Chicago Experience
Photo by Ela108 Garwacka-Goralik on Unsplash
Mike Johnson
Mike Johnson
44 countries

Chicago Experience

Architecture, Deep Dish & The Blues

4 day tripUSA
Chicago
Day 1

Millennium Park & The Loop

Chicago

Discover Chicago's architectural masterpieces and iconic public art, from Cloud Gate to the world-class Art Institute.

Today's Schedule

Cloud Gate (The Bean) & Millennium Park
9:00 AM
Photo by George Bakos on Unsplash

Cloud Gate (The Bean) & Millennium Park

1.5 hours
Art Institute of Chicago
11:00 AM
Photo by Alejo Reinoso on Unsplash

Art Institute of Chicago

3 hours
Deep Dish Pizza at Lou Malnati's or Giordano's
2:30 PM
Photo by Jacob Hamm on Unsplash

Deep Dish Pizza at Lou Malnati's or Giordano's

1.5 hours
Chicago Architecture Center River Cruise
4:30 PM
Photo by Alev Takil on Unsplash

Chicago Architecture Center River Cruise

1.5 hours
Willis Tower Skydeck & The Ledge
6:30 PM
Photo by Alessandro Campi on Unsplash

Willis Tower Skydeck & The Ledge

1.5 hours
Dinner at Girl & The Goat
8:30 PM
Photo by Sorin Basangeac on Unsplash

Dinner at Girl & The Goat

2 hours

Captured Moments

Moment 1
Photo by Nelson Ndongala on Unsplash
Moment 2
Photo by Marius Kriz on Unsplash
Moment 3
Photo by Diane Picchiottino on Unsplash
Local Cuisine
Deep Dish Pizza at Lou Malnati'sChicago-Style Hot DogGarrett Popcorn
Must Visit
Cloud GateArt Institute of ChicagoWillis Tower SkydeckMillennium Park
Day 2

Magnificent Mile & Navy Pier

Chicago

Shop the famous Magnificent Mile, explore Navy Pier, and discover Chicago's vibrant neighborhoods.

Today's Schedule

360 Chicago (John Hancock Observatory) & TILT
9:00 AM
Photo by Sophia Simoes on Unsplash

360 Chicago (John Hancock Observatory) & TILT

1 hour
Magnificent Mile Shopping
10:30 AM
Photo by Ethan Hansen on Unsplash

Magnificent Mile Shopping

2.5 hours
Lunch at Eataly Chicago
1:00 PM

Lunch at Eataly Chicago

1.5 hours
Navy Pier & Centennial Wheel
3:00 PM
Photo by Jp Valery on Unsplash

Navy Pier & Centennial Wheel

2.5 hours
Lakefront Trail Walk or Bike
6:00 PM
Photo by Gennady Zakharin on Unsplash

Lakefront Trail Walk or Bike

1.5 hours
Italian Beef at Portillo's
8:00 PM
Photo by Meg von Haartman on Unsplash

Italian Beef at Portillo's

1 hour
Blues at Kingston Mines or Buddy Guy's Legends
9:30 PM
Photo by Jim Witkowski on Unsplash

Blues at Kingston Mines or Buddy Guy's Legends

2.5 hours

Captured Moments

Moment 1
Photo by Lena Polishko on Unsplash
Moment 2
Photo by litoon dev on Unsplash
Moment 3
Photo by John Maldonado on Unsplash
Local Cuisine
Italian Beef at Portillo'sEataly Fresh PastaSecond City Comedy
Must Visit
Magnificent MileNavy Pier360 ChicagoLakefront Trail
Day 3

Museum Campus & Neighborhoods

Chicago

Explore world-class museums and discover Chicago's diverse neighborhoods from Pilsen's murals to Wicker Park's boutiques.

Today's Schedule

Field Museum of Natural History
9:00 AM
Photo by Dmitry Kropachev on Unsplash

Field Museum of Natural History

3 hours
Lunch in Pilsen (Mexican Cuisine)
12:30 PM

Lunch in Pilsen (Mexican Cuisine)

1.5 hours
National Museum of Mexican Art & Pilsen Murals
2:30 PM
Photo by Annie Spratt on Unsplash

National Museum of Mexican Art & Pilsen Murals

2 hours
Wicker Park & Bucktown Exploration
5:00 PM

Wicker Park & Bucktown Exploration

2 hours
Farewell Dinner at Alinea or Smyth
7:30 PM

Farewell Dinner at Alinea or Smyth

3 hours

Captured Moments

Moment 1
Photo by Marc Snailum on Unsplash
Moment 2
Photo by litoon dev on Unsplash
Moment 3
Photo by Juan Domenech on Unsplash
Local Cuisine
Tacos at Mi TocayaDim Sum in ChinatownJazz at Green Mill Cocktail Lounge
Must Visit
Field MuseumShedd AquariumPilsen MuralsWicker Park

Extend Your Journey

Milwaukee
Photo by Saketh on Unsplash

Milwaukee

1.5h drive from Chicago
Indiana Dunes National Park
Photo by Madison Oren on Unsplash

Indiana Dunes National Park

1h drive from Chicago
Galena Historic Town
Photo by Walter Martin on Unsplash

Galena Historic Town

2.5h drive from Chicago

Frequently Asked Questions about Chicago Experience

Everything you need to know about planning your Chicago Experience trip from TikTok and Instagram content.