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$325+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MBJ
Jun 20 — Jun 271
Sat 6/20
Sat 6/27
1 adult, Economy
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Cheap 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 May 21, 2026.

This Caribbean Airlines deal was found by Cheapflights users on 5/20. 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.
Sat 6/2011:40 pm
POS
-
KIN
1 stop31h 00m
Caribbean Airlines
Mon 6/224:50 pm
KIN
-
POS
Nonstop2h 45m
Caribbean Airlines
Deal found 5/20$541
This Booking.com deal was found by Cheapflights users on 5/16. 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.
Mon 9/147:55 am
POS
-
KIN
Nonstop3h 00m
Caribbean Airlines
Sat 9/191:50 pm
KIN
-
POS
1 stop5h 00m
Caribbean Airlines
Deal found 5/16$654
This Booking.com deal was found by Cheapflights users on 5/20. 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.
Sat 10/177:45 am
POS
-
KIN
1 stop5h 10m
Caribbean Airlines
Tue 10/202:30 pm
KIN
-
POS
2 stops6h 25m
Caribbean Airlines
Deal found 5/20$655
This United Airlines deal was found by Cheapflights users on 5/20. 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 5/20$657
This Booking.com deal was found by Cheapflights users on 5/20. 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.
Sat 9/197:45 am
POS
-
KIN
1 stop5h 10m
Caribbean Airlines
Sat 9/261:50 pm
KIN
-
POS
1 stop5h 00m
Caribbean Airlines
Deal found 5/20$657
This Booking.com deal was found by Cheapflights users on 5/21. 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 10/167:55 am
POS
-
KIN
Nonstop3h 00m
Caribbean Airlines
Tue 10/202:30 pm
KIN
-
POS
2 stops6h 25m
Caribbean Airlines
Deal found 5/21$662
This American Airlines deal was found by Cheapflights users on 5/20. 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.
Thu 12/37:10 am
POS
-
MBJ
1 stop8h 02m
American Airlines
Tue 12/82:02 pm
MBJ
-
POS
1 stop8h 57m
American Airlines
Deal found 5/20$669
This Booking.com deal was found by Cheapflights users on 5/18. 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 6/511:40 pm
POS
-
KIN
1 stop18h 05m
Caribbean Airlines
Sun 6/71:30 pm
KIN
-
POS
1 stop5h 00m
Caribbean Airlines
Deal found 5/18$669
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 9/217:55 am
POS
-
KIN
Nonstop3h 00m
Caribbean Airlines
Sat 9/261:50 pm
KIN
-
POS
1 stop5h 00m
Caribbean Airlines
Deal found 5/18$679
This Copa Airlines deal was found by Cheapflights users on 5/18. 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 8/32:19 pm
POS
-
KIN
1 stop24h 35m
Copa Airlines
Mon 8/172:56 pm
KIN
-
POS
1 stop21h 21m
Copa Airlines
Deal found 5/18$685
This Copa Airlines deal was found by Cheapflights users on 5/20. 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.
Sat 6/273:49 am
POS
-
KIN
1 stop11h 05m
Copa Airlines
Tue 7/72:56 pm
KIN
-
POS
1 stop21h 20m
Copa Airlines
Deal found 5/20$686
This Booking.com deal was found by Cheapflights users on 5/17. 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.
Wed 9/233:30 pm
POS
-
KIN
1 stop23h 05m
Caribbean Airlines
Mon 9/284:50 pm
KIN
-
POS
Nonstop2h 45m
Caribbean Airlines
Deal found 5/17$692

Find 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 May 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$541
(Caribbean Airlines)

One-way from

$325
(Copa Airlines)

Popular in

September

Cheapest in

January

Average price

$706

Good round-trip deal

$701 or less

Good one-way deal

$333 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 Port of Spain Piarco Intl to Jamaica
Search Deals
One-way flight from Port of Spain Piarco Intl to Jamaica
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($188 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($85 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Port of Spain Piarco Intl to Jamaica.
Search Deals
Price to beat on a one-way flight from Port of Spain Piarco Intl to Jamaica.
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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 May 21, 2026.
Use the filters below to find and compare flights from Port of Spain 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

Sat 6/20

11:40 pm-5:40 am

1 stop31h 00m

Kingston Norman Manley

Mon 6/22

4:50 pm-8:35 pm

Nonstop2h 45m

$574

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

$657
Quickest round-trip

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Tue 11/10

7:01 am-2:14 pm

1 stop8h 13m

Montego Bay Sangster Intl

Tue 11/17

1:55 pm-11:36 pm

1 stop8h 41m

$669

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Mon 8/3

2:19 pm-1:54 pm

1 stop24h 35m

Kingston Norman Manley

Mon 8/17

2:56 pm-1:17 pm

1 stop21h 21m

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Tue 6/9

3:49 am-1:54 pm

1 stop11h 05m

Kingston Norman Manley

Sat 6/20

2:59 pm-1:46 am

1 stop9h 47m

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Tue 9/1

2:23 pm-1:54 pm

1 stop24h 31m

Kingston Norman Manley

Mon 9/14

2:57 pm-1:47 am

1 stop9h 50m

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Fri 7/10

2:19 pm-1:54 pm

1 stop24h 35m

Kingston Norman Manley

Mon 7/13

2:56 pm-1:46 am

1 stop9h 50m

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Thu 6/4

3:49 am-1:54 pm

1 stop11h 05m

Kingston Norman Manley

Sun 6/7

2:59 pm-1:16 pm

1 stop21h 17m

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Tue 6/23

3:49 am-1:54 pm

1 stop11h 05m

Kingston Norman Manley

Mon 6/29

2:59 pm-1:46 am

1 stop9h 47m

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Sat 10/3

3:50 am-1:58 pm

1 stop11h 08m

Kingston Norman Manley

Wed 10/7

2:57 pm-1:47 am

1 stop9h 50m

$685

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Showing 1-10 of 30 resultsSorted by cheapest first
1
2
3

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, September is the cheapest month in which you can book a flight from Port of Spain to Jamaica (average of $259). Flying from Port of Spain to Jamaica in July is currently the most expensive (average of $643). 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 May 21, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Port of Spain to Jamaica as you normally would.

How far ahead should I book a flight from Port of Spain to Jamaica?

To ensure you get the cheapest price possible for a flight from Port of Spain to Jamaica, you should look to book at least 61 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 May 21, 2026.
See what other customers who have flown with Caribbean Airlines,Copa Airlines, andAmerican 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
7.9
Good
227 reviews

Entertainment

6.6

Boarding

8.0

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

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
227 reviews
Caribbean Airlines
7.9
Good
227 reviews

Entertainment

6.6

Boarding

8.0

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Copa Airlines
7.5
Good
1,576 reviews
Caribbean Airlines
7.9
Good
227 reviews

Entertainment

6.6

Boarding

8.0

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

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
11,642 reviews
Caribbean Airlines
7.9
Good
227 reviews

Entertainment

6.6

Boarding

8.0

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

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?

    Caribbean Airlines, United Airlines, and American Airlines can get you from Port of Spain to Jamaica in just under 8h 13m. Your travel time can differ by up to 28h. Port of Spain and Jamaica are separated by a distance of 1234 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, September is the cheapest month in which you can book a flight from Port of Spain to Jamaica (average of $259). Flying from Port of Spain to Jamaica in July is currently the most expensive (average of $643). 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 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 May 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$324Average$952FlexibilityNo cancel feeOn-time70%
Caribbean AirlinesCheapest$376Average$659FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$623Average$679FlexibilityNo cancel feeOn-time71%

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