AirHint found the following cheapest return flights from Calgary (YYC) to Boston (BOS) in October 2025 (see full year).

Return flights

19 Oct - 24 Oct	WestJet	direct
06 Oct - 11 Oct	WestJet	direct
06 Oct - 20 Oct	WestJet	direct
13 Oct - 20 Oct	WestJet	direct
17 Oct - 20 Oct	WestJet	direct
17 Oct - 24 Oct	WestJet	direct
08 Oct - 22 Oct	Air Canada
15 Oct - 22 Oct	Air Canada
17 Oct - 22 Oct	Air Canada
25 Oct - 30 Oct	Air Canada
21 Oct - 04 Nov	Air Canada
25 Oct - 04 Nov	Air Canada
22 Oct - 01 Nov	United
22 Oct - 05 Nov	United
24 Oct - 01 Nov	United
25 Oct - 01 Nov	United
25 Oct - 08 Nov	United
27 Oct - 01 Nov	United
27 Oct - 04 Nov	United
28 Oct - 04 Nov	United

Also check the deals for one-way flights from Calgary to Boston in October.

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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Cheapest return flights from Calgary to Boston in October from 118€

Return flights