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Trinidad and Tobago to Jamaica flight

Flying From Trinidad and Tobago to Jamaica: What You Need to Know

Cheapest one-way flight price£251
Cheapest return ticket price£459
Off-season travel monthAugust
Peak season for travelNovember
Popular airlineCaribbean Airlines
Cheapest monthMay

Compare multiple airlines at once to find the best flight deals from Trinidad and Tobago to Jamaica.

Airlines Flying From Trinidad and Tobago to Jamaica
Caribbean Airlines logo Caribbean Airlines

Search Flights From Trinidad and Tobago to Jamaica

Easily compare flights from Trinidad and Tobago to Jamaica and find the cheapest tickets available!

Looking for affordable flights from Trinidad and Tobago to Jamaica? Check out these great prices for the next 90 days, starting at just £251 for a one-way ticket and £459 for a round-trip.

      • Cheapest nonstop
        Tue, Nov 10
        POS
        KIN
        |
        Port Of Spain
        Kingston
        Direct | Caribbean Airlines
        Thu, Nov 12
        KIN
        POS
        |
        Kingston
        Port Of Spain
        Direct | Caribbean Airlines
        £510 £1,067
        52% off
        52% off
        £1,067 £510
      • Wed, Oct 28
        POS
        KIN
        |
        Port Of Spain
        Kingston
        1 stop | Caribbean Airlines
        Fri, Oct 30
        KIN
        POS
        |
        Kingston
        Port Of Spain
        Direct | Caribbean Airlines
        £459 £1,067
        56% off
        56% off
        £1,067 £459
      • Mon, Nov 9
        TAB
        KIN
        |
        Tobago
        Kingston
        1 stop | Caribbean Airlines
        Sat, Nov 14
        KIN
        TAB
        |
        Kingston
        Tobago
        1 stop | Caribbean Airlines
        £566 £1,067
        47% off
        47% off
        £1,067 £566
      • Sat, Nov 7
        POS
        MBJ
        |
        Port Of Spain
        Montego Bay
        1 stop | Caribbean Airlines
        Fri, Nov 13
        MBJ
        POS
        |
        Montego Bay
        Port Of Spain
        1 stop | American Airlines
        £789
        26% off
        £1,067 £789
      • Fri, Oct 16
        POS
        MBJ
        |
        Port Of Spain
        Montego Bay
        1 stop | Normal Airline
        Sun, Oct 18
        MBJ
        POS
        |
        Montego Bay
        Port Of Spain
        Direct | Normal Airline
        Find more flights
        Find more flights
      • Cheapest nonstop
        Mon, Nov 23
        POS
        KIN
        |
        Port Of Spain
        Kingston
        Direct | Caribbean Airlines
        £251 £603
        57% off
        57% off
        £603 £251
      • Thu, Dec 10
        POS
        MBJ
        |
        Port Of Spain
        Montego Bay
        1 stop | Air Canada
        £446 £603
        26% off
        26% off
        £603 £446
      • Fri, Oct 16
        POS
        MBJ
        |
        Port Of Spain
        Montego Bay
        1 stop | Normal Airline
        Find more flights
        Find more flights

Displayed flight fares from Trinidad and Tobago to Jamaica are based on average prices across airlines over the next 3 months, according to the latest Trip.com data.

FAQs: Flights From Trinidad and Tobago to Jamaica

  • When is it the cheapest time to fly from Trinidad and Tobago to Jamaica?

    According to our flights calendar over the next 90 days, it seems the cheapest date is on 2026-11-18 for one-way flights.
  • The cheapest return flight from Trinidad and Tobago to Jamaica is on the route from Port Of Spain to Montego Bay, with prices starting at £438 for a return trip between 2026-10-23 and 2026-10-25.
  • The cheapest airline flying to Jamaica from Trinidad and Tobago is Caribbean Airlines serving the route from Port Of Spain to Montego Bay.
  • Caribbean Airlines are airlines that fly frequently from Trinidad and Tobago to Jamaica. The overall price will vary depending on your destination and travel dates. Budget airlines generally offer lower prices to Australia, but they may have limited baggage allowance, reduced onboard services, and longer commuting times to secondary airports.

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