Chicago Adventure 5 Days Itinerary

Begin your second day with a visit to Skydeck Chicago at Willis Tower (Sears Tower). Take the elevator up to the observation deck on the 103rd floor for breathtaking views of the city skyline. The glass ledge is a thrilling experience not to be missed.

After enjoying the views, take a leisurely walk along Chicago Riverwalk. This scenic waterfront path offers beautiful views of the river and city architecture. Stop by one of the many cafes or bars along the way for lunch or a refreshing drink.

For dinner, head over to Avec Restaurant. This Mediterranean-inspired eatery is known for its small plates and communal dining experience. The cozy ambiance makes it an ideal spot for an evening meal.

Start your third day with a visit to Field Museum. Spend your morning exploring this natural history museum's fascinating exhibits, including Sue the T-Rex and ancient Egyptian artifacts.

In the afternoon, head over to Chicago Cultural Center. This stunning building hosts free art exhibitions, concerts, and cultural events. Don't miss its beautiful Tiffany stained-glass dome.

Dine at Bavette's Bar & Boeuf in the evening. This classic steakhouse offers delicious cuts of meat in an old-school setting with dim lighting and vintage decor.

Begin your fourth day with a trip to Shedd Aquarium. Home to thousands of aquatic animals from around the world, it's one of Chicago's top attractions. Plan on spending at least 2-3 hours here.

Afterwards, visit Adler Planetarium located nearby. Explore its interactive exhibits about space science and astronomy while enjoying panoramic views of Lake Michigan.

For dinner tonight, consider dining at one of Chicago's iconic deep-dish pizza places like Lou Malnati's Pizzeria or Giordano's (not listed in wishlist). Enjoy this local specialty as you reflect on your day's adventures.

Kick off your final day in Chicago with a visit to Wrigley Field. Take a guided tour of this historic baseball stadium, home to the Chicago Cubs. Learn about its rich history and get a behind-the-scenes look at one of the oldest ballparks in Major League Baseball.

In the afternoon, head over to 360 Chicago Observation Deck (Formerly John Hancock Observatory). Located on the 94th floor of the John Hancock Center, this observation deck offers stunning 360-degree views of the city and Lake Michigan. Don't miss the TILT experience for an added thrill.

Conclude your trip with dinner at Bavette's Bar & Boeuf. This classic steakhouse offers delicious cuts of meat in an old-school setting with dim lighting and vintage decor. It's the perfect place to enjoy a memorable meal before saying goodbye to Chicago.