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Port of Spain

$236+ Cheap flights from Jacksonville (JAX) to Port of Spain (POS)

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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — POS
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Jacksonville to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Jacksonville (JAX) to Port of Spain (POS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$517
(American Airlines)

One-way from

$236
(United Airlines)

Popular in

February

Cheapest in

April

Average price

$733
Provider with most accurate pricing for Jacksonville-Port of Spain Piarco Intl flight deals.
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Provider most trusted by Cheapflights users for Jacksonville-Port of Spain Piarco Intl flights.
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From Jacksonville to Port of Spain Piarco Intl
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One-way flight from Jacksonville to Port of Spain Piarco Intl
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Highest demand for flights based on searches. 13% potential increase in price ($105 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Jacksonville to Port of Spain

Cheapest flights from Jacksonville to Port of Spain
Explore the most affordable flight options available from Jacksonville to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/267:00 amJAX - POS
1 stop16h 23mUnited Airlines
Tue 12/21:30 amPOS - JAX
1 stop17h 22mUnited Airlines
Deal found 10/29$509
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:33 pmJAX - POS
2 stops10h 05mAmerican Airlines
Wed 12/37:10 amPOS - JAX
1 stop11h 02mAmerican Airlines
Deal found 10/29$513
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 11/256:00 amJAX - POS
1 stop16h 38mAmerican Airlines
Mon 12/17:19 amPOS - JAX
1 stop10h 51mAmerican Airlines
Deal found 10/28$517
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2011:40 amJAX - POS
1 stop11h 43mUnited Airlines
Fri 11/211:30 amPOS - JAX
1 stop17h 21mUnited Airlines
Deal found 10/28$525
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.
Thu 11/209:29 amJAX - POS
2 stops13h 09mAmerican Airlines
Sat 11/224:30 pmPOS - JAX
1 stop8h 44mAmerican Airlines
Deal found 10/28$529
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 11/117:00 amJAX - POS
1 stop7h 30mAmerican Airlines
Tue 11/187:19 amPOS - JAX
1 stop12h 41mAmerican Airlines
Deal found 10/28$607
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2511:40 amJAX - POS
1 stop11h 43mUnited Airlines
Sun 11/301:30 amPOS - JAX
1 stop22h 33mUnited Airlines
Deal found 10/28$628

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Port of Spain 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 29, 2025.
Use the filters below to find and compare flights from Jacksonville to Port of Spain that are best for you.

Fly from

Jacksonville

Fly to

Port of Spain

Route

Depart

Return

Price

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Wed 11/26

7:00 am-12:23 am

1 stop16h 23m

Port of Spain Piarco Intl

Tue 12/2

1:30 am-5:52 pm

1 stop17h 22m

$509

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Wed 11/26

5:01 am-11:38 pm

2 stops17h 37m

Port of Spain Piarco Intl

Wed 12/3

7:10 am-11:11 pm

2 stops17h 01m

$513

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Tue 11/25

6:00 am-11:38 pm

1 stop16h 38m

Port of Spain Piarco Intl

Mon 12/1

7:19 am-5:10 pm

1 stop10h 51m

$517

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Thu 11/20

11:40 am-12:23 am

1 stop11h 43m

Port of Spain Piarco Intl

Fri 11/21

1:30 am-5:51 pm

1 stop17h 21m

$525

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Thu 11/20

6:00 am-3:30 pm

1 stop8h 30m

Port of Spain Piarco Intl

Sat 11/22

7:19 am-10:37 pm

1 stop16h 18m

$525

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Wed 2/4

6:00 am-3:25 pm

1 stop8h 25m

Port of Spain Piarco Intl

Mon 2/16

4:47 pm-11:59 pm

1 stop8h 12m

$572

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Tue 11/11

7:00 am-3:30 pm

1 stop7h 30m

Port of Spain Piarco Intl

Tue 11/18

7:19 am-7:00 pm

1 stop12h 41m

$607

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Wed 11/26

7:00 am-12:23 am

1 stop16h 23m

$236

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Wed 11/26

5:01 am-11:38 pm

2 stops17h 37m

$236

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Wed 11/26

8:01 pm-10:15 pm

3 stops25h 14m

$488

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Compare providers for flights from Jacksonville to Port of Spain

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Jacksonville to Port of Spain in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Jacksonville-Port of Spain flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Jacksonville-Port of Spain flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Jacksonville-Port of Spain flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Jacksonville-Port of Spain flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Jacksonville-Port of Spain flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Jacksonville to Port of Spain

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

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

Currently, March is the cheapest month in which you can book a flight from Jacksonville to Port of Spain (average of $418). Flying from Jacksonville to Port of Spain in October is currently the most expensive (average of $733). 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 JAX to POS?

Find hourly flight availability from Jacksonville to Port of Spain. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 77% on flights from Jacksonville to Port of Spain by exploring options for tickets at noon.

Reviews of airlines servicing Port of Spain

Get insights into the airlines that provide service to Port of Spain. 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 Port of Spain. Reviews last updated October 29, 2025.
Peruse reviews from past customers who have flown with American Airlines from Jacksonville to Port of Spain to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,030 reviews

Overall

7.2

Comfort

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Overall

7.2

Comfort

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Port of Spain. 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 Jacksonville to Port of Spain?

    For as low as $509, United Airlines can have you in Port of Spain from Jacksonville in 16h 23m. Jacksonville and Port of Spain are separated by a distance of 1895 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Jacksonville to Port of Spain round-trip?

    Currently priced at $460, American Airlines will fly you from Jacksonville to Port of Spain and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. American Airlines is priced at 30% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Jacksonville to Port of Spain (average of $418). Flying from Jacksonville to Port of Spain in October is currently the most expensive (average of $733). 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 airline flying from Jacksonville to Port of Spain

Discover the top airline that operate flights from Jacksonville to Port of Spain. 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 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$460Average$660FlexibilityNo cancel feeOn-time71%

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