Jamaica

$342+ Cheap flights from Trinidad and Tobago to Jamaica

POS — MBJ
Dec 10 — Dec 171
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Cheap flight deals from Trinidad and Tobago to Jamaica

Cheapest flights from Trinidad and Tobago to Jamaica

Sat 11/143:40 am -
1 stop11h 12m
Wed 11/184:50 pm -
Nonstop2h 45m
Deal found 11/9$695
Sat 11/143:40 am -
1 stop11h 12m
Thu 11/192:55 pm -
2 stops6h 20m
Deal found 11/9$712
Sat 11/143:40 am -
1 stop11h 12m
Thu 11/192:58 pm -
1 stop9h 56m
Deal found 11/9$716
Fri 11/133:40 am -
1 stop11h 12m
Thu 11/192:58 pm -
1 stop21h 19m
Deal found 11/9$719
Sat 12/57:45 am -
1 stop5h 10m
Tue 12/82:30 pm -
2 stops6h 25m
Deal found 11/8$721
Mon 12/77:55 am -
Nonstop3h 00m
Mon 12/143:03 pm -
1 stop9h 58m
Deal found 11/9$729
Fri 12/47:55 am -
Nonstop3h 00m
Wed 12/93:03 pm -
1 stop9h 58m
Deal found 11/7$730
Thu 11/267:55 am -
2 stops6h 40m
Wed 12/24:50 pm -
Nonstop2h 45m
Deal found 11/7$731
Sat 11/147:45 am -
1 stop5h 10m
Thu 11/192:55 pm -
2 stops6h 20m
Deal found 11/9$743
Thu 11/127:55 am -
2 stops6h 40m
Sun 11/151:30 pm -
1 stop5h 00m
Deal found 11/5$746
Fri 11/277:55 am -
Nonstop3h 00m
Sun 11/291:30 pm -
1 stop5h 00m
Deal found 11/6$748
Tue 11/247:30 am -
2 stops6h 40m
Tue 12/12:30 pm -
2 stops6h 25m
Deal found 11/6$753

Find flight deals from Trinidad and Tobago to Jamaica

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$712
(Kiwi.com)

One-way from

$342
(Copa Airlines)

Popular in

July

Cheapest in

August

Average price

$1,135

Good round-trip deal

$674 or less
Provider with most accurate pricing for Port of Spain Piarco Intl-Montego Bay Sangster Intl flight deals.
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Montego Bay Sangster Intl flights.
From Trinidad and Tobago to Jamaica
One-way flight from Trinidad and Tobago to Jamaica
High demand for flights, 5% potential price rise
Cheapest flight prices on average. 2% potential price decrease ($30 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Trinidad and Tobago to Jamaica.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Trinidad and Tobago to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Port of SpainKingston

POS Port of Spain Piarco Intl - KIN Kingston Norman Manley

POSKIN

Port of Spain Piarco Intl

Fri 2/19

2:12 pm-1:52 pm

1 stop24h 40m

Kingston Norman Manley

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$342

Port of SpainKingston

POS Port of Spain Piarco Intl - KIN Kingston Norman Manley

POSKIN

Port of Spain Piarco Intl

Sun 1/3

3:26 am-1:53 pm

1 stop11h 27m

Kingston Norman Manley

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$342

Port of SpainKingston

POS Port of Spain Piarco Intl - KIN Kingston Norman Manley

POSKIN

Port of Spain Piarco Intl

Mon 11/30

2:19 pm-1:50 pm

1 stop24h 31m

Kingston Norman Manley

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$342

Port of SpainKingston

POS Port of Spain Piarco Intl - KIN Kingston Norman Manley

POSKIN

Port of Spain Piarco Intl

Wed 5/5

3:39 am-2:06 pm

1 stop11h 27m

Kingston Norman Manley

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$342

Port of SpainKingston

POS Port of Spain Piarco Intl - KIN Kingston Norman Manley

POSKIN

Port of Spain Piarco Intl

Fri 11/27

2:19 pm-1:52 pm

1 stop24h 33m

Kingston Norman Manley

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$342

Port of SpainMontego Bay

POS Port of Spain Piarco Intl - MBJ Montego Bay Sangster Intl

POSMBJ

Port of Spain Piarco Intl

Fri 11/27

4:47 pm-11:52 am

1 stop20h 05m

Montego Bay Sangster Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$548

Port of SpainMontego Bay

POS Port of Spain Piarco Intl - MBJ Montego Bay Sangster Intl

POSMBJ

Port of Spain Piarco Intl

Sat 11/28

4:47 pm-10:12 am

1 stop18h 25m

Montego Bay Sangster Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$610

Port of SpainMontego Bay

POS Port of Spain Piarco Intl - MBJ Montego Bay Sangster Intl

POSMBJ

Port of Spain Piarco Intl

Fri 11/27

8:05 am-11:18 am

3 stops28h 13m

Montego Bay Sangster Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$706

Port of SpainMontego Bay

POS Port of Spain Piarco Intl - MBJ Montego Bay Sangster Intl

POSMBJ

Port of Spain Piarco Intl

Sat 11/28

9:10 am-12:56 pm

2 stops28h 46m

Montego Bay Sangster Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$707

Port of SpainKingston

POS Port of Spain Piarco Intl - KIN Kingston Norman Manley

POSKIN

Port of Spain Piarco Intl

Fri 12/4

2:22 pm-1:50 pm

1 stop24h 28m

Kingston Norman Manley

Wed 12/9

3:03 pm-2:01 am

1 stop9h 58m

$719

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 28 resultsSorted by cheapest first
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Best time to book a flight from Trinidad and Tobago to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Trinidad and Tobago with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Trinidad and Tobago to Jamaica

What is the cheapest month to book a flight from Trinidad and Tobago to Jamaica?

Currently, February is the cheapest month in which you can book a flight from Trinidad and Tobago to Jamaica (average of $523). Flying from Trinidad and Tobago to Jamaica in August is currently the most expensive (average of $865). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TT to JM?

When flying from Trinidad and Tobago to Jamaica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Jamaica

Get a feel of what it's like to fly with Caribbean Airlines,Copa Airlines, andAmerican Airlines from Trinidad and Tobago to Jamaica by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.3

Comfort

7.8

Overall

7.9

Entertainment

6.6

Boarding

8.0

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Crew

8.3

Comfort

7.8

Overall

7.9

Entertainment

6.6

Boarding

8.0

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Crew

8.3

Comfort

7.8

Overall

7.9

Entertainment

6.6

Boarding

8.0

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Crew

8.3

Comfort

7.8

Overall

7.9

Entertainment

6.6

Boarding

8.0

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Related info for your journey

  • How long is the flight from Trinidad and Tobago to Jamaica?

    For as low as $748, Copa Airlines can have you in Jamaica from Trinidad and Tobago in 3h. The distance between Trinidad and Tobago and Jamaica is about 1150 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Trinidad and Tobago to Jamaica that include hotel bookings?

    Yes. In addition to deals on Trinidad and Tobago to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Trinidad and Tobago to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Trinidad and Tobago to Jamaica.

  • Can I find deals for business class flights from Trinidad and Tobago to Jamaica?

    Yes. Cheapflights offers flight deals from Trinidad and Tobago to Jamaica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Trinidad and Tobago to Jamaica?

    Currently, February is the cheapest month in which you can book a flight from Trinidad and Tobago to Jamaica (average of $523). Flying from Trinidad and Tobago to Jamaica in August is currently the most expensive (average of $865). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 3 airlines flying from Trinidad and Tobago to Jamaica

AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$324Average$910FlexibilityNo cancel feeOn-time70%
Caribbean AirlinesCheapest$368Average$730FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$655Average$739FlexibilityNo cancel feeOn-time71%

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