Millennium Park: Take a photo with “The Bean” (Cloud Gate) and enjoy the lush surroundings of this iconic park. Navy Pier: Ride the Centennial Wheel, enjoy the waterfront, and explore shops and restaurants. The Art Institute of Chicago: Visit this world-class museum featuring famous works like Grant Wood’s American Gothic and Georges Seurat’s A Sunday on La Grande Jatte. Skydeck at Willis Tower: Step out onto "The Ledge" for breathtaking views of the city skyline from 1,353 feet in the air. Chicago Riverwalk: Stroll along the river, enjoy cafes, and even rent a kayak for a unique city view. Chicago Architecture Boat Tour: Learn about the city’s rich architectural history while cruising along the Chicago River. Second City: Laugh the night away at this iconic comedy club that launched many famous comedians.
Deep-Dish Pizza: Try a slice from legendary spots like Lou Malnati’s, Giordano’s, or Pequod’s.(Pequod's is our favorite!) Time Out Market: A food hall featuring a curated selection of some of Chicago’s best restaurants, bars, and chefs, all under one roof. Eataly: Explore this Italian marketplace with gourmet groceries, fresh pasta, pizza, gelato, and a rooftop restaurant. Small Cheval: A must-visit spot for one of the best burgers in Chicago, served in a casual, no-frills atmosphere.