AirHint found the following cheapest return flights from Winnipeg (YWG) to Philipsburg (SXM) in December 2025 (see full year).

Return flights

02 Dec - 25 Dec	WestJet
02 Dec - 10 Dec	WestJet
09 Dec - 23 Dec	WestJet
09 Dec - 16 Dec	WestJet
10 Dec - 17 Dec	WestJet
02 Dec - 16 Dec	WestJet
10 Dec - 16 Dec	WestJet
16 Dec - 24 Dec	WestJet
08 Dec - 15 Dec	WestJet
31 Dec - 14 Jan	WestJet
31 Dec - 21 Jan	WestJet
31 Dec - 12 Jan	WestJet
10 Dec - 06 Jan	WestJet
17 Dec - 31 Dec	WestJet
24 Dec - 14 Jan	WestJet
30 Dec - 20 Jan	WestJet
17 Dec - 09 Jan	WestJet
30 Dec - 13 Jan	WestJet
16 Dec - 06 Jan	WestJet
30 Dec - 18 Jan	WestJet

Also check the deals for one-way flights from Winnipeg to Philipsburg in December.

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 Philipsburg in December from 288€

Return flights