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Jamaica

$325+ Cheap flights from Trinidad and Tobago to Jamaica

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MBJ
Jul 29 — Aug 51
Wed 7/29
Wed 8/5
1 adult, Economy
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Cheap flight deals from Trinidad and Tobago to Jamaica

Cheapest flights from Trinidad and Tobago to Jamaica
Explore the most affordable flight options available from Trinidad and Tobago to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 29, 2026.

This Gotogate deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:40 pm
POS
-
KIN
1 stop18h 05m
Caribbean Airlines
Sun 9/271:30 pm
KIN
-
POS
1 stop5h 00m
Caribbean Airlines
Deal found 6/26$586
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:20 pm
POS
-
KIN
1 stop5h 20m
Fly Salone
Sat 10/319:00 am
KIN
-
POS
1 stop6h 30m
Fly Salone
Deal found 6/27$633
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:55 am
POS
-
KIN
Nonstop3h 00m
Multiple Airlines
Sat 10/319:00 am
KIN
-
POS
1 stop6h 30m
Multiple Airlines
Deal found 6/27$667
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:50 am
POS
-
KIN
1 stop11h 04m
Multiple Airlines
Sat 8/299:00 am
KIN
-
POS
1 stop7h 25m
Multiple Airlines
Deal found 6/27$678
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2910:10 am
POS
-
KIN
1 stop7h 30m
Multiple Airlines
Wed 12/24:55 pm
KIN
-
POS
Nonstop2h 45m
Multiple Airlines
Deal found 6/27$679
This Gotogate deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:55 am
POS
-
KIN
Nonstop3h 00m
Caribbean Airlines
Mon 9/214:50 pm
KIN
-
POS
Nonstop2h 45m
Caribbean Airlines
Deal found 6/24$684
This Copa Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:50 am
POS
-
KIN
1 stop11h 04m
Copa Airlines
Mon 9/142:57 pm
KIN
-
POS
1 stop9h 50m
Copa Airlines
Deal found 6/25$686
This Gotogate deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:10 am
POS
-
KIN
2 stops24h 00m
Multiple Airlines
Sun 9/271:30 pm
KIN
-
POS
1 stop5h 00m
Multiple Airlines
Deal found 6/26$693
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/293:49 am
POS
-
KIN
1 stop11h 05m
Copa Airlines
Fri 7/102:56 pm
KIN
-
POS
1 stop9h 50m
Copa Airlines
Deal found 6/27$697
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:20 pm
POS
-
KIN
1 stop5h 20m
Multiple Airlines
Wed 9/304:50 pm
KIN
-
POS
Nonstop2h 45m
Multiple Airlines
Deal found 6/24$700
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:55 am
POS
-
KIN
Nonstop3h 00m
Caribbean Airlines
Wed 9/304:50 pm
KIN
-
POS
Nonstop2h 45m
Caribbean Airlines
Deal found 6/24$701
This United Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:30 am
POS
-
MBJ
2 stops36h 13m
United Airlines
Wed 9/2312:52 pm
MBJ
-
POS
2 stops33h 31m
United Airlines
Deal found 6/29$713

Find flight deals from Trinidad and Tobago to Jamaica

Keep the following information in mind while searching for Trinidad and Tobago to Jamaica flight deals. Data was last updated June 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$586
(Gotogate)

One-way from

$325
(Copa Airlines)

Popular in

September

Cheapest in

January

Average price

$1,469

Good round-trip deal

$756 or less

Good one-way deal

$323 or less
Provider with most accurate pricing for Port of Spain Piarco Intl-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Montego Bay Sangster Intl flights.
Search Deals
From Trinidad and Tobago to Jamaica
Search Deals
One-way flight from Trinidad and Tobago to Jamaica
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($73 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Trinidad and Tobago to Jamaica.
Search Deals
Price to beat on a one-way flight from Trinidad and Tobago to Jamaica.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad and Tobago to Jamaica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 29, 2026.
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 - KIN

POSKIN

Port of Spain Piarco Intl

Mon 8/31

3:50 am-1:54 pm

1 stop11h 04m

Kingston Norman Manley

Mon 9/14

2:57 pm-1:47 am

1 stop9h 50m

$686

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Mon 7/13

3:50 am-1:54 pm

1 stop11h 04m

Kingston Norman Manley

Thu 7/23

2:56 pm-1:46 am

1 stop9h 50m

$686

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Sat 8/22

2:19 pm-1:54 pm

1 stop24h 35m

Kingston Norman Manley

Tue 8/25

2:56 pm-1:17 pm

1 stop21h 21m

$686

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Mon 9/14

2:23 pm-1:54 pm

1 stop24h 31m

Kingston Norman Manley

Mon 9/21

2:57 pm-1:47 am

1 stop9h 50m

$686

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Wed 8/12

2:19 pm-1:54 pm

1 stop24h 35m

Kingston Norman Manley

Thu 8/20

2:56 pm-1:17 pm

1 stop21h 21m

$686

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Thu 10/15

3:50 am-1:58 pm

1 stop11h 08m

Kingston Norman Manley

Tue 10/20

2:57 pm-1:47 am

1 stop9h 50m

$686

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Fri 7/31

2:19 pm-1:54 pm

1 stop24h 35m

Kingston Norman Manley

Thu 8/6

2:56 pm-1:17 pm

1 stop21h 21m

$686

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Mon 7/27

2:19 pm-1:54 pm

1 stop24h 35m

Kingston Norman Manley

Mon 8/3

2:56 pm-1:17 pm

1 stop21h 21m

$686

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Thu 9/17

12:30 am-11:43 am

2 stops36h 13m

Montego Bay Sangster Intl

Wed 9/23

12:52 pm-11:23 pm

2 stops33h 31m

$713

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Wed 12/2

1:30 am-2:29 pm

2 stops37h 59m

Montego Bay Sangster Intl

Tue 12/8

3:36 pm-12:23 am

2 stops31h 47m

$830

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/27

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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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, September is the cheapest month in which you can book a flight from Trinidad and Tobago to Jamaica (average of $259). Flying from Trinidad and Tobago to Jamaica in November is currently the most expensive (average of $548). 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?

Find hourly flight availability from Trinidad and Tobago to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 29, 2026.

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.

How far ahead should I book a flight from Trinidad and Tobago to Jamaica?

To ensure you get the cheapest price possible for a flight from Trinidad and Tobago to Jamaica, you should look to book at least 63 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Jamaica. Reviews last updated June 29, 2026.
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.
Caribbean Airlines
7.9
Good
231 reviews

Comfort

7.8

Overall

7.9

Entertainment

6.7

Boarding

8.0

Crew

8.3

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
Caribbean Airlines
7.9
Good
231 reviews
Caribbean Airlines
7.9
Good
231 reviews

Comfort

7.8

Overall

7.9

Entertainment

6.7

Boarding

8.0

Crew

8.3

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
Copa Airlines
7.6
Good
1,566 reviews
Caribbean Airlines
7.9
Good
231 reviews

Comfort

7.8

Overall

7.9

Entertainment

6.7

Boarding

8.0

Crew

8.3

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
American Airlines
7.1
Good
11,770 reviews
Caribbean Airlines
7.9
Good
231 reviews

Comfort

7.8

Overall

7.9

Entertainment

6.7

Boarding

8.0

Crew

8.3

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

Find useful and relevant information for your journey from Trinidad and Tobago to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For as low as $686, Copa Airlines can have you in Jamaica from Trinidad and Tobago in 11h 04m. 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, September is the cheapest month in which you can book a flight from Trinidad and Tobago to Jamaica (average of $259). Flying from Trinidad and Tobago to Jamaica in November is currently the most expensive (average of $548). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 3 airlines flying from Trinidad and Tobago to Jamaica

Discover the top 3 airlines that operate flights from Trinidad and Tobago to Jamaica. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$324Average$952FlexibilityNo cancel feeOn-time70%
Caribbean AirlinesCheapest$368Average$661FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$623Average$698FlexibilityNo cancel feeOn-time71%

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