Route 66 Chicago Adventure - 7 Days Itinerary

Begin your day with a visit to the Art Institute of Chicago, one of the oldest and largest art museums in the United States. Its vast collection includes works from every era and region.

Take a walk along the Chicago Riverwalk, where you can enjoy scenic views of the city's architecture. Stop for lunch at Girl & The Goat, a highly-rated restaurant known for its innovative dishes.

Spend your evening exploring Navy Pier, which offers entertainment options ranging from rides to theaters. Dine at Joe's Seafood, Prime Steak & Stone Crab for an exquisite meal.

Visit the historic Field Museum, home to Sue the T-Rex and many other fascinating exhibits. It's an educational start to your day.

Head over to Grant Park for some relaxation amidst greenery. Have lunch at Portillo's Hot Dogs, famous for its Chicago-style hot dogs and Italian beef sandwiches.

Catch a game or concert at the iconic United Center. For dinner afterward, enjoy some fine dining at Gibsons Bar & Steakhouse.

Explore the architectural marvel that is the Rookery Building. Its stunning design by Frank Lloyd Wright is sure to impress.

Visit the bustling shopping district of The Magnificent Mile. Take a break for lunch at Frontera Grill, known for its delicious Mexican cuisine.

End your day with some laughter at a comedy show in Second City. For dinner before or after the show, try one of Chicago's best burgers at Au Cheval.

Start your day with a visit to the Museum of Science and Industry. This museum is one of the largest science museums in the world and offers interactive exhibits that are both fun and educational.

After an engaging morning, head to Lincoln Park & Zoo for a relaxing afternoon. This free zoo is home to a wide variety of animals and is located within a beautiful park. For lunch, enjoy some BBQ at Smoque BBQ, known for its delicious smoked meats.

Spend your evening at the Chicago Theatre, an iconic venue that hosts a variety of performances. For dinner, indulge in some fine dining at Alinea, one of Chicago's most acclaimed restaurants.

Begin your day with a visit to the Shedd Aquarium, one of the largest indoor aquariums in the world. It's home to thousands of aquatic animals from around the globe.

Take a leisurely walk along the Chicago River after your aquarium visit. Stop for lunch at The Purple Pig, which offers Mediterranean-inspired dishes in a vibrant setting.

End your day with breathtaking views from the 360 Chicago Observation Deck (Formerly John Hancock Observatory). For dinner, enjoy some classic American fare at Gibsons Bar & Steakhouse.

Visit the historic Chicago Cultural Center, known for its stunning architecture and free art exhibits. It's a great way to start your final day in Chicago.

Explore the vibrant neighborhood of Chinatown for lunch and cultural immersion. Try some authentic Chinese cuisine at one of the local eateries like MingHin Cuisine or Lao Sze Chuan.

End your trip with a relaxing evening cruise on Lake Michigan. Enjoy stunning views of Chicago's skyline as you reflect on your journey. For dinner before or after the cruise, dine at Girl & The Goat, known for its innovative dishes.