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$285+ Cheap flights from Port of Spain (POS) 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MBJ
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
1 adult, Economy
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Cheap flight deals from Port of Spain to Jamaica

Keep the following information in mind while searching for Port of Spain to Jamaica flight deals. Data was last updated November 10, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$620
(Kiwi.com)

One-way from

$285
(SmartFares)

Popular in

April

Cheapest in

January

Average price

$932

Good round-trip deal

$561 or less

Good one-way deal

$312 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 Port of Spain Piarco Intl to Jamaica
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One-way flight from Port of Spain Piarco Intl to Jamaica
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Highest demand for flights based on searches. 5% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Port of Spain Piarco Intl to Jamaica.
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Price to beat on a one-way flight from Port of Spain Piarco Intl to Jamaica.
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Find flight deals from Port of Spain to Jamaica

Cheapest flights from Port of Spain to Jamaica
Explore the most affordable flight options available from Port of Spain to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2025.

This American Airlines deal was found by Cheapflights users on 11/7. 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 11/147:19 amPOS - MBJ
1 stop51h 53mAmerican Airlines
Sun 11/164:28 pmMBJ - POS
1 stop30h 11mAmerican Airlines
Deal found 11/7$609
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 11/2110:10 amPOS - MBJ
1 stop26h 52mMultiple Airlines
Sun 11/231:07 pmMBJ - POS
1 stop29h 53mMultiple Airlines
Deal found 11/8$635
This Gotogate deal was found by Cheapflights users on 11/8. 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 11/129:55 pmPOS - KIN
2 stops16h 40mCaribbean Airlines
Fri 11/144:50 pmKIN - POS
Nonstop2h 45mCaribbean Airlines
Deal found 11/8$635
This Gotogate deal was found by Cheapflights users on 11/10. 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 11/288:15 amPOS - KIN
1 stop28h 40mCaribbean Airlines
Wed 12/34:50 pmKIN - POS
Nonstop2h 45mCaribbean Airlines
Deal found 11/10$654
This American Airlines deal was found by Cheapflights users on 11/8. 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
Thu 12/411:13 amMBJ - POS
1 stop11h 46mAmerican Airlines
Deal found 11/8$655
This Gotogate deal was found by Cheapflights users on 11/10. 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 11/287:55 amPOS - KIN
Nonstop3h 00mCaribbean Airlines
Tue 12/22:30 pmKIN - POS
2 stops27h 55mCaribbean Airlines
Deal found 11/10$656
This Mytrip deal was found by Cheapflights users on 11/8. 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.
Tue 12/307:30 amPOS - KIN
2 stops6h 40mCaribbean Airlines
Fri 1/94:50 pmKIN - POS
Nonstop2h 45mCaribbean Airlines
Deal found 11/8$663
This American Airlines deal was found by Cheapflights users on 11/8. 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 11/214:30 pmPOS - MBJ
1 stop45h 09mAmerican Airlines
Sun 11/234:28 pmMBJ - POS
1 stop22h 02mAmerican Airlines
Deal found 11/8$669
This Copa Airlines deal was found by Cheapflights users on 11/9. 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.
Tue 11/113:48 amPOS - KIN
1 stop11h 14mCopa Airlines
Sun 11/1612:19 pmKIN - POS
1 stop12h 29mCopa Airlines
Deal found 11/9$678
This American Airlines deal was found by Cheapflights users on 11/10. 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 stop45h 09mAmerican Airlines
Thu 11/133:20 pmKIN - POS
1 stop23h 10mAmerican Airlines
Deal found 11/10$687
This Caribbean Airlines deal was found by Cheapflights users on 11/9. 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 Caribbean Airlines 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 11/132:55 pmKIN - POS
1 stop23h 10mCaribbean Airlines
Deal found 11/9$700
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 11/1410:10 amPOS - MBJ
2 stops30h 05mMultiple Airlines
Sun 11/161:07 pmMBJ - POS
1 stop29h 53mMultiple Airlines
Deal found 11/7$797

Cheapflights Fare Finder

 
Customize your flight search to find flights from Port of Spain 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 November 10, 2025.
Use the filters below to find and compare flights from Port of Spain to Jamaica that are best for you.

Fly from

Port of Spain

Fly to

Jamaica

Route

Depart

Return

Price

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Sat 1/24

4:30 pm-9:16 pm

1 stop53h 46m

Kingston Norman Manley

Tue 1/27

7:00 am-10:48 pm

1 stop38h 48m

$627

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Fri 11/21

10:10 am-12:02 pm

1 stop26h 52m

Montego Bay Sangster Intl

Sun 11/23

1:07 pm-8:00 pm

1 stop29h 53m

$635

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

11:13 am-11:59 pm

1 stop11h 46m

$655

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Fri 11/28

7:55 am-9:55 am

Nonstop3h 00m

Kingston Norman Manley

Tue 12/2

2:30 pm-7:50 pm

3 stops28h 20m

$656

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Thu 4/30

3:40 am-1:53 pm

1 stop11h 13m

Kingston Norman Manley

Thu 5/14

3:00 pm-1:44 am

1 stop9h 44m

$663

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Fri 11/21

4:30 pm-12:39 pm

1 stop45h 09m

Montego Bay Sangster Intl

Sun 11/23

4:28 pm-3:30 pm

1 stop22h 02m

$669

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

Fri 11/28

7:55 am-9:55 am

Nonstop3h 00m

Kingston Norman Manley

Tue 12/2

3:02 pm-1:48 am

1 stop9h 46m

$704

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Fri 5/1

8:15 am-11:55 am

1 stop28h 40m

Kingston Norman Manley

Thu 5/14

2:55 pm-3:05 pm

1 stop23h 10m

$705

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Fri 11/28

7:19 am-2:15 pm

1 stop7h 56m

Kingston Norman Manley

Wed 12/3

7:00 am-11:59 pm

1 stop15h 59m

$708

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 24 results
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Best time to book a flight from Port of Spain to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Port of Spain 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 Port of Spain to Jamaica

What is the cheapest month to book a flight from Port of Spain to Jamaica?

Currently, March is the cheapest month in which you can book a flight from Port of Spain to Jamaica (average of $326). Flying from Port of Spain 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 POS to JM?

Find hourly flight availability from Port of Spain 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 November 10, 2025.

It’s typically best to fly out from Port of Spain to Jamaica at noon. Doing so could potentially save you 83% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Port of Spain to Jamaica?

Use this chart to determine the cheapest time to fly round-trip from Port of Spain to Jamaica. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Port of Spain 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 November 10, 2025.
See what other customers who have flown with Caribbean Airlines, Copa Airlines, and American Airlines from Port of Spain to Jamaica have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.0
Very good
195 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.4

Entertainment

6.6

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
8.0
Very good
195 reviews
Caribbean Airlines
8.0
Very good
195 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.4

Entertainment

6.6

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
1,561 reviews
Caribbean Airlines
8.0
Very good
195 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.4

Entertainment

6.6

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
7.2
Good
11,046 reviews
Caribbean Airlines
8.0
Very good
195 reviews

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.4

Entertainment

6.6

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 Port of Spain to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Port of Spain to Jamaica?

    Located just 12.6 mi from the city center, Port of Spain Piarco Intl (POS) is the airport most travelers will use when flying to Jamaica from Port of Spain.

  • How long is the flight from Port of Spain to Jamaica?

    American Airlines, Caribbean Airlines, and Copa Airlines can get you from Port of Spain to Jamaica in just under 3h. Your travel time can differ by up to 50h 46m. Port of Spain and Jamaica are separated by a distance of 1150 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Port of Spain to Jamaica that include hotel bookings?

    Yes. In addition to deals on Port of Spain to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Port of Spain to Jamaica?

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

  • Can I find deals for business class flights from Port of Spain to Jamaica?

    Yes. Cheapflights offers flight deals from Port of Spain 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 Port of Spain to Jamaica?

    Currently, March is the cheapest month in which you can book a flight from Port of Spain to Jamaica (average of $326). Flying from Port of Spain 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

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Port of Spain to Jamaica

Discover the top 3 airlines that operate flights from Port of Spain 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 November 10, 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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