Cheapest one-way flights from Chicago to Calgary in October from $103

Best time to book flights for Chicago (ORD) to Calgary (YYC) flights at AirHint

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

One-Way flights

14 Oct Delta
18 Oct Delta
15 Oct Delta
12 Oct WestJet direct
06 Oct Delta
04 Oct Delta
05 Oct Delta
18 Oct Air Canada direct
15 Oct Air Canada direct
06 Oct Air Canada direct

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

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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