Things to Know Before Visiting

Chicago is known for its extreme seasonal weather, with cold, windy winters and warm summers. The best time to visit is from late spring (May–June) to early fall (September–October), when temperatures are pleasant. Winters can be freezing, often with snow and strong winds from Lake Michigan. Summers are lively, with outdoor festivals and lakefront activities. Dressing in layers is key when visiting throughout the year.

Chicago has one of the best public transportation systems in the U.S., making it easy to explore without a car. The CTA trains, known as the “L,” connect major attractions and neighborhoods. Buses and ride-sharing services are also widely available. Walking is a great way to explore downtown and lakefront areas. Traffic can be heavy, so public transport is often the fastest option.

Chicago is famous for its stunning architecture and modern skyline. The city is home to landmarks like Willis Tower and Millennium Park. Architecture river cruises are a popular way to learn about the city’s design history. From historic buildings to contemporary skyscrapers, the city offers a visual treat for visitors. Don’t forget to explore the scenic riverwalk.

Chicago’s food scene is diverse and iconic, especially known for deep-dish pizza and Chicago-style hot dogs. You’ll find everything from street food to fine dining experiences. Neighborhoods offer unique culinary flavors and cultural influences. Tipping is customary, usually around 15–20% in restaurants. Exploring local eateries is a must to truly experience the city’s culture.