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

Start your day with a hearty breakfast at State and Lake Chicago Tavern. Then, skip the line and enjoy the panoramic views from the 360 Chicago Observation Deck with your skip-the-line ticket.

For lunch, head to FireLake Grill House and Cocktail Bar in the heart of downtown. Afterward, immerse yourself in the world of science at the Museum of Science and Industry, where you can explore interactive exhibits and historic artifacts.

Enjoy a sophisticated dinner at Lockwood Restaurant & Bar, followed by a stroll along the prestigious The Magnificent Mile for some evening shopping and entertainment.

Grab a quick breakfast at The Green Door Tavern before heading to the Navy Pier for a fun-filled morning. Use your express ticket to enjoy the rides and the stunning views from the Navy Pier Centennial Wheel.

For lunch, visit Sweetwater Tavern & Grille at Michigan Plaza, and then continue your day with a visit to the Shedd Aquarium, where you can explore the amazing underwater world.

Dine at Bar Louie - Printers Row, known for its vibrant atmosphere and signature cocktails. Afterward, take a relaxing walk along the lakefront and enjoy the cool breeze.

Start your day with a visit to the world-renowned Art Institute of Chicago, using your fast-pass ticket to explore the impressive art collections. For breakfast, enjoy the classic ambiance of Miller's Pub.

Have a leisurely lunch at Old Town Pour House in the historic Old Town neighborhood. Afterward, take a guided walking tour to discover the city's fascinating history on the Chicago Gangsters and Ghosts Guided Walking Tour.

Experience the vibrant nightlife of Chicago with dinner at Gilt Bar, followed by live music or a comedy show at a local venue such as The Second City or Kingston Mines.

Enjoy a delicious breakfast at Plymouth Restaurant & Rooftop Bar with a view of the city. Then, take a guided food walking tour to sample a variety of dishes and learn about the city's culinary scene on the Chicago Ultimate Food Walking Tour with Tastings.

After the tour, visit the historic Wrigley Building and the nearby Tribune Tower to admire their architectural significance. For lunch, indulge in the gourmet offerings at Bar Siena.

Conclude your Chicago journey with a memorable dinner at House of Blues Restaurant & Bar, where you can enjoy great food and live music. For a final panoramic view of the city, use your skip-the-line ticket to visit the Skydeck Chicago at Willis Tower (Sears Tower) and step out onto the famous glass ledge.