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Discover the Best of Chicago: 9-Day Itinerary

Roberto Dobson

27 Oct 2023

0

Embark on an unforgettable journey through the vibrant city of Chicago. Explore iconic landmarks like Cloud Gate and Skydeck Chicago, immerse yourself in the beauty of Millennium Park, and indulge in the cultural delights of Grant Park and Buckingham Fountain. Experience the enchanting melodies of the Chicago Symphony Orchestra and marvel at the architectural wonders of the DuSable Bridge. Visit the historic Wrigley Building and enjoy a delightful day at the Lincoln Park Zoo. Stroll along the picturesque Riverwalk, witness the grandeur of The Chicago Theatre, and soak in breathtaking views from 360 CHICAGO. Conclude your adventure with a visit to Navy Pier and the serene Bahá'í House of Worship.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

+

$63

·

$ 15

Wicker Park Inn

Depart from your stay 🏨

18 - 22 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

6 - 8 min

~

Directions

Skydeck Chicago

103rd floor of the Willis Tower with clear observation boxes & views extending to four states.

9:30 AM - 11:00 AM

•

$63

Day 2

+

$0

·

$ 10

Wicker Park Inn

Depart from your stay 🏨

22 - 27 min

~

Directions

Millennium Park

24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.

8:00 AM - 10:00 AM

•

Free

Day 3

+

$0

·

$ 10

Wicker Park Inn

Depart from your stay 🏨

14 - 17 min

~

Directions

Grant Park

312-acre centerpiece of Downtown housing some of the city's busiest attractions.

8:00 AM - 10:00 AM

•

Free

4 - 5 min

~

Directions

Buckingham Fountain

Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.

10:30 AM - 11:30 AM

•

Free

Day 4

+

$75

·

$ 15

Wicker Park Inn

Depart from your stay 🏨

16 - 20 min

~

Directions

Chicago Symphony Orchestra

Built in 1904, music complex that hosts the Chicago Symphony Orchestra & classical & jazz concerts.

8:00 AM - 10:00 AM

•

$75

9 - 11 min

~

Directions

DuSable Bridge

Long-standing drawbridge honoring a founder of Chicago & decorated with sculptures & plaques.

10:30 AM - 11:30 AM

•

Free

Day 5

+

$0

·

$ 15

Wicker Park Inn

Depart from your stay 🏨

16 - 20 min

~

Directions

The Wrigley Building

Beloved 1924 addition to the city skyline, whose clock tower stands 425 ft above street level.

8:00 AM - 9:00 AM

•

Free

14 - 17 min

~

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 6

+

$0

·

$ 10

Wicker Park Inn

Depart from your stay 🏨

22 - 27 min

~

Directions

Riverwalk

Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.

8:00 AM - 10:00 AM

•

Free

Day 7

+

$138

·

$ 15

Wicker Park Inn

Depart from your stay 🏨

17 - 21 min

~

Directions

The Chicago Theatre

French Baroque-style 3,600-seat auditorium showcasing national musical & comedy acts since 1921.

8:00 AM - 10:00 AM

•

$75

11 - 14 min

~

Directions

360 CHICAGO

Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.

10:30 AM - 12:00 PM

•

$63

Day 8

+

$0

·

$ 10

Wicker Park Inn

Depart from your stay 🏨

22 - 27 min

~

Directions

Navy Pier

Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.

8:00 AM - 10:00 AM

•

Free

Day 9

+

$0

·

$ 10

Wicker Park Inn

Depart from your stay 🏨

35 - 42 min

~

Directions

Bahá'í House of Worship

Baha'i temple, one of 8 in the world, featuring a 135-ft white-stone dome completed in 1953.

8:00 AM - 9:30 AM

•

Free

Budget breakdown: $385 In total

Activities & Food:$275

Transport:$110