10 min

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Directions

Doc B's Fresh Kitchen
1:00 PM - 2:30 PM
$24
9 - 14 min

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Directions

Cafecito
7:00 PM - 8:30 PM
$20
Day 6
+

$44

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
8:00 AM - 10:00 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
$20
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
$24
Day 7
+

$34

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
8:00 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
$17
8 - 11 min

~

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
$17

Budget breakdown: $418 In total

Activities & Food:$405
Transport:$13