Direct flights from Calgary to Chicago YYC → ORD

American Airlines, United Airlines and WestJet operate nonstop flights from Calgary (YYC) to Chicago (ORD). The nonstop flight takes around ~2h 47m, covering 1,382 miles (2,224 km). Updated 28 June 2026.

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More nonstops from Calgary

YYC → YLW Kelowna 3 airlines YYC → YVR Vancouver 3 airlines YYC → YYZ Toronto 4 airlines YYC → PVR Puerto Vallarta 3 airlines YYC → YEG Edmonton 3 airlines YYC → YOW Ottawa 3 airlines YYC → YUL Montréal 3 airlines YYC → YWG Winnipeg 3 airlines

Frequently asked questions

Is there a direct flight from Calgary to Chicago?

Yes, American Airlines, United Airlines and 1 more airline operate nonstop flights from Calgary (YYC) to Chicago (ORD).

Which airlines fly direct from Calgary to Chicago?

American Airlines, United Airlines, WestJet operate nonstop flights from Calgary to Chicago.

How long is the flight from Calgary to Chicago?

The nonstop flight from Calgary to Chicago takes ~2h 47m (approximately 2224 km).

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YYC All direct flights from Calgary 🗓 Find cheapest round-trip dates → ORD All direct flights from Chicago ORD → YYC Return: Chicago to Calgary
Cheap direct deals from Calgary — last one was $339 to Los Angeles