River North: Upscale art galleries, shopping, and dining (perfect for an afternoon out). Lincoln Park: Explore the free Lincoln Park Zoo and beautiful lakefront walking trails. Lakeview: Visit the iconic Wrigleyville area to see Wrigley Field, home of the Chicago Cubs. (A personal favorite - We currently live in Lakeview!) Wicker Park: A trendy and vibrant neighborhood known for its eclectic mix of boutique shops, street art, and buzzing nightlife.
Deep Dish Pizza: Try Giordano’s, Lou Malnati’s, or Pequod’s for Chicago’s signature pie. Tavern Style Pizza: Some say the true “Chicago-style” pizza– our favorite is from Pat’s Pizza and Ristorante 😊 Italian Beef Sandwiches and Chicago-style hot dogs: Visit Al’s Beef or Portillo’s for these local favorites. Casual Eats: Check out Au Cheval or Small Cheval (famous burgers) or enjoy patio vibes at our favorite spot, Ranalli’s Lincoln Park (get the chicken tenders!!)
Chicago Riverwalk: Walk or dine along the scenic Chicago River. Architecture Boat Tour: A must-do activity to learn about Chicago’s stunning skyline and history. 360 Chicago Observation Deck: Enjoy breathtaking views and the TILT experience at the John Hancock Building.
The Art Institute of Chicago: Home to world-famous artworks like Nighthawks and A Sunday on La Grande Jatte. Millennium Park: Snap a photo with “The Bean” (Cloud Gate) and enjoy nearby gardens and architecture. Navy Pier: Visit for scenic views of Lake Michigan, shops, and the Centennial Wheel. Skydeck Chicago: Experience the glass ledge at Willis Tower for incredible city views. Field Museum: Meet Sue, the world’s largest T. rex fossil, and explore natural history exhibits.
Grant Park: Known as “Chicago’s Front Yard,” a great spot for a morning walk or jog. Lakefront Trail: Rent a Divvy bike or walk along the 18-mile trail with views of Lake Michigan and several of Chicago’s beaches.
Transportation: Use the "L" train system, buses, or rideshare services like Uber/Lyft. Parking in the city can be expensive and limited. Weather: Chicago weather can vary—check the forecast before your visit!