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10 Days in the Windy City!

aytaç yılmaz

aytaç yılmaz

12 Jan 2024

Embark on an unforgettable journey through the vibrant streets of Chicago. Immerse yourself in art, culture, and mouthwatering cuisine. Get ready for a whirlwind adventure!

Day 1Coffee, Art, and History Galore!
+

$151

·

$ 30

Hyatt Regency Chicago

Depart from your stay 🏨

21 - 26 min

~

Directions

Robust Coffee Lounge
7:30 AM - 8:30 AM
$16
6 - 8 min

~

Directions

Stony Island Arts Bank
9:00 AM - 10:00 AM
Free
8 - 10 min

~

Directions

Museum of Science and Industry, Chicago
Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.
10:30 AM - 2:30 PM
$75
5 - 6 min

~

Directions

Plein Air Cafe & Eatery
3:00 PM - 4:30 PM
$36
5 - 8 min

~

Directions

The Renaissance Society
Gallery showcasing contemporary & avant-garde art from international artists since 1915.
4:30 PM - 5:30 PM
Free
9 - 11 min

~

Directions

Virtue Restaurant
1:30 PM - 3:00 PM
$24
Day 2Donuts, Parks, and Artistic Delights
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$130

·

$ 30

Hyatt Regency Chicago

Depart from your stay 🏨

32 - 39 min

~

Directions

Old Fashioned Donuts
7:30 AM - 8:30 AM
$30
5 - 6 min

~

Directions

Pullman National Historical Park
Planned 19th-century settlement for Pullman company workers, with preserved houses, factory & hotel.
9:00 AM - 11:00 AM
Free
21 - 26 min

~

Directions

Smart Museum of Art
Museum specializing in Asian, European, Contemporary & Modern Art, with over 12,000 objects.
11:30 AM - 1:00 PM
Free
7 - 9 min

~

Directions

Virtue Restaurant
1:30 PM - 3:00 PM
$24
8 - 11 min

~

Directions

Hyde Park Art Center
Nonprofit visual arts center exhibiting work by emerging or under-recognized contemporary artists.
3:00 PM - 4:30 PM
Free
14 - 17 min

~

Directions

Glessner House
Docent-led tours of a landmark 19th-century house & Chicago's oldest building.
5:00 PM - 6:00 PM
$38
4 - 6 min

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Directions

TeaPotBrew Bakery
7:00 PM - 8:30 PM
$38
Day 3Culinary Delights, Symphony, and Art
+

$250

·

$ 15

Hyatt Regency Chicago

Depart from your stay 🏨

21 - 26 min

~

Directions

Medici on 57th
7:30 AM - 8:30 AM
$14
7 - 10 min

~

Directions

Institute for the Study of Ancient Cultures Museum
Dedicated to researching ancient civilizations of the Middle East & educating the public about them.
9:00 AM - 10:00 AM
$25
19 - 23 min

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Directions

Chicago Symphony Orchestra
Built in 1904, music complex that hosts the Chicago Symphony Orchestra & classical & jazz concerts.
10:30 AM - 12:30 PM
$75
5 - 8 min

~

Directions

Garrett Popcorn Shops
1:00 PM - 2:30 PM
$24
6 - 9 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.
2:30 PM - 5:30 PM
$64
7 - 10 min

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Directions

Cafecito
7:30 PM - 9:00 PM
$48
Day 4Taverns, Museums, and Mexican Art
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$86

·

$ 25

Hyatt Regency Chicago

Depart from your stay 🏨

22 - 27 min

~

Directions

Budweiser Brickhouse Tavern
The Budweiser Brickhouse, located adjacent to Wrigley Field, is the best place in Lakeview to watch your favorite game.
7:30 AM - 8:30 AM
$24
9 - 14 min

~

Directions

Graceland Cemetery
Scenic burial grounds with many trees, plus tours of the tombs & headstones of notable figures.
9:00 AM - 10:30 AM
Free
23 - 28 min

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Directions

Kavi Gupta Gallery | Washington Blvd
Gallery displaying contemporary art by emerging artists across all media, from paintings to film.
11:00 AM - 12:00 PM
Free
12 - 17 min

~

Directions

Hogsalt - Small C
12:30 PM - 2:00 PM
$36
5 - 8 min

~

Directions

Civic Opera House
North America's 2nd-largest opera venue has over 3,500 seats & houses the Lyric Opera of Chicago.
2:00 PM - 3:30 PM
Free
8 - 10 min

~

Directions

Jane Addams Hull-House Museum
Mansion where Jane Addams began the settlement-house movement & now a museum with exhibits & tours.
4:00 PM - 5:30 PM
Free
9 - 11 min

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Directions

National Museum of Mexican Art
Some 18,000 paintings, photographs, sculptures & more are housed at this art museum.
6:00 PM - 7:30 PM
Free
5 - 8 min

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Directions

Carnitas Uruapan
A Foodie Favorite. We've been serving up the Best Authentic Carnitas in Chicago since 1975!
8:00 PM - 9:30 PM
$26
Day 5Saucers, Museums, and Cultural Gems
+

$108

·

$ 25

Hyatt Regency Chicago

Depart from your stay 🏨

24 - 29 min

~

Directions

Flying Saucer
7:30 AM - 8:30 AM
$20
8 - 12 min

~

Directions

National Museum of Puerto Rican Arts & Culture
9:00 AM - 10:30 AM
Free
22 - 27 min

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Directions

Richard J. Daley Center
Daley Center's open-air courtyard with a huge Picasso sculpture, benches & seasonal farmer's market.
11:00 AM - 12:00 PM
Free
17 - 21 min

~

Directions

Homeslice
12:30 PM - 2:00 PM
$48
4 - 6 min

~

Directions

DePaul Art Museum
Collection spanning historical & contemporary art.
2:00 PM - 3:30 PM
Free
18 - 22 min

~

Directions

Swedish American Museum
Celebrating Nordic culture & history with various programs including exhibits, tours & a kids' area.
4:00 PM - 5:30 PM
Free
2 - 3 min

~

Directions

Taste of Lebenon Restaurant
7:00 PM - 8:30 PM
$40
Day 6Pancakes, Parks, and Architectural Wonders
+

$110

·

$ 5

Hyatt Regency Chicago

Depart from your stay 🏨

6 - 9 min

~

Directions

Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
$22
5 - 8 min

~

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
2 - 3 min

~

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
7 - 10 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.
1:00 PM - 2:30 PM
$40
6 - 9 min

~

Directions

Pritzker Military Museum & Library
Collection of artifacts, films & books on US military history, housed in an ornate 1912 building.
2:30 PM - 4:00 PM
Free
4 - 5 min

~

Directions

Sullivan Center
Landmark 1890s department store with a groundbreaking steel-framed design & ornamental ironwork.
4:30 PM - 5:30 PM
Free
6 - 9 min

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Directions

Monadnock Building
Built in 1893, this notable site was at the time the largest office building in the world.
6:00 PM - 7:00 PM
Free
6 - 9 min

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Directions

Cafecito
7:30 PM - 9:00 PM
$48
Day 7Eggs, Museums, and Broadcast History
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$174

·

$ 20

Hyatt Regency Chicago

Depart from your stay 🏨

8 - 12 min

~

Directions

Egg Harbor Cafe
7:30 AM - 8:30 AM
$18
7 - 10 min

~

Directions

Chicago Architecture Center
Nonprofit promoting the city's built environment through tours, exhibitions & events.
9:00 AM - 10:30 AM
$38
8 - 11 min

~

Directions

Museum of Broadcast Communications
Thousands of historic radio & TV programs plus commercials comprise this 4-floor museum.
11:00 AM - 12:30 PM
Free
12 - 15 min

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Directions

Small Cheval
1:00 PM - 2:30 PM
$34
8 - 12 min

~

Directions

Chicago History Museum
Photos, artifacts, newsreels & dioramas bring to life historical events, architecture & culture.
2:30 PM - 4:30 PM
$50
30 - 36 min

~

Directions

Block Museum of Art, Northwestern University
Galleries of rotating fine-art exhibits, a diverse permanent collection, films & cultural programs.
5:00 PM - 6:30 PM
Free
7 - 9 min

~

Directions

Bennison's Bakery
7:00 PM - 8:30 PM
$34
Day 8Cafes, Museums, and Contemporary Art
+

$198

·

$ 10

Hyatt Regency Chicago

Depart from your stay 🏨

14 - 17 min

~

Directions

3rd Coast Cafe & Wine Bar
The oldest café in the Gold Coast will surprise you with culinary delights. We are proud to source locally. Locals love the options of breakfast all day, a nightly changing dinner menu. We offer selected boutique wines, hand crafted beers and full bar.
7:30 AM - 8:30 AM
$30
5 - 8 min

~

Directions

Charnley-Persky House Museum
Important example of early modern architecture from 1892 by Louis Sullivan & Frank Lloyd Wright.
9:00 AM - 10:00 AM
Free
12 - 17 min

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Directions

Newberry Library
Research library in a stately five-story granite building from 1893, with rare books & manuscripts.
10:30 AM - 12:00 PM
Free
6 - 9 min

~

Directions

Doc B's Fresh Kitchen
12:30 PM - 2:00 PM
$36
7 - 10 min

~

Directions

Chicago Sports Museum
Interactive exhibits, artifacts & memorabilia help tell the story of the city's rich sports history.
2:00 PM - 3:30 PM
$50
4 - 6 min

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Directions

Museum Of Contemporary Art Chicago
Downtown museum showcasing post-World War II paintings, sculptures, photos, videos & performances.
4:00 PM - 5:30 PM
$38
8 - 10 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.
6:00 PM - 7:00 PM
Free
4 - 5 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.
7:30 PM - 9:00 PM
$44
Day 9Burgers, Museums, and River Views
+

$163

·

$ 15

Hyatt Regency Chicago

Depart from your stay 🏨

11 - 14 min

~

Directions

Dmk
7:30 AM - 8:30 AM
$24
11 - 16 min

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Directions

Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
9:00 AM - 12:00 PM
$63
12 - 15 min

~

Directions

McCormick Bridgehouse & Chicago River Museum
Exhibits on the city's river & movable bridges & their significance to the city.
12:30 PM - 1:30 PM
Free
10 - 12 min

~

Directions

Cafecito
2:00 PM - 3:30 PM
$42
4 - 6 min

~

Directions

City Gallery in the Historic Water Tower
Chicago-focused gallery, specializing in photos, inside a 19th-century Gothic limestone landmark.
3:30 PM - 4:30 PM
Free
6 - 9 min

~

Directions

Do-Rite Donuts & Chicken
7:00 PM - 8:30 PM
$34
Day 10Brunch, Astronomy, and Museums
+

$320

·

$ 20

Hyatt Regency Chicago

Depart from your stay 🏨

11 - 14 min

~

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
7:30 AM - 8:30 AM
$26
7 - 9 min

~

Directions

Adler Planetarium
Interactive exhibits & high-tech sky shows entertain stargazers, lakefront views are a bonus.
9:00 AM - 12:00 PM
$88
8 - 10 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.
12:30 PM - 2:00 PM
$36
16 - 23 min

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Directions

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
2:00 PM - 5:00 PM
$100
10 - 12 min

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Directions

American Writers Museum
Modern literary center with immersive displays on famed writers like Emily Dickinson & Jack Kerouac.
5:30 PM - 7:00 PM
$30
1 - 2 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
7:30 PM - 9:00 PM
$40

Budget breakdown: $1883 In total

Activities & Food:$1688
Transport:$195