Cheap Flights From Calgary, Alberta, Canada (YYC) To Chicago, Illinois (CHI) - No Deals

Flight from Calgary to Chicago (YYC-ORD)

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Price From/To Depart/Return Airline
$499 Flight from Calgary to O'Hare (YYC-ORD) Fri, May 9 - Mon, May 12 Delta Air Lines
There are approximately 124 flights covering the route from Calgary International Airport in Calgary to O'Hare International Airport in Chicago, provided by as many as 8 airlines.

The following airlines sometimes offer nonstop cheap flights from Calgary to Chicago:

Transwest Air

As an alternative to flying from Calgary, you may also want to try searching for cheap flights from Cranbrook (YXC).