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10 Days in the Windy City!

Dashon Howard

Dashon Howard

10 Jan 2024

Join me on an epic adventure through the vibrant streets of Chicago! From stunning parks to iconic landmarks, this blog will take you on a whirlwind tour of the city's top attractions. Get ready for a journey filled with culture, history, and breathtaking views!

Day 1Parks & Serenity
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$64

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$ 13

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
No time set
Free
6 - 8 min

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Directions

Discover Boating® Chicago Boat Show®
No time set
Free
0
Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
No time set
$31
16 - 20 min

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Directions

Humboldt (Alexander Von) Park
Suburban recreational area with soccer & baseball fields, tennis courts & playgrounds, plus a beach.
8:00 AM - 10:00 AM
Free
25 - 30 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.
No time set
$32
19 - 23 min

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Directions

Ping Tom Memorial Park
Chinatown park on the Chicago River with Chinese-style landscaping, a playground & kayak rentals.
10:30 AM - 12:00 PM
Free
10 - 12 min

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Directions

Day 2Conservatories & Art
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$0

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$ 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

Chicago Cultural Center
Free art & shows in an 1897 Beaux-Arts building with vaulted lobby, mosaics & 2 stained-glass domes.
10:00 AM - 11:00 AM
Free
4 - 5 min

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Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
11:30 AM - 12:30 PM
Free
Day 3Nature & Wildlife
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$0

Lincoln Park Conservatory
Thousands of exotic plants in an 1890 glass structure, plus outdoor gardens & fountains.
8:00 AM - 9:00 AM
Free
5 - 8 min

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Directions

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
9:30 AM - 11:30 AM
Free
Day 4Sky-high Thrills & Playtime
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$50

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$ 3

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
13 - 16 min

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Directions

Chicago Children's Museum
Family museum on Navy Pier with lots of interactive exhibits, including many for young kids.
10:00 AM - 12:00 PM
$19
Day 5Contemporary Art & Riverside Bliss
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$19

Museum Of Contemporary Art Chicago
Downtown museum showcasing post-World War II paintings, sculptures, photos, videos & performances.
8:00 AM - 9:30 AM
$19
14 - 21 min

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Directions

Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
8:00 AM - 12:00 PM
Free
3 - 4 min

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Directions

DuSable Bridge
Long-standing drawbridge honoring a founder of Chicago & decorated with sculptures & plaques.
12:30 PM - 1:30 PM
Free
Day 6Fountain Fantasia & Park Promenade
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$0

Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
8:00 AM - 9:00 AM
Free
4 - 5 min

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Directions

Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
9:30 AM - 11:30 AM
Free
Day 7Interactive Fun & Urban Oasis
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$0

Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
8:00 AM - 9:00 AM
Free
3 - 4 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
Day 8Science Extravaganza
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$38

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
Day 9Discovering Museum Campus
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$0

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
8:00 AM - 11:00 AM
Free
Day 10Parks, History & Museums
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$32

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$ 3

Jackson (Andrew) Park
540-plus-acre city park featuring a beach, gardens & indoor/outdoor fitness facilities.
8:00 AM - 10:00 AM
Free
12 - 15 min

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Directions

Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
10:30 AM - 1:30 PM
$31

Budget breakdown: $221 In total

Activities & Food:$201
Transport:$20