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Discover the Best of Chicago in 3 Days

Ben Sheppard

Ben Sheppard

20 Nov 2023

Experience the vibrant culture, iconic landmarks, and delicious cuisine of Chicago with this exciting 3-day itinerary. Explore renowned museums, indulge in mouthwatering pancakes and local favorites, and immerse yourself in the rich history of the Windy City.

Day 1
+

$31

Chicago Cultural Center
Free art & shows in an 1897 Beaux-Arts building with vaulted lobby, mosaics & 2 stained-glass domes.
8:00 AM - 9:00 AM
Free
4 - 5 min

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Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
9:30 AM - 11:30 AM
Free
5 - 8 min

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Directions

Wildberry Pancakes & Cafe
1:00 PM - 2:30 PM
$18
4 - 5 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
$13
Day 2
+

$63

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

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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
4 - 6 min

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Directions

Flo & Santos
Polish/Italian. Pizza/pierogi Craft beer/polish vodkas
7:00 PM - 8:30 PM
$19
Day 3
+

$93

·

$ 3

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
10 - 12 min

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Directions

Chicago History Museum
Photos, artifacts, newsreels & dioramas bring to life historical events, architecture & culture.
11:30 AM - 1:30 PM
$25
8 - 12 min

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Directions

Small Cheval
2:00 PM - 3:30 PM
$12
11 - 16 min

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Directions

Twin Anchors Restaurant & Tavern
7:00 PM - 8:30 PM
$24

Budget breakdown: $189 In total

Activities & Food:$187
Transport:$3