1. Explore Iconic Landmarks
- Willis Tower Skydeck: Step onto “The Ledge,” a glass box extending from the 103rd floor, for breathtaking views.
- 360 Chicago (John Hancock Center): Enjoy stunning views of the city and Lake Michigan, and try the Tilt experience.
- Cloud Gate (The Bean): A must-see for photos in Millennium Park.
2. Dive into Museums and Cultural Spots
- Art Institute of Chicago: Famous for its collection of impressionist and post-impressionist masterpieces.
- Field Museum: See the iconic T. rex, Sue, and explore natural history exhibits.
- Museum of Science and Industry: Interactive exhibits, a U-505 submarine, and an impressive science showcase.
3. Stroll Around the City
- Navy Pier: Enjoy rides, dining, and seasonal events.
- Chicago Riverwalk: Take a scenic walk or dine along the water.
- Lincoln Park Zoo: A free zoo located in Lincoln Park, perfect for families.
4. Take a Boat Tour
- Architecture River Tour: Learn about Chicago’s world-class architecture while cruising the Chicago River.
- Lake Michigan Cruises: Enjoy the city skyline from the water.
5. Experience Food and Drinks
- Deep-Dish Pizza: Try Chicago-style pizza at Giordano’s, Lou Malnati’s, or Pequod’s.
- Chicago Hot Dogs: A classic taste available at Portillo’s or Superdawg.
- Rooftop Bars: Enjoy views and craft cocktails at spots like Cindy’s or LondonHouse.
6. Enjoy Outdoor Adventures
- Grant Park: Known as “Chicago’s front yard,” it hosts events and is great for leisurely strolls.
- Maggie Daley Park: Features a unique ice-skating ribbon in the winter and climbing walls in the summer.
- Lakefront Trail: A scenic path along Lake Michigan for biking, running, or walking.
7. Catch a Show or Game
- Theatre District: Watch a Broadway show or local production.
- Sports Events: Cheer for the Chicago Cubs (Wrigley Field), Chicago White Sox, Chicago Bears, or Chicago Bulls.
8. Seasonal Highlights
- Winter: Ice skating at Millennium Park or exploring Christkindlmarket.
- Summer: Lollapalooza, Chicago Air and Water Show, and outdoor festivals.
- Fall: Walk through the Morton Arboretum or enjoy fall foliage along the Riverwalk.
9. Visit Neighborhoods
- Wicker Park: Trendy area with boutiques and coffee shops.
- Pilsen: Known for vibrant murals and authentic Mexican food.
- Chinatown: Explore Chinese culture and cuisine.
10. Take Day Trips
- Oak Park: Visit Frank Lloyd Wright’s home and studio.
- Indiana Dunes National Park: Relax on the beach or hike scenic trails.