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Find Cheap Flights from Orlando (ORL) to Chicago (CHI)

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Book Cheap Flights from Orlando to Chicago

Looking for flights from Orlando (ORL) to Chicago (CHI)? Find affordable air travel deals on CheapOair and save big on air tickets online. Chicago, being the third largest city of the United States is one of the most colorful and vibrant cities in the country. From beautiful buildings, to world class museums, to great eateries and a rollicking nightlife, the city has it all. Chicago is also the ultimate destination for hard core sports and high energy festivals, especially during the months of March through September. Popular Chicago attractions include, the Museum Campus, Sears Tower, Shedd Aquarium and miles of open waterfront. To reach Chicago, CHI from Orlando, ORL you can choose from the top airlines, Spirit Airlines, AirTran Airways and American Airlines for a comfortable and convenient journey. The average time taken by a flight to cover the distance of 987 miles between the two cities is about 2 hours and 50 minutes.

Chicago Travelers' Reviews


Had the best time visiting family! Dallas is always a great time! The food,the people and the adventure options are awesome! - Marisol  Jun 20, 2021

Good place, Warm people

Istanbul was really cool. I liked the airline and airport, its very different than your typical western destination. I saw the Haggia Sophia and went into Asia. It was also cool to hear the daily prayers... surreal to hear them echoing throughout the early morning streets. - Mike  Jun 18, 2021