Famous buildings
Parks
Museums and cultural sites
Chicago Food
Sports
100

This skyscraper features a unique X-braced exterior design and is home to the 360 CHICAGO Observation Deck, where visitors can enjoy panoramic views of Lake Michigan and the city skyline.

John Hancock Center

100

Description: This modern urban park is home to the famous Cloud Gate sculpture, also known as "The Bean," as well as the Jay Pritzker Pavilion, Crown Fountain, and Lurie Garden. It is a popular destination for locals and tourists alike, offering art, music, and green space in the heart of downtown Chicago.

Millennium Park

100

Description: Situated along Lake Michigan, this popular aquarium features a diverse array of life from around the world, including dolphins, beluga whales, sharks, and tropical fish.

Shedd Aquarium

100

Description: This iconic food features a thick crust that rises up the sides of a deep-dish pan, filled with layers of cheese, toppings, and chunky tomato sauce. It's known for its hearty and filling texture, with a crust that's more similar to a pie than a traditional pizza.

Chicago-style Deep Dish Pizza

100

Description: This NFL football team is one of the founding members of the league and has a storied history, including winning the Super Bowl in 1985 with the famous "Super Bowl Shuffle" team.

Chicago Bears

200

Description: Built in 1869, this historic water tower is one of the few buildings to survive the Great Chicago Fire of 1871. It is made of yellow Joliet limestone and now serves as a symbol of resilience and survival for the city.

Chicago Water Tower

200

Description: One of the largest parks in Chicago, this historic park features a zoo, nature museum, conservatory, and miles of walking and biking paths. It offers picturesque views of Lake Michigan and is home to diverse wildlife.

Lincoln Park

200

Description: This renowned museum is home to a vast collection of artworks spanning thousands of years and diverse cultures.

The Art Institute of Chicago

200

Description: A Chicago-style food is a steamed or boiled, all-beef served on a poppy seed bun and topped with yellow mustard, chopped onions, bright green sweet pickle relish, a dill pickle spear, tomato slices, sport peppers, and a sprinkle of celery salt.

Chicago-style Hot Dog

200

Description: This MLB baseball team is known for its loyal fan base and historic ballpark, Wrigley Field. The Cubs ended their famous championship drought by winning the World Series in 2016, ending a 108-year wait.

Chicago Cubs

300

Description: This luxury skyscraper, situated along the Chicago River, is known for its sleek design and distinctive profile. It offers upscale accommodations, dining options, and panoramic views of the city.

Trump International Hotel and Tower

300

Description: Located in downtown Chicago, this family-friendly park features playgrounds, climbing structures, an ice skating ribbon, and a mini-golf course. It offers panoramic views of the city skyline and Lake Michigan.

Maggie Daley Park

300

Description: This museum preserves and shares the history of Chicago and its people through exhibitions, artifacts, photographs, and interactive displays. It covers a wide range of topics including the city's growth and development, notable events and figures, and cultural heritage.

Chicago History Museum

300

Description: This sandwich features thinly sliced, seasoned roast beef served on an Italian-style roll or French bread, often dipped in the meat juices for extra flavor. It's typically topped with giardiniera (pickled vegetables) or sweet peppers.

Italian Beef Sandwich

300

Description: This MLB baseball team won the World Series in 2005, breaking an 88-year championship drought. They play their home games at Guaranteed Rate Field on the city's South Side.

Chicago White Sox

400

Description: This neo-Gothic skyscraper, located along Michigan Avenue, is famous for its facade adorned with stones from famous landmarks around the world. It has been the headquarters of the Chicago Tribune newspaper since its completion in 1925.

The Tribune Tower

400

Description: Situated on a man-made peninsula along Lake Michigan, this scenic park offers walking trails, fishing areas, and panoramic views of the Chicago skyline. It is home to diverse wildlife habitats and hosts outdoor concerts and events during the summer months.

Northerly Island Park

400

Description: This NBA basketball team is one of the most successful franchises in the league's history, winning six championships in the 1990s with legendary players like Michael Jordan and Scottie Pippen.

Chicago Bulls