Our top tips for finding cheap flights to Chicago
Looking for a cheap airfare to Chicago? Our users found cheap flights to Chicago for as low as $52 round-trip! Tampa to Chicago for $52; Dallas to Chicago for $63; Houston to Chicago for $73; New York to Chicago for $79.
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In the United States, airlines that fly regularly to Chicago are: American Airlines, Delta, Spirit, Frontier and United Airlines.
The cheapest month to fly to Chicago is considered February. High season is considered to be June, July and August.
Use our low fare calendar or scroll further down this page to unlock the latest Chicago flight deals.
When planning a trip to Chicago, travelers have two airport options: O’Hare International Airport (ORD) and Midway International Airport (MDW). Both airports provide an easy access to the city. Take the CTA Blue Line from the O’Hare International Airport (ORD) and you’ll be in the city in around 40 minutes. The CTA Orange Line is available at the Midway International Airport and the ride to the downtown will take around 20 minutes.
