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Chicago skyscrapers with water below at during sunset.
chicago, illinois

Visit Chicago

The Bulls, the Bears, deep-dish pizza, Shedd Aquarium and The Magnificent Mile. There’s so much to do and see in Chicago, you could never do it in a day. Don’t just breeze through. Plan your next long weekend in this amazing city now.

Flight/Hotel/Car

Save on flights, rooms and car rental for this destination and others around the globe.

Activities

Visit LegoLand, take a blues tour or sail out on a romantic river cruise. It's up to you in Chicago.

Digital TourBook

Suggested itineraries, local transportation details, event schedules and more to help you plan a memorable experience.

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vacation with confidence

Purchase travel insurance to protect your trip

No worries. You've got this.

From trip interruption to trip cancellation, emergency medical transportation and more, travel insurance gives you peace of mind — especially if things go wrong before or during your trip.

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