Roam AroundAI Travel Planner

Morning. Start your day with a visit to the Skydeck Chicago at Willis Tower (Sears Tower) [1215], one of the tallest buildings in the Western Hemisphere, for panoramic views of the city skyline and Lake Michigan. Walk along the Chicago River [1219] and admire the architecture of some of the city's most famous buildings.

Afternoon. Head to Navy Pier [1214], a waterfront destination that features a variety of shops, restaurants, and entertainment options, including a Ferris wheel and a Shakespeare theater. Afterward, explore the Magnificent Mile [3871], a stretch of Michigan Avenue that is home to some of the city's most upscale shops and restaurants.

Evening. Take a stroll along the Chicago Riverwalk [20620], a scenic promenade that features public art, outdoor dining, and riverboat tours. End your night with dinner at the River Roast, a restaurant located on the river that specializes in roasted meats and seafood.

Morning. Visit Millennium Park [1212], a public park in the heart of downtown that features the famous Cloud Gate sculpture (also known as "The Bean"), as well as a variety of gardens, fountains, and public art installations. Afterward, take a walk through the historic Wrigley Building [17715] and the Tribune Tower [19261], both of which offer stunning views of the city skyline.

Afternoon. Explore the Art Institute of Chicago [3877], one of the oldest and largest art museums in the United States, which houses a vast collection of art and artifacts from around the world. Afterward, head to Marina City [26036], a unique residential complex that features two cylindrical towers and a marina on the Chicago River.

Evening. Catch a show at the Chicago Theatre [17713], a historic venue that has hosted some of the biggest names in entertainment since it opened in 1921.

Morning. Visit the Shedd Aquarium [1210], one of the largest indoor aquariums in the world, which features a variety of marine life from around the globe. Afterward, take a stroll through Grant Park [1207], a 319-acre park that is home to a variety of sculptures, fountains, and gardens.

Afternoon. Explore the Field Museum [1206], a natural history museum that houses a vast collection of artifacts, including Sue, the largest and most complete T. rex skeleton ever discovered. Afterward, head to the Adler Planetarium [1209], a museum and research institution that focuses on astronomy and astrophysics.

Evening. Take a tour of Soldier Field [6901], a historic stadium that has been home to the Chicago Bears since 1971. End your night with a visit to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) [1208], where you can enjoy stunning views of the city skyline and Lake Michigan.

Morning. Visit Wrigley Field [1216], home to the Chicago Cubs and one of the oldest ballparks in Major League Baseball. Afterward, take a walk through Lincoln Park & Zoo [1211], a 1,200-acre park that is home to a variety of animals and gardens.

Afternoon. Head to the United Center [22646], home to both the Chicago Bulls and the Chicago Blackhawks, for a tour of the stadium and a behind-the-scenes look at how the teams operate. Afterward, visit the Museum of Science and Industry [1213], a museum that explores the intersection of science, technology, and culture.

Evening. Take a stroll through the Chicago Cultural Center [8298], a historic building that hosts a variety of cultural events and exhibitions. End your night with dinner at the Hard Rock Cafe Chicago [20742], a restaurant that celebrates rock and roll history with memorabilia from some of music's biggest stars.

Morning. Visit the Rookery Building [18483], a historic building that is famous for its stunning atrium and ornate metalwork. Afterward, head to Water Tower Place [6902], a shopping center that features a variety of high-end stores and restaurants.

Afternoon. Take a tour of the Palmer House Hilton [28057], a historic hotel that has hosted some of the biggest names in politics, entertainment, and business. Afterward, explore the Chicago Pedway [17712], an underground network of tunnels and walkways that connects many of the city's buildings and attractions.

Evening. Visit the Frederick C. Robie House [18485], a Frank Lloyd Wright-designed home that is considered one of the most important examples of Prairie School architecture. End your night with a visit to the Chicago Picasso (The Picasso) [22645], a famous sculpture that has become one of the city's most iconic landmarks.