AirHint found the following cheapest return flights from Winnipeg (YWG) to Cancun (CUN) in May 2026 (see full year).

Return flights

13 May - 05 Jun	WestJet
13 May - 30 May	WestJet
13 May - 03 Jun	WestJet
12 May - 09 Jun	WestJet
05 May - 26 May	WestJet
06 May - 27 May	WestJet
09 May - 23 May	WestJet
02 May - 09 May	WestJet	direct
03 May - 09 May	WestJet
22 May - 26 May	WestJet
12 May - 24 May	WestJet
25 May - 29 May	WestJet
06 May - 31 May	Flair Airlines
19 May - 09 Jun	WestJet
20 May - 16 Jun	Flair Airlines
20 May - 10 Jun	Air Transat
26 May - 08 Jun	Flair Airlines
26 May - 05 Jun	WestJet
27 May - 02 Jun	WestJet

Also check the deals for one-way flights from Winnipeg to Cancun in May.

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 Winnipeg to Cancun in May from $372

Return flights