Trip.com
>
Flights
>
Flights to Jamaica
>
Cuba to Jamaica flight

Flying From Cuba to Jamaica: What You Need to Know

Cheapest one-way flight price$218
Cheapest round-trip ticket price$455
Off-season for travelSeptember
Peak season for travelJuly
Popular airlineCayman Airways
Cheapest monthOctober

Compare multiple airlines at once to find the best flight deals from Cuba to Jamaica.

Airlines Flying From Cuba to Jamaica
Cayman Airways logo Cayman Airways

Search Flights From Cuba to Jamaica

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

Looking for affordable flights from Cuba to Jamaica? Check out these great prices for the next 90 days, starting at just $218 for a one-way ticket and $455 for a round-trip.

      • Cheapest nonstop
        Thu, Feb 26
        SCU
        KIN
        |
        Santiago
        Kingston
        Nonstop | InterCaribbean Airways
        Thu, Mar 5
        KIN
        SCU
        |
        Kingston
        Santiago
        Nonstop | InterCaribbean Airways
        $455 $749
        39% off
        39% off
        $749 $455
      • Sat, Feb 28
        HAV
        KIN
        |
        Havana
        Kingston
        1 stop | Cayman Airways
        Sat, Mar 7
        KIN
        HAV
        |
        Kingston
        Havana
        1 stop | Cayman Airways
        $464 $749
        38% off
        38% off
        $749 $464
      • Fri, Mar 6
        HAV
        MBJ
        |
        Havana
        Montego Bay
        1 stop | WestJet
        Thu, Mar 12
        MBJ
        HAV
        |
        Montego Bay
        Havana
        1 stop | Copa Airlines
        $636 $749
        15% off
        15% off
        $749 $636
      • Tue, Feb 10
        HAV
        KIN
        |
        Havana
        Kingston
        1 stop | Normal Airline
        Thu, Feb 12
        KIN
        HAV
        |
        Kingston
        Havana
        Nonstop | Normal Airline
        Find more flights
        Find more flights
      • Cheapest nonstop
        Thu, Mar 19
        SCU
        KIN
        |
        Santiago
        Kingston
        Nonstop | InterCaribbean Airways
        $218 $625
        65% off
        65% off
        $625 $218
      • Mon, Feb 16
        HAV
        KIN
        |
        Havana
        Kingston
        1 stop | WestJet
        $261 $625
        57% off
        57% off
        $625 $261
      • Mon, Mar 9
        HAV
        MBJ
        |
        Havana
        Montego Bay
        1 stop | WestJet
        $297 $625
        52% off
        52% off
        $625 $297
      • Sat, Feb 14
        SNU
        KIN
        |
        Santa Clara
        Kingston
        1 stop | Air Canada
        $394
        37% off
        $625 $394
      • Sat, Feb 21
        VRA
        MBJ
        |
        Varadero
        Montego Bay
        1 stop | WestJet
        $472
        24% off
        $625 $472
      • Thu, Feb 12
        VRA
        KIN
        |
        Varadero
        Kingston
        1 stop | Air Canada
        $531
        15% off
        $625 $531
      • Tue, Feb 10
        HAV
        KIN
        |
        Havana
        Kingston
        1 stop | Normal Airline
        Find more flights
        Find more flights

Displayed flight fares from Havana to Kingston are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

FAQs: Flights From Cuba to Jamaica

  • When is it the cheapest time to fly from Cuba to Jamaica?

    According to our flights calendar over the next 90 days, it seems the cheapest date is on 2026-03-18 for one-way flights.
  • The cheapest round-trip flight from Cuba to Jamaica is on the route from Havana to Kingston, with prices starting at $455 for a round trip between 2026-02-25 and 2026-03-04.
  • The cheapest airline flying to Jamaica from Cuba is InterCaribbean Airways serving the route from Havana to Kingston.
  • Cayman Airways are airlines that fly frequently from Cuba 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.

Trending Searches