Today's drop ·
Cheap flights from Oakland to Montego Bay
$483 round trip right now, 31% under the $696 this route usually costs.
How cheap is this?
Telly prices every departure date six months out on this route, for trips of 2 to 14 nights, and measures each fare against what the route usually costs. The cheapest round trip right now is $483 on Southwest Airlines, 2 stops, against a usual $696. 11% under usual, among this route's lowest.
When to go
The cheapest dates fall in Jan, for trips of 5 nights. Jan in Montego Bay runs around 82°. The dates come picked because a cheap fare only exists on certain days; the exact ones and the booking link are in the app.
Passport required
Montego Bay is outside the US and Canada, so you need a passport. Every flight on Telly leaves the country; that is the whole filter.
Questions about this route
How much is a flight from Oakland to Montego Bay?+
Right now $483 round trip, on Southwest Airlines. The route usually costs $696, so this fare is 31% under. Checked Nov 3, 2026.
When are the cheapest dates to fly to Montego Bay?+
The cheapest dates Telly found are in Jan, for trips of 5 nights. It prices every departure date six months out on this route and keeps only the lowest. The exact dates are in the app.
Do I need a passport to fly from Oakland to Montego Bay?+
Yes. Montego Bay is outside the US and Canada, and every flight on Telly leaves the country, so every one needs a passport.
