Explore the best of Chicago in a packed two-day itinerary. Immerse yourself in art, culture, and stunning architecture while enjoying delicious local cuisine.
Wildberry Pancakes & Cafe
Start your day with a delicious breakfast featuring fluffy pancakes and fresh ingredients.
Art Institute of Chicago
~2 hr 30 minOne of America's greatest art museums anchors Chicago with Impressionist icons, modern masterpieces, and the Thorne Rooms.
Millennium Park
~1 hrChicago's signature downtown park pairs Cloud Gate, Crown Fountain, gardens, and skyline views in one essential stop.
Chicago Cultural Center
~30 minFree public rooms and the Tiffany glass dome make this one of Chicago's most rewarding indoor architecture stops.
Pizzeria Portofino
Enjoy a tasty lunch with a view at this waterfront pizzeria known for its delicious dishes.
Chicago Architecture Center River Cruise
~1 hr 15 minThe definitive Chicago architecture experience turns the river into a moving classroom of skyscrapers and civic ambition.
Skydeck Chicago at Willis Tower
~1 hrThe Ledge glass boxes deliver a classic high-altitude Chicago thrill and a sweeping grid view of the city.
Navy Pier
~1 hr 30 minThe lakefront pier bundles skyline views, boat departures, family attractions, and seasonal fireworks into one easy first-timer stop.
Gino's East
Indulge in Chicago's famous deep-dish pizza at one of the city's beloved pizzerias.
1 more day in this itinerary
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