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Discover the Best of Chicago in 4 Days

Oriana Alvarez

Oriana Alvarez

5 Oct 2023

Embark on an unforgettable journey through the vibrant city of Chicago. Explore iconic landmarks, indulge in cultural experiences, and immerse yourself in the city's rich history.

Day 1
+

$63

·

$ 10

Swissotel Chicago

Depart from your stay 🏨

7 - 10 min

~

Directions

Swissotel Chicago
Contemporary lodging with 2 upscale restaurants & a cocktail bar, plus a fitness center.
7:30 AM - 7:30 AM
Free
6 - 9 min

~

Directions

Maggie Daley Park Ice Skating Ribbon
Wide ice-skating track snaking around a rock-climbing facility in a park overlooked by skyscrapers.
8:00 AM - 9:30 AM
Free
11 - 14 min

~

Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
10:00 AM - 12:00 PM
Free
360 CHICAGO
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.
12:30 PM - 2:00 PM
$63
Swissotel Chicago
Contemporary lodging with 2 upscale restaurants & a cocktail bar, plus a fitness center.
7:30 AM - 7:30 AM
Free
Day 2
+

$75

Swissotel Chicago

Depart from your stay 🏨

9 - 14 min

~

Directions

Swissotel Chicago
Contemporary lodging with 2 upscale restaurants & a cocktail bar, plus a fitness center.
7:30 AM - 7:30 AM
Free
8 - 11 min

~

Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
8:00 AM - 9:00 AM
Free
8 - 11 min

~

Directions

The Chicago Theatre
French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.
9:30 AM - 11:30 AM
$75
Riverwalk
Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.
12:00 PM - 2:00 PM
Free
Swissotel Chicago
Contemporary lodging with 2 upscale restaurants & a cocktail bar, plus a fitness center.
7:30 AM - 7:30 AM
Free
Day 3
+

$0

·

$ 10

Swissotel Chicago

Depart from your stay 🏨

10 - 12 min

~

Directions

Swissotel Chicago
Contemporary lodging with 2 upscale restaurants & a cocktail bar, plus a fitness center.
7:30 AM - 7:30 AM
Free
4 - 5 min

~

Directions

Museum Campus
57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.
8:00 AM - 11:00 AM
Free
Crown Fountain
Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.
11:30 AM - 12:30 PM
Free
Swissotel Chicago
Contemporary lodging with 2 upscale restaurants & a cocktail bar, plus a fitness center.
7:30 AM - 7:30 AM
Free
Day 4
+

$225

·

$ 20

Swissotel Chicago

Depart from your stay 🏨

14 - 17 min

~

Directions

Swissotel Chicago
Contemporary lodging with 2 upscale restaurants & a cocktail bar, plus a fitness center.
7:30 AM - 7:30 AM
Free
14 - 17 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
14 - 17 min

~

Directions

Skydeck Chicago
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
11:30 AM - 1:00 PM
$63
WNDR Museum
Multi-sensory, contemporary installations by artists including Yayoi Kusama.
1:30 PM - 3:00 PM
$63
Swissotel Chicago
Contemporary lodging with 2 upscale restaurants & a cocktail bar, plus a fitness center.
7:30 AM - 7:30 AM
Free

Budget breakdown: $403 In total

Activities & Food:$363
Transport:$40