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Top Flight Deals to Chicago
From - To
Sample Fares*
From - To
Sample Fares*
New York City
* Travel dates May 26-Jun 25. Fares updated on: 4/18/2021 at 8:31 AM. Fares are round trip. Fares incl. all fuel surcharges, our service fees and taxes. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking.
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Cheap Tickets from Orlando to Chicago

Chicago is one of the prominent cities in the United States. It is the third most populous city in the country behind only New York City and Los Angeles. It is the most densely populated city in the state of Illinois and the entire Midwest region. Travelers from different cities, nationalities, and cultures visit Chicago. Some flock to the city for business while others hit it for leisure. The city has greatly contributed to the culture of the country. Its role in the visual arts, novels, films, theater, comedy, and music is widely known and appreciated. Domestic and international visitors continue to fly to the city in large number. In 2012 alone, 46.37 million travelers visited the city. It has also earned itself the names of Windy City and Second City.

The city is easily accessible from Orlando. It shares a strong air network with Orlando with as many as 13 flights operating service between the city pair.

  • The distance between Orlando and Chicago is 1006 miles
  • It takes about 3 hours on a direct flight to fly from Orlando to Chicago
  • Spirit Airlines, American Airlines, United Airlines, and US Airways offer direct flights between the city pair

Orlando International, Orlando Sanford, and Orlando Executive are three airports that serve the city. However, Chicago has five airports that cater to the flights flying in and out of the city. Passengers who wish to book cheap flights to Chicago can contact one of our travel experts in Fare Buzz. As a Travel Management Company having experience in the domain for more than two decades, we are in a position to offer the best deals to the city. For details, call us at 1.888.808.4123!

Chicago City Guide