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Discover the Best of Chicago in 3 Days

Laura Kretz

3 Nov 2023

0

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.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

+

$192

·

$ 10

Kasa Magnificent Mile Chicago

Depart from your stay 🏨

14 - 17 min

~

Directions

The Picasso

Untitled 50-ft., 160-ton Cor-Ten steel sculpture by artist Pablo Picasso, dedicated in 1967.

8:00 AM - 9:00 AM

•

Free

9 - 14 min

~

Directions

The Art Institute of Chicago

Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.

9:30 AM - 12:30 PM

•

$64

4 - 5 min

~

Directions

The Gage

We invite you to savor our delicious, upscale comfort food, fine wines, boutique beers and whiskeys while enjoying the relaxing ambience of our vintage decor.

1:00 PM - 2:30 PM

•

$72

3 - 4 min

~

Directions

Crown Fountain

Public sculpture with 2 50-ft. LED towers & a reflecting pool, by Catalan artist Jaume Plensa.

2:30 PM - 3:30 PM

•

Free

3 - 4 min

~

Directions

Cloud Gate

Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.

4:00 PM - 5:00 PM

•

Free

7 - 10 min

~

Directions

Jay Pritzker Pavilion

Designed by architect Frank Gehry, this bandshell in Millennium Park hosts various musical events.

5:30 PM - 6:30 PM

•

Free

4 - 5 min

~

Directions

Wildberry Pancakes & Cafe

7:00 PM - 8:30 PM

•

$56

Day 2

+

$201

·

$ 10

Kasa Magnificent Mile Chicago

Depart from your stay 🏨

12 - 17 min

~

Directions

DuSable Bridge

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

8:00 AM - 9:00 AM

•

Free

9 - 14 min

~

Directions

Millennium Park

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

9:30 AM - 11:30 AM

•

Free

11 - 16 min

~

Directions

Buckingham Fountain

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

12:00 PM - 1:00 PM

•

Free

12 - 18 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

1:30 PM - 3:00 PM

•

$56

9 - 14 min

~

Directions

Grant Park

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

3:00 PM - 5:00 PM

•

Free

8 - 10 min

~

Directions

The Chicago Theatre

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

5:30 PM - 7:30 PM

•

$75

4 - 5 min

~

Directions

The Dearborn

Urban American tavern in Chicago's Block 37

8:00 PM - 9:30 PM

•

$70

Day 3

+

$120

·

$ 25

Kasa Magnificent Mile Chicago

Depart from your stay 🏨

10 - 15 min

~

Directions

Tribune Tower

Neo-Gothic skyscraper influenced by Rouen Cathedral & decorated with rocks from world landmarks.

8:00 AM - 9:00 AM

•

Free

5 - 8 min

~

Directions

Riverwalk

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

9:30 AM - 11:30 AM

•

Free

12 - 15 min

~

Directions

Navy Pier

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

12:00 PM - 2:00 PM

•

Free

16 - 20 min

~

Directions

Chicago Pizza & Oven Grinder

2:30 PM - 4:00 PM

•

$64

16 - 23 min

~

Directions

North Avenue Beach

4:00 PM - 6:00 PM

•

Free

41 - 50 min

~

Directions

The Original Pancake House

6:30 PM - 8:00 PM

•

$56

7 - 9 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 PM - 9:30 PM

•

Free

Budget breakdown: $558 In total

Activities & Food:$513

Transport:$45