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Jamaica

$302+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MBJ
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$603
(American Airlines)

Popular in

April

Cheapest in

November

Average price

$654

Good round-trip deal

$594 or less

Good one-way deal

$309 or less
Provider with most accurate pricing for Port of Spain Piarco Intl-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Montego Bay Sangster Intl flights.
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From Trinidad and Tobago to Jamaica
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Highest demand for flights based on searches. 4% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Trinidad and Tobago to Jamaica.
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Price to beat on a one-way flight from Trinidad and Tobago to Jamaica.
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Find 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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/114:30 pmPOS - MBJ
1 stop21h 09mAmerican Airlines
Wed 11/124:28 pmMBJ - POS
1 stop30h 11mAmerican Airlines
Deal found 10/30$603
This American Airlines deal was found by Cheapflights users on 10/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/114:30 pmPOS - KIN
1 stop30h 43mAmerican Airlines
Thu 11/137:30 amKIN - POS
1 stop39h 09mAmerican Airlines
Deal found 10/28$627
This Gotogate deal was found by Cheapflights users on 10/28. 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.
Wed 10/292:45 pmPOS - KIN
3 stops23h 50mCaribbean Airlines
Wed 11/54:50 pmKIN - POS
Nonstop2h 45mCaribbean Airlines
Deal found 10/28$636
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/37:55 amPOS - KIN
Nonstop3h 00mCaribbean Airlines
Wed 11/54:50 pmKIN - POS
Nonstop2h 45mCaribbean Airlines
Deal found 10/30$639
This Gotogate deal was found by Cheapflights users on 10/28. 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.
Tue 11/257:30 amPOS - KIN
2 stops6h 40mCaribbean Airlines
Tue 12/22:30 pmKIN - POS
3 stops28h 20mCaribbean Airlines
Deal found 10/28$647
This Copa Airlines deal was found by Cheapflights users on 10/30. 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.
Sun 11/163:48 amPOS - KIN
1 stop11h 14mCopa Airlines
Thu 11/203:02 pmKIN - POS
1 stop9h 46mCopa Airlines
Deal found 10/30$652
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/17:19 amPOS - MBJ
1 stop7h 53mAmerican Airlines
Sat 12/62:02 pmMBJ - POS
1 stop8h 57mAmerican Airlines
Deal found 10/30$655
This Booking.com deal was found by Cheapflights users on 10/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/288:15 amPOS - KIN
1 stop28h 40mCaribbean Airlines
Mon 12/14:50 pmKIN - POS
Nonstop2h 45mCaribbean Airlines
Deal found 10/29$667
This CheapOair deal was found by Cheapflights users on 10/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1011:05 amPOS - KIN
2 stops27h 05mCaribbean Airlines
Thu 11/202:55 pmKIN - POS
1 stop23h 10mCaribbean Airlines
Deal found 10/28$679
This CheapOair deal was found by Cheapflights users on 10/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:30 amPOS - KIN
2 stops6h 40mCaribbean Airlines
Thu 11/202:55 pmKIN - POS
1 stop23h 10mCaribbean Airlines
Deal found 10/28$681
This CheapOair deal was found by Cheapflights users on 10/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/177:55 amPOS - KIN
Nonstop3h 00mCaribbean Airlines
Thu 11/202:55 pmKIN - POS
1 stop23h 10mCaribbean Airlines
Deal found 10/28$692
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:00 amPOS - MBJ
1 stop31h 30mAmerican Airlines
Fri 11/711:12 amMBJ - POS
1 stop11h 27mAmerican Airlines
Deal found 10/30$701

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 October 30, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to Jamaica that are best for you.

Fly from

Trinidad and Tobago

Fly to

Jamaica

Route

Depart

Return

Price

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Tue 11/11

4:30 pm-12:39 pm

1 stop21h 09m

Montego Bay Sangster Intl

Wed 11/12

4:28 pm-11:39 pm

1 stop30h 11m

$603

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Mon 12/1

7:19 am-2:12 pm

1 stop7h 53m

Montego Bay Sangster Intl

Sat 12/6

2:02 pm-11:59 pm

1 stop8h 57m

$655

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Mon 12/1

7:19 am-2:12 pm

1 stop7h 53m

Montego Bay Sangster Intl

Thu 12/4

2:02 pm-11:59 pm

1 stop8h 57m

$655

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Fri 11/28

7:19 am-2:12 pm

1 stop7h 53m

Montego Bay Sangster Intl

Fri 12/5

2:02 pm-11:59 pm

1 stop8h 57m

$655

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Mon 3/16

7:55 am-9:55 am

Nonstop3h 00m

Kingston Norman Manley

Sat 3/21

1:50 pm-7:50 pm

1 stop5h 00m

$683

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Wed 4/15

3:30 pm-1:35 pm

1 stop23h 05m

Kingston Norman Manley

Sun 4/19

1:30 pm-5:20 pm

1 stop26h 50m

$699

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Thu 11/13

7:19 am-2:12 pm

1 stop7h 53m

Montego Bay Sangster Intl

Tue 11/18

1:40 pm-3:30 pm

1 stop24h 50m

$701

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Tue 11/11

7:19 am-2:12 pm

1 stop7h 53m

Montego Bay Sangster Intl

Tue 11/18

4:28 pm-3:30 pm

1 stop46h 02m

$701

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Mon 11/17

11:05 am-1:10 pm

2 stops27h 05m

Kingston Norman Manley

Thu 11/20

2:55 pm-6:15 pm

2 stops26h 20m

$702

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Mon 11/10

11:05 am-1:10 pm

2 stops27h 05m

Kingston Norman Manley

Thu 11/20

2:55 pm-6:15 pm

2 stops26h 20m

$702

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 26 results
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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, March is the cheapest month in which you can book a flight from Trinidad and Tobago to Jamaica (average of $326). Flying from Trinidad and Tobago to Jamaica in July is currently the most expensive (average of $597). 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 October 30, 2025.

It’s optimal to fly from Trinidad and Tobago to Jamaica at noon. By choosing this option you can save up to 83% on the cost of your flight, compared to a flight in the afternoon.

What is the cheapest day to fly from Trinidad and Tobago to Jamaica?

Use this chart to determine the cheapest time to fly round-trip from Trinidad and Tobago to Jamaica. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Trinidad and Tobago to Jamaica flight should consider departing on Sunday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 30, 2025.
Get a feel of what it's like to fly with Caribbean Airlines, Copa Airlines, and American 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
8.0
Very good
193 reviews

Overall

8.0

Boarding

8.1

Food

6.8

Crew

8.4

Entertainment

6.7

Comfort

7.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
8.0
Very good
193 reviews
Caribbean Airlines
8.0
Very good
193 reviews

Overall

8.0

Boarding

8.1

Food

6.8

Crew

8.4

Entertainment

6.7

Comfort

7.8

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
1,561 reviews
Caribbean Airlines
8.0
Very good
193 reviews

Overall

8.0

Boarding

8.1

Food

6.8

Crew

8.4

Entertainment

6.7

Comfort

7.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
American Airlines
7.2
Good
11,033 reviews
Caribbean Airlines
8.0
Very good
193 reviews

Overall

8.0

Boarding

8.1

Food

6.8

Crew

8.4

Entertainment

6.7

Comfort

7.8

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 $683, American 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.

  • What are the cheapest airlines to fly from Trinidad and Tobago to Jamaica one-way?

    The cheapest airline one-way is Copa Airlines, with whom users have recently found tickets for as low as $302. However, be on the lookout for offers from Caribbean Airlines and American Airlines, as they are both options that can get you from Trinidad and Tobago to Jamaica for a low price.

  • 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, March is the cheapest month in which you can book a flight from Trinidad and Tobago to Jamaica (average of $326). Flying from Trinidad and Tobago to Jamaica in July is currently the most expensive (average of $597). 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

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Alternative routes for Trinidad and Tobago to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$275Average$817FlexibilityNo cancel feeOn-time70%
Caribbean AirlinesCheapest$541Average$645FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$563Average$709FlexibilityNo cancel feeOn-time71%

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