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Discover the Best of Chicago in 5 Days

Teresa Hernández Hernández

Teresa Hernández Hernández

24 Oct 2023

Embark on an unforgettable journey through the vibrant city of Chicago. Explore iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich culture of the Windy City.

Day 1
+

$86

·

$ 5

Best Western Grant Park Hotel

Depart from your stay 🏨

6 - 8 min

~

Directions

Centennial Wheel
8:00 AM - 9:00 AM
$50
12 - 18 min

~

Directions

Buckingham Fountain
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
9:30 AM - 10:30 AM
Free
Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
11:00 AM - 2:00 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.
2:30 PM - 4:00 PM
$36
Day 2
+

$124

Best Western Grant Park Hotel

Depart from your stay 🏨

13 - 20 min

~

Directions

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
8:00 AM - 11:00 AM
$100
Grant Park
312-acre centerpiece of Downtown housing some of the city's busiest attractions.
11:30 AM - 1:30 PM
Free
Grant Park Bistro
2:00 PM - 3:30 PM
$24
Day 3
+

$87

·

$ 10

Best Western Grant Park Hotel

Depart from your stay 🏨

16 - 20 min

~

Directions

Smart Museum of Art
Museum specializing in Asian, European, Contemporary & Modern Art, with over 12,000 objects.
8:00 AM - 9:30 AM
Free
6 - 8 min

~

Directions

Ping Tom Memorial Park
Chinatown park on the Chicago River with Chinese-style landscaping, a playground & kayak rentals.
10:00 AM - 11:30 AM
Free
Willis Tower
Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.
12:00 PM - 2:00 PM
$63
Garrett Popcorn Shops
2:30 PM - 4:00 PM
$24
Day 4
+

$99

·

$ 10

Best Western Grant Park Hotel

Depart from your stay 🏨

10 - 12 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
$63
12 - 15 min

~

Directions

The Merchandise Mart
Huge building featuring high-end home design & furniture showrooms, plus a lineup of trade shows.
10:00 AM - 11:00 AM
Free
5 - 8 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
Wildberry Pancakes & Cafe
1:00 PM - 2:30 PM
$36
Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
2:30 PM - 4:30 PM
Free
Day 5
+

$111

·

$ 5

Best Western Grant Park Hotel

Depart from your stay 🏨

6 - 8 min

~

Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
8:00 AM - 9:30 AM
$63
7 - 10 min

~

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 - 6 min

~

Directions

DuSable Bridge
Long-standing drawbridge honoring a founder of Chicago & decorated with sculptures & plaques.
11:30 AM - 12:30 PM
Free
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
1:00 PM - 2:30 PM
$48
Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
2:30 PM - 4:30 PM
Free

Budget breakdown: $536 In total

Activities & Food:$506
Transport:$30