10 cheap roundtrip flights from Calgary in January to someplace warm

If escaping the cold is on your New Year’s wish list, January has some pretty solid flights to warm destinations out of Calgary, all with roundtrip prices under $500.
From the beaches of Mexico to big city hotspots, we’ve rounded up 10 roundtrip flights under $500 from Calgary you can book this January to escape the cold weather and start the new year off right.
Puerto Escondido

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Cost: $477
When: Jan. 2 to 9, 2026
Airline: WestJet
Loreto

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Cost: $403
When: Jan. 5 to 12, 2026
Airline: WestJet
San José del Cabo

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Cost: $490
When: Jan. 8 to 15, 2026
Airline: WestJet
Tulum

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Cost: $434
When: Jan. 8 to 15, 2026
Airline: WestJet
Belize City

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Cost: $461
When: Jan. 10 to 19, 2026
Airline: WestJet
Puerto Vallarta

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Cost: $401
When: Jan. 24 to 31, 2026
Airline: Flair Airlines
If you feel inclined to visit the United States, here are a few options:
Palm Springs

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Cost: $293
When: Jan. 9 to 16, 2026
Airline: Air Canada
Las Vegas

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Cost: $310
When: Jan. 12 to 21, 2026
Airline: Air Canada
Orlando

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Cost: $336
When: Jan. 22 to 29, 2026
Airline: United
Miami

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Cost: $333
When: Jan. 26 to Feb. 4, 2026
Airline: WestJet
How to book these flight deals
- Go to Google Flights
- Enter Calgary (YYC) in the “Explore” tab
- Select the departure and return dates that work best for you, along with the lowest fare. We went with week-long trips in January.
When seeking airfare deals, be sure to search FlightHub. After finding the most appealing cheap flights, try booking them directly through the specific airline to see if even cheaper deals are available.
Safe travels!