Day 1
Millennium Park & The Loop
Chicago
1 Night
Discover Chicago's architectural masterpieces and iconic public art, from Cloud Gate to the world-class Art Institute.
Today's Schedule
9:00 AM
Cloud Gate (The Bean) & Millennium Park
1.5 hours
11:00 AM
Art Institute of Chicago
3 hours
2:30 PM
Deep Dish Pizza at Lou Malnati's or Giordano's
1.5 hours
4:30 PM
Chicago Architecture Center River Cruise
1.5 hours
6:30 PM
Willis Tower Skydeck & The Ledge
1.5 hours
8:30 PM
Dinner at Girl & The Goat
2 hours
Captured Moments
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
1 Night
Shop the famous Magnificent Mile, explore Navy Pier, and discover Chicago's vibrant neighborhoods.
Today's Schedule
9:00 AM
360 Chicago (John Hancock Observatory) & TILT
1 hour
10:30 AM
Magnificent Mile Shopping
2.5 hours
1:00 PM
Lunch at Eataly Chicago
1.5 hours
3:00 PM
Navy Pier & Centennial Wheel
2.5 hours
6:00 PM
Lakefront Trail Walk or Bike
1.5 hours
8:00 PM
Italian Beef at Portillo's
1 hour
9:30 PM
Blues at Kingston Mines or Buddy Guy's Legends
2.5 hours
Captured Moments
Local Cuisine
Italian Beef at Portillo'sEataly Fresh PastaSecond City Comedy
Must Visit
Magnificent MileNavy Pier360 ChicagoLakefront Trail
Day 3
Museum Campus & Neighborhoods
Chicago
1 Night
Explore world-class museums and discover Chicago's diverse neighborhoods from Pilsen's murals to Wicker Park's boutiques.
Today's Schedule
9:00 AM
Field Museum of Natural History
3 hours
12:30 PM
Lunch in Pilsen (Mexican Cuisine)
1.5 hours
2:30 PM
National Museum of Mexican Art & Pilsen Murals
2 hours
5:00 PM
Wicker Park & Bucktown Exploration
2 hours
7:30 PM
Farewell Dinner at Alinea or Smyth
3 hours
Captured Moments
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
1.5h drive from Chicago
Indiana Dunes National Park
1h drive from Chicago
Galena Historic Town
2.5h drive from Chicago