Chicago, USA 7 Day Itinerary

July 8, 2024

7-Day Itinerary for Exploring Chicago, USA 🌇🐘

Arrive at O’Hare International Airport (ORD) or Midway International Airport (MDW). You can take a taxi, Uber/Lyft, or the CTA ‘L’ train to your hotel.
Check-in at one of Chicago’s iconic hotels such as The Drake Hotel (high-end), The Palmer House Hilton (mid-range) or Hosteling International - Chicago (budget).
Evening Stroll: Walk along the Magnificent Mile, a vibrant commercial and residential district featuring world-class shops, restaurants, hotels, museums, and the iconic Water Tower.

Morning: Visit Millennium Park, Cloud Gate (The Bean), and Buckingham Fountain. Grab breakfast at the famous Lou Malnati’s Pizzeria.
Afternoon: Take a Chicago Architecture River Cruise to learn about the city’s landmarks. Don’t forget to check out Navy Pier, which offers various attractions such as the Centennial Wheel and the Chicago Shakespeare Theater.
Dinner: Dine at Girl & The Goat for innovative Midwestern small plates.

Morning: Visit the Art Institute of Chicago, home to thousands of works from famous artists like Monet and van Gogh.
Afternoon: Stroll through Lincoln Park, home to the Lincoln Park Zoo (free admission!) and the iconic Lincoln Statue. Grab lunch at Kuma’s Corner for some delicious craft burgers.
Evening: Explore the vibrant neighborhood of Wrigleyville and catch a Cubs game if it’s the season!

Morning: Head to Andersonville, an historic neighborhood known for its vintage shops, restaurants, and Scandinavian heritage. Grab breakfast at Kopi Cat Cafe & Roastery, a cat cafe with delicious coffee!
Afternoon: Visit Wicker Park and Bucktown, trendy neighborhoods filled with unique boutiques, bars, and eateries. Check out the Wicker Park Mural Wall for a great photo opportunity.
Dinner: Dine at Girl & The Vine in Wicker Park for upscale American cuisine.

Morning: Spend the day at the Shedd Aquarium, one of the largest indoor aquariums in the world. Don’t miss the Caribbean Reef exhibit and the Waters of the World show!
Afternoon: Explore The Field Museum or the Museum of Science and Industry, both offering fascinating exhibits for all ages.
Evening: Head to Willis Tower (formerly Sears Tower) and visit the Skydeck to see the breathtaking views of the city from 103 floors up! For dinner, try The Purple Penguin for a casual meal with great views of the tower.

Morning: Rent a bike and cycle along the scenic Lakefront Trail from Oak Street Beach to North Avenue Beach, taking in stunning views of Lake Michigan and the city skyline.
Afternoon: Spend the afternoon at Navy Pier, exploring attractions such as the Centennial Wheel, Chicago Children’s Museum, or the Smith Museum of Stained Glass Windows. Have lunch at Gibson’s Italia at Navy Pier for delicious Italian cuisine with a view.
Evening: Catch a comedy show at The Second City, one of the world’s premier comedy clubs, or enjoy a drink at the rooftop bar at Cindy’s (located in the Chicago Athletic Association Hotel).

Morning: Spend your last hours exploring any areas you missed or revisiting your favorite spots. Grab breakfast at Ann Sather’s Bakery for a sweet farewell to the Windy City!
Departure: Head to O’Hare International Airport (ORD) or Midway International Airport (MDW) for your journey home, carrying with you fond memories of Chicago! 💕🌇