Cheapest one-way flights from Chicago to Calgary in September from $57

AirHint found the following cheapest one-way flights from Chicago (ORD) to Calgary (YYC) in September 2025 (see full year).

One-Way flights

30 Sep WestJet direct
23 Sep WestJet direct
26 Sep WestJet direct
19 Sep Frontier Airlines
20 Sep Frontier Airlines
17 Sep Delta
19 Sep WestJet direct
16 Sep Alaska Airlines
16 Sep United direct
20 Sep American Airlines direct

Also check the deals for return flights from Chicago to Calgary in September.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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