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8 Days in the Windy City

Pablo Calderón

Pablo Calderón

23 Nov 2023

Embark on an unforgettable journey through the vibrant streets of Chicago. Immerse yourself in the city's rich culture, indulge in mouthwatering cuisine, and marvel at iconic landmarks. Get ready for an adventure of a lifetime!

Day 1Architectural Wonders and Culinary Delights
+

$102

·

$ 5

The Westin Chicago River North

Depart from your stay 🏨

33 - 40 min

~

Directions

Bahá'í House of Worship
Baha'i temple, one of 8 in the world, featuring a 135-ft white-stone dome completed in 1953.
8:00 AM - 9:30 AM
Free
43 - 52 min

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Directions

The Chicago Theatre
French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.
10:00 AM - 12:00 PM
$38
4 - 5 min

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Directions

The Dearborn
Urban American tavern in Chicago's Block 37
1:00 PM - 2:30 PM
$36
7 - 10 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
$28
Day 2Sky-High Thrills and Scenic Beauty
+

$95

·

$ 13

The Westin Chicago River North

Depart from your stay 🏨

7 - 9 min

~

Directions

360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
8:00 AM - 9:30 AM
$31
10 - 12 min

~

Directions

DuSable Bridge
Long-standing drawbridge honoring a founder of Chicago & decorated with sculptures & plaques.
10:00 AM - 11:00 AM
Free
8 - 10 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.
11:30 AM - 12:30 PM
Free
12 - 17 min

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Directions

The Gage
We invite you to savor our delicious, upscale comfort food, fine wines, boutique beers and whiskeys while enjoying the relaxing ambience of our vintage decor.
1:00 PM - 2:30 PM
$28
7 - 9 min

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Directions

Lou Malnati's Pizzeria
Full-service restaurant.
7:00 PM - 8:30 PM
$35
Day 3Unleash Your Inner Scientist and Savor Local Flavors
+

$98

·

$ 10

The Westin Chicago River North

Depart from your stay 🏨

18 - 22 min

~

Directions

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
6 - 8 min

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Directions

The Promontory
1:00 PM - 2:30 PM
$32
6 - 8 min

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Directions

Plein Air Cafe & Eatery
7:00 PM - 8:30 PM
$28
Day 4Artistic Masterpieces and Rooftop Oasis
+

$97

·

$ 3

The Westin Chicago River North

Depart from your stay 🏨

9 - 11 min

~

Directions

The Art Institute of Chicago
Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.
8:00 AM - 11:00 AM
$32
3 - 4 min

~

Directions

Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
11:30 AM - 12:30 PM
Free
4 - 5 min

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Directions

Cindy's
1:00 PM - 2:30 PM
$29
0
Cherry Circle Room
7:00 PM - 8:30 PM
$36
Day 5Reflective Sculptures and Aquatic Wonders
+

$105

·

$ 5

The Westin Chicago River North

Depart from your stay 🏨

12 - 17 min

~

Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
8:00 AM - 9:00 AM
Free
11 - 14 min

~

Directions

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
9:30 AM - 12:30 PM
$50
12 - 17 min

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Directions

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
1:00 PM - 2:30 PM
$29
7 - 10 min

~

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
$26
Day 6Journey Through History and Sip on Craft Brews
+

$85

·

$ 5

The Westin Chicago River North

Depart from your stay 🏨

12 - 15 min

~

Directions

Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
8:00 AM - 11:00 AM
$31
12 - 18 min

~

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
$26
4 - 6 min

~

Directions

Flo & Santos
Polish/Italian. Pizza/pierogi Craft beer/polish vodkas
7:00 PM - 8:30 PM
$27
Day 7Parks, Pancakes, and Panoramic Views
+

$65

·

$ 3

The Westin Chicago River North

Depart from your stay 🏨

9 - 11 min

~

Directions

Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
8:00 AM - 10:00 AM
Free
12 - 17 min

~

Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
10:30 AM - 12:30 PM
Free
5 - 8 min

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Directions

Wildberry Pancakes & Cafe
1:00 PM - 2:30 PM
$29
6 - 9 min

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Directions

Cherry Circle Room
7:00 PM - 8:30 PM
$36
Day 8Towering Heights and Gourmet Popcorn
+

$130

·

$ 8

The Westin Chicago River North

Depart from your stay 🏨

13 - 16 min

~

Directions

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
8:00 AM - 10:00 AM
$31
1 - 2 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
$31
8 - 11 min

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Directions

Garrett Popcorn Shops
1:00 PM - 2:30 PM
$36
10 - 12 min

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Directions

Avec
7:00 PM - 8:30 PM
$31

Budget breakdown: $824 In total

Activities & Food:$774
Transport:$50