Start off your trip by exploring the iconic Millennium Park, home to the famous "Bean" sculpture and the Jay Pritzker Pavilion. Afterwards, stroll down the Magnificent Mile, a street known for its luxury shopping and impressive architecture.
Spend the morning admiring the incredible collection at the Art Institute of Chicago, featuring works by Van Gogh, Monet, and Seurat. In the afternoon, head to Navy Pier for stunning views of Lake Michigan and enjoy the amusement park rides and entertainment.
Experience breathtaking views of Chicago from the Willis Tower Skydeck, standing 110 stories tall. Afterward, take a stroll down the River Walk for picturesque views of the city's architecture and enjoy some outdoor dining and live music.
Visit the legendary Wrigley Field, home of the Chicago Cubs, for a tour of the stadium and to learn about its rich history. Afterward, head over to Lincoln Park Zoo, one of the oldest zoos in the country, to see a variety of animals and enjoy the beautiful park setting.
Chicago has excellent public transportation options, including the "L" train system and buses. Taxis and ride-sharing services are also widely available. A 3-day unlimited ride "Ventra" pass for the CTA costs $20, while a 7-day pass is $28. It's recommended to avoid driving in the city due to high traffic and expensive parking costs.
If you have more time, consider taking a day trip to explore the nearby suburb of Oak Park, home to many Frank Lloyd Wright buildings. For a unique dining experience, try a Chicago-style hot dog or deep-dish pizza. If you have less time, prioritize the top attractions and consider shortening the amount of time spent at each location.
Chicago has two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). O'Hare is located 17 miles northwest of Downtown Chicago, while Midway is located 10 miles southwest. Both airports offer numerous transportation options, including taxis, ride-sharing services, and public transportation.