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Cheap Flights from Chicago

Finding cheap flights from Chicago with Skyscanner couldn’t be easier, booking your flights from Chicago with Skyscanner is simple, fast and best of all free to use!

Compare cheap flights from Chicago to your any destination by simply clicking on the search box above, selecting Chicago and selecting “everywhere” which will give you a list of countries, airlines and prices both direct and indirect where you can travel from Chicago to. What’s even better is if you are flexible with your dates then Skyscanner will be able to show you the cheapest time to fly from Chicago.

If you’ve found a great price on your flights from Chicago then bookmark Skyscanner and come back to search and book for free on hundreds of airlines and thousands of destinations worldwide.

For the best travel deals in Chicago have a look at Skyscanner Hotels and Skyscanner Car Rental. Skyscanner searches all the best hotel and car rental suppliers to bring you best deals.

Flexible where you fly? Search nearby airports for bigger savings.

Airports near Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.