Fareseeker

Sun flights from Canada

Mexico, the Caribbean and Central America: the cheapest round-trip flight we track to each destination, from Canadian cities.

Hide self-transfer flights Self-transfer: separate tickets, bags rechecked.

Round-trip flights only, in CAD with taxes. One card per destination: the lowest fare we track, its dates and the cheapest month to go. Prices checked less than an hour ago.

Mexico

Caribbean

Cheapest in December
YYC Calgary
MBJ Montego Bay
Dec 7 to Dec 16 9 nights · 2 stops
$746 CAD

This price is a self-transfer (separate tickets, bags rechecked).

All Calgary to Montego Bay fares
Cheapest in October
YYC Calgary
BGI Bridgetown
Oct 29 to Nov 7 9 nights · 2 stops
$1,088 CAD

This price is a self-transfer (separate tickets, bags rechecked).

All Calgary to Bridgetown fares

Central America

Instead of Cuba this winter

Canadian airlines suspended their Cuba flights in 2026. These are the closest swaps for a beach week, at today’s lowest fares:

Questions

Are these all-inclusive packages?

No. These are round-trip flights only, in Canadian dollars with taxes included. Checked bags can cost extra with some airlines. Book the flight, then pick any hotel or resort; a flight-only fare is often cheaper than the same week in a package when you already know where you want to stay.

When is the cheapest time to fly south from Canada?

It depends on the destination, which is why each card shows the cheapest departure month we see right now. As a rule, early December and late January beat the holidays and March break, and in our own data booking four to eight weeks ahead has been about 2% under a route’s usual price.

Can I still fly to Cuba from Canada?

Canadian airlines suspended their Cuba flights in 2026, so we are not tracking Cuban fares while that lasts. Check with the airline before planning a trip. The Dominican Republic, Cancun and Jamaica are the closest swaps for a beach week, with current prices below.