HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Jamaica

$308+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
POS — MBJ
Jul 17 — Jul 241
Fri 7/17
Fri 7/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Port of Spain to Jamaica with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 17, 2026.

This Booking.com deal was found by Cheapflights users on 6/15. 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
Mon 9/214:50 pm
KIN
-
POS
Nonstop2h 45m
Caribbean Airlines
Deal found 6/15$675
This Booking.com deal was found by Cheapflights users on 6/17. 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.
Thu 10/17:55 am
POS
-
KIN
2 stops6h 40m
Caribbean Airlines
Sun 10/41:30 pm
KIN
-
POS
1 stop5h 00m
Caribbean Airlines
Deal found 6/17$676
This United Airlines deal was found by Cheapflights users on 6/15. 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 6/15$679
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 7/1210:10 am
POS
-
KIN
1 stop7h 30m
Multiple Airlines
Fri 7/172:56 pm
KIN
-
POS
1 stop9h 50m
Multiple Airlines
Deal found 6/14$684
This Copa Airlines deal was found by Cheapflights users on 6/15. 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
Sat 7/42:56 pm
KIN
-
POS
1 stop9h 50m
Copa Airlines
Deal found 6/15$685
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/610:10 am
POS
-
KIN
1 stop7h 30m
Multiple Airlines
Mon 12/74:50 pm
KIN
-
POS
Nonstop2h 45m
Multiple Airlines
Deal found 6/17$700
This Copa Airlines deal was found by Cheapflights users on 6/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/63:50 am
POS
-
KIN
1 stop11h 04m
Copa Airlines
Sun 8/302:56 pm
KIN
-
POS
1 stop9h 51m
Copa Airlines
Deal found 6/16$702
This Booking.com deal was found by Cheapflights users on 6/14. 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.
Thu 11/129:10 am
POS
-
KIN
2 stops24h 00m
Multiple Airlines
Thu 11/192:55 pm
KIN
-
POS
2 stops6h 20m
Multiple Airlines
Deal found 6/14$705
This Caribbean Airlines deal was found by Cheapflights users on 6/16. 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 Caribbean Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:55 am
POS
-
KIN
2 stops6h 40m
Caribbean Airlines
Mon 11/164:50 pm
KIN
-
POS
Nonstop2h 45m
Caribbean Airlines
Deal found 6/16$712
This Caribbean Airlines deal was found by Cheapflights users on 6/16. 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 Caribbean Airlines 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 6/16$717
This Booking.com deal was found by Cheapflights users on 6/15. 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
Multiple Airlines
Fri 9/259:10 am
KIN
-
POS
2 stops32h 45m
Multiple Airlines
Deal found 6/15$720
This American Airlines deal was found by Cheapflights users on 6/12. 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 8/287:00 am
POS
-
MBJ
1 stop7h 49m
American Airlines
Mon 8/312:52 pm
MBJ
-
POS
1 stop7h 26m
American Airlines
Deal found 6/12$854

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 June 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$675
(Booking.com)

One-way from

$308
(Kiwi.com)

Popular in

September

Cheapest in

January

Average price

$1,469

Good round-trip deal

$668 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 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. 7% potential increase in price ($85 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($75 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 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.
Search Deals

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 June 17, 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 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

$679

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Sun 11/1

3:40 am-1:52 pm

1 stop11h 12m

Kingston Norman Manley

Mon 11/9

2:58 pm-1:54 am

1 stop9h 56m

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Sat 6/27

3:49 am-1:54 pm

1 stop11h 05m

Kingston Norman Manley

Sat 7/4

2:56 pm-1:46 am

1 stop9h 50m

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Wed 7/29

3:50 am-1:54 pm

1 stop11h 04m

Kingston Norman Manley

Thu 8/6

2:56 pm-1:47 am

1 stop9h 51m

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Sun 7/5

3:50 am-1:54 pm

1 stop11h 04m

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

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

$685

Port of SpainKingston

POS - KIN

POSKIN

Port of Spain Piarco Intl

Wed 9/30

3:50 am-1:58 pm

1 stop11h 08m

Kingston Norman Manley

Sun 10/4

2:57 pm-1:17 pm

1 stop21h 20m

$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 SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Sun 7/12

2:00 am-3:10 pm

2 stops38h 10m

Montego Bay Sangster Intl

Sat 7/18

4:12 pm-12:50 am

2 stops31h 38m

$930

Port of SpainMontego Bay

POS - MBJ

POSMBJ

Port of Spain Piarco Intl

Mon 7/13

7:00 am-11:47 am

1 stop29h 47m

Montego Bay Sangster Intl

Sat 7/18

2:09 pm-10:33 pm

1 stop7h 24m

$938

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 25 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 $651). 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 June 17, 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 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 17, 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
232 reviews

Comfort

7.8

Boarding

8.0

Overall

7.9

Crew

8.3

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
7.9
Good
232 reviews
Caribbean Airlines
7.9
Good
232 reviews

Comfort

7.8

Boarding

8.0

Overall

7.9

Crew

8.3

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
1,569 reviews
Caribbean Airlines
7.9
Good
232 reviews

Comfort

7.8

Boarding

8.0

Overall

7.9

Crew

8.3

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
7.1
Good
11,671 reviews
Caribbean Airlines
7.9
Good
232 reviews

Comfort

7.8

Boarding

8.0

Overall

7.9

Crew

8.3

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?

    United Airlines and Copa Airlines can get you from Port of Spain to Jamaica in just under 24h 35m. Your travel time can differ by up to 11h 38m. 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, 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 $651). 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 June 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$324Average$952FlexibilityNo cancel feeOn-time70%
Caribbean AirlinesCheapest$379Average$661FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$623Average$679FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.