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

Start your day with a hearty breakfast at Au Cheval, famous for its indulgent burgers and egg dishes. After breakfast, head to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for a morning with breathtaking views of the city.

For lunch, savor the flavors of Italy at Eataly Chicago, a vibrant marketplace with various dining options. Post-lunch, immerse yourself in art at the world-renowned Art Institute of Chicago with a fast-pass ticket.

Dine at The Purple Pig, offering a menu of Mediterranean-inspired small plates. Afterward, enjoy a relaxing evening walk at Millennium Park, where you can admire the famous "Bean" and the park's unique architecture.

Enjoy a breakfast at Lula Cafe, a neighborhood favorite known for its farm-to-table dishes. After breakfast, take a guided walking tour of the Chicago Loop and explore the city's historic and architectural highlights.

Have a delightful lunch at Little Goat Diner, owned by a celebrity chef and offering a diverse menu. Post-lunch, visit the Field Museum to immerse yourself in natural history and cultural exhibitions.

Dine at Girl & the Goat, a must-visit for its innovative and bold flavors. After dinner, take a relaxing evening stroll at Navy Pier and enjoy the entertainment and the stunning views of Lake Michigan.

Start your day with a breakfast at Kuma's Corner, known for its rock music and gourmet burgers. After breakfast, visit the Soldier Field for a tour of the historic stadium and learn about Chicago's sports history.

Enjoy a lunch at Pequod's Pizza, famous for its caramelized crust. Post-lunch, spend your afternoon at the Museum of Science and Industry, exploring its interactive exhibits and scientific wonders.

Indulge in a fine dining experience at RPM Italian, offering modern Italian cuisine. After dinner, take a VIP tour of the The Chicago Theatre and enjoy the evening entertainment at this iconic venue.

Begin your day with a breakfast at Portillo's Hot Dogs, a Chicago institution known for its classic hot dogs and other comfort foods. After breakfast, take a self-guided tour of the vibrant Wicker Park neighborhood, known for its street art, boutiques, and cafes.

For lunch, head to Smoque BBQ and enjoy some of the best barbecue in the city. Afterward, visit the Lincoln Park & Zoo for a relaxing afternoon surrounded by nature and wildlife.

Conclude your Chicago culinary journey with a dinner at Longman & Eagle, a Michelin-starred gastropub known for its innovative menu. After dinner, enjoy the lively atmosphere of Marina City and perhaps catch a live music performance at one of the nearby venues.