5-Day Chicago Adventure with Iconic Landmarks and Culinary Delights Itinerary

Start your day with a hearty breakfast at Au Cheval, famous for its decadent burgers and a vibrant atmosphere. Afterward, immerse yourself in the world of art at the renowned Art Institute of Chicago, home to a vast collection of masterpieces.

Enjoy a diverse culinary experience at Big Star, known for its tacos and whiskey selection. Post-lunch, take a leisurely walk along the Millennium Park and don't miss the iconic Cloud Gate (The Bean) for some memorable photos.

Dine at The Purple Pig, a popular spot offering a menu of cheese, swine, and wine. Afterward, take a relaxing evening stroll at Navy Pier, where you can enjoy the waterfront, rides, and entertainment.

Enjoy a classic Chicago breakfast at Giordano's, famous for its stuffed deep-dish pizza. Afterward, visit the historic Wrigley Field for a guided tour, immersing yourself in the rich baseball history of the city.

For lunch, head to Portillo's Hot Dogs, a Chicago institution known for its hot dogs and Italian beef sandwiches. Spend your afternoon exploring the fascinating exhibits at the Field Museum, where you can encounter everything from ancient mummies to interactive science displays.

Savor a delightful dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. Cap off the evening with a live performance at the iconic The Chicago Theatre, known for its stunning architecture and entertainment.

Start your day with a breakfast at Little Goat Diner, a cozy spot known for its creative menu and baked goods. After breakfast, take a walk through the vibrant shopping district of The Magnificent Mile, where you can explore a wide range of stores and boutiques.

Enjoy a leisurely lunch at Lula Cafe, a neighborhood favorite with a focus on seasonal and local ingredients. Afterward, visit the Museum of Science and Industry, where you can explore interactive exhibits and learn about the wonders of science and industry.

Dine at Longman & Eagle, a Michelin-starred gastropub known for its innovative menu and extensive whiskey selection. End the evening with a visit to the Skydeck Chicago at Willis Tower (Sears Tower), where you can step out onto The Ledge and experience the thrill of standing 1,353 feet above the city.

Enjoy a breakfast at Kuma's Corner, a rock music-themed burger bar known for its unique and flavorful creations. After breakfast, take a morning stroll through the charming streets of Marina City and the surrounding River North neighborhood.

For lunch, head to Smoque BBQ, where you can indulge in some of the best barbecue in the city. Afterward, explore the vibrant and eclectic neighborhood of Lincoln Park & Zoo, home to the Lincoln Park Zoo and a variety of shops and restaurants.

Dine at Girl & the Goat, an award-winning restaurant known for its bold flavors and lively atmosphere. End your Chicago adventure with a visit to the Soldier Field for a memorable photo opportunity and a final farewell to the city's iconic landmarks.