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A Week in Chicago: Exploring the Windy City

Elvira Basurto

Elvira Basurto

9 Oct 2023

Embark on a thrilling 7-day adventure in Chicago, IL, United States. Discover iconic landmarks, indulge in delicious cuisine, and immerse yourself in the vibrant culture of the Windy City.

Day 1
+

$52

·

$ 10

515 W Oakdale Ave

Depart from your stay 🏨

17 - 21 min

~

Directions

7:30 AM - 7:30 AM
Free
10 - 15 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
$16
12 - 18 min

~

Directions

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
9:00 AM - 12:00 PM
Free
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
$36
7:30 AM - 7:30 AM
Free
Day 2
+

$154

·

$ 10

515 W Oakdale Ave

Depart from your stay 🏨

18 - 22 min

~

Directions

7:30 AM - 7:30 AM
Free
12 - 17 min

~

Directions

Dmk
7:30 AM - 8:30 AM
$30
15 - 22 min

~

Directions

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
9:00 AM - 12:00 PM
$100
Grant Park Bistro
1:00 PM - 2:30 PM
$24
7:30 AM - 7:30 AM
Free
Day 3
+

$101

·

$ 10

515 W Oakdale Ave

Depart from your stay 🏨

15 - 18 min

~

Directions

7:30 AM - 7:30 AM
Free
8 - 11 min

~

Directions

Osaka Sushi Express & Fresh Fruit Smoothies
7:30 AM - 8:30 AM
$14
9 - 14 min

~

Directions

Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
9:00 AM - 10:00 AM
Free
6 - 9 min

~

Directions

The Art Institute of Chicago
Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.
10:30 AM - 1:30 PM
$63
Garrett Popcorn Shops
2:00 PM - 3:30 PM
$24
7:30 AM - 7:30 AM
Free
Day 4
+

$123

·

$ 15

515 W Oakdale Ave

Depart from your stay 🏨

27 - 33 min

~

Directions

7:30 AM - 7:30 AM
Free
5 - 8 min

~

Directions

Carnitas Uruapan
A Foodie Favorite. We've been serving up the Best Authentic Carnitas in Chicago since 1975!
7:30 AM - 8:30 AM
$24
12 - 15 min

~

Directions

National Museum of Mexican Art
Some 18,000 paintings, photographs, sculptures & more are housed at this art museum.
9:00 AM - 10:30 AM
Free
10 - 15 min

~

Directions

Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
11:00 AM - 1:00 PM
$63
Sweetgreen
Fresh salads, plates + grain bowls available for pickup and delivery every day, made in-house from scratch, using whole produce delivered that morning.
1:30 PM - 3:00 PM
$36
7:30 AM - 7:30 AM
Free
Day 5
+

$68

·

$ 10

515 W Oakdale Ave

Depart from your stay 🏨

16 - 20 min

~

Directions

7:30 AM - 7:30 AM
Free
5 - 8 min

~

Directions

Wildberry Pancakes & Cafe
7:30 AM - 8:30 AM
$20
4 - 5 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
4 - 5 min

~

Directions

Chicago Cultural Center
Free art & shows in an 1897 Beaux-Arts building with vaulted lobby, mosaics & 2 stained-glass domes.
11:30 AM - 12:30 PM
Free
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
$48
7:30 AM - 7:30 AM
Free
Day 6
+

$125

·

$ 15

515 W Oakdale Ave

Depart from your stay 🏨

8 - 10 min

~

Directions

7:30 AM - 7:30 AM
Free
8 - 12 min

~

Directions

Ranalli's Lincoln Park
The Ranalli's family-owned business has been keeping Chicagoans well-fed for over 30 years. Starting on Lincoln Avenue in the 1970s, Ranalli's legendary food and around the world beer list, along with its famous outdoor patio, has become a favorite of both locals and tourists alike.
7:30 AM - 8:30 AM
$22
8 - 10 min

~

Directions

Lincoln Park Zoo
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
9:00 AM - 11:00 AM
Free
7 - 10 min

~

Directions

360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
11:30 AM - 1:00 PM
$63
Doc B's Fresh Kitchen
1:30 PM - 3:00 PM
$40
7:30 AM - 7:30 AM
Free
Day 7
+

$115

·

$ 10

515 W Oakdale Ave

Depart from your stay 🏨

12 - 15 min

~

Directions

7:30 AM - 7:30 AM
Free
9 - 14 min

~

Directions

Kanela Breakfast Club
7:30 AM - 8:30 AM
$18
11 - 16 min

~

Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
9:00 AM - 11:00 AM
$63
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
$34
7:30 AM - 7:30 AM
Free

Budget breakdown: $816 In total

Activities & Food:$736
Transport:$80