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Port of Spain

$270+ Cheap flights from Jacksonville (JAX) to Port of Spain (POS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — POS
Mar 9 — Mar 161
Mon 3/9
Mon 3/16
1 adult, Economy
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Cheap 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 February 7, 2026.

This KAYAK deal was found by Cheapflights users on 2/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/279:21 pm
JAX
-
POS
1 stop8h 56m
JetBlue
Wed 3/49:05 am
POS
-
JAX
1 stop12h 21m
JetBlue
Deal found 2/5$270
This Priceline deal was found by Cheapflights users on 2/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2810:43 am
JAX
-
POS
1 stop19h 34m
JetBlue
Sat 3/79:05 am
POS
-
JAX
1 stop12h 07m
JetBlue
Deal found 2/6$430
This KAYAK deal was found by Cheapflights users on 2/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:45 pm
JAX
-
POS
1 stop11h 32m
JetBlue
Wed 3/49:05 am
POS
-
JAX
1 stop12h 21m
JetBlue
Deal found 2/5$458
This Priceline deal was found by Cheapflights users on 2/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2810:43 am
JAX
-
POS
1 stop19h 34m
JetBlue
Thu 3/59:05 am
POS
-
JAX
1 stop12h 21m
JetBlue
Deal found 2/6$465
This United Airlines deal was found by Cheapflights users on 2/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:35 am
JAX
-
POS
1 stop16h 48m
United Airlines
Sun 9/1312:30 am
POS
-
JAX
1 stop17h 07m
United Airlines
Deal found 2/7$530
This United Airlines deal was found by Cheapflights users on 2/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1011:20 am
JAX
-
POS
1 stop12h 03m
United Airlines
Thu 3/1912:30 am
POS
-
JAX
1 stop15h 46m
United Airlines
Deal found 2/7$580
This American Airlines deal was found by Cheapflights users on 2/7. 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.
Tue 3/171:44 pm
JAX
-
POS
2 stops24h 26m
American Airlines
Mon 9/143:45 pm
POS
-
JAX
2 stops20h 53m
American Airlines
Deal found 2/7$624
This United Airlines deal was found by Cheapflights users on 2/6. 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.
Mon 3/236:35 am
JAX
-
POS
1 stop16h 48m
United Airlines
Sun 3/2912:30 am
POS
-
JAX
1 stop15h 50m
United Airlines
Deal found 2/6$640
This United Airlines deal was found by Cheapflights users on 2/4. 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.
Sun 2/226:25 am
JAX
-
POS
1 stop16h 58m
United Airlines
Thu 3/51:30 am
POS
-
JAX
1 stop21h 04m
United Airlines
Deal found 2/4$657
This United Airlines deal was found by Cheapflights users on 2/3. 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 5/136:35 am
JAX
-
POS
1 stop16h 48m
United Airlines
Sat 5/1612:30 am
POS
-
JAX
1 stop19h 32m
United Airlines
Deal found 2/3$660
This American Airlines deal was found by Cheapflights users on 2/7. 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.
Tue 3/104:03 pm
JAX
-
POS
2 stops22h 07m
American Airlines
Fri 3/203:10 pm
POS
-
JAX
1 stop17h 53m
American Airlines
Deal found 2/7$664

Find 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 February 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$270
(KAYAK)

Popular in

February

Cheapest in

January

Average price

$969
Provider with most accurate pricing for Jacksonville-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville-Port of Spain Piarco Intl flights.
Search Deals
From Jacksonville to Port of Spain Piarco Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 7, 2026.
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

Fri 2/27

9:21 pm-7:17 am

1 stop8h 56m

Port of Spain Piarco Intl

Wed 3/4

9:05 am-8:26 pm

1 stop12h 21m

$270

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Sat 2/28

9:21 pm-7:17 am

1 stop8h 56m

Port of Spain Piarco Intl

Wed 3/4

9:05 am-8:26 pm

1 stop12h 21m

$270

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Sat 2/28

10:43 am-7:17 am

1 stop19h 34m

Port of Spain Piarco Intl

Sat 3/7

9:05 am-8:12 pm

1 stop12h 07m

$430

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Sun 3/1

6:45 pm-7:17 am

1 stop11h 32m

Port of Spain Piarco Intl

Wed 3/4

9:05 am-8:26 pm

1 stop12h 21m

$458

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Sat 2/28

10:43 am-7:17 am

1 stop19h 34m

Port of Spain Piarco Intl

Thu 3/5

9:05 am-8:26 pm

1 stop12h 21m

$465

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Tue 3/17

6:35 am-11:23 pm

1 stop16h 48m

Port of Spain Piarco Intl

Sun 9/13

12:30 am-5:37 pm

1 stop17h 07m

$530

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Tue 3/10

11:20 am-11:23 pm

1 stop12h 03m

Port of Spain Piarco Intl

Thu 3/19

12:30 am-4:16 pm

1 stop15h 46m

$580

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Tue 3/17

1:44 pm-2:10 pm

2 stops24h 26m

Port of Spain Piarco Intl

Mon 9/14

3:45 pm-12:38 pm

2 stops20h 53m

$624

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Thu 5/7

6:35 am-11:23 pm

1 stop16h 48m

Port of Spain Piarco Intl

Wed 5/13

12:30 am-8:02 pm

1 stop19h 32m

$640

JacksonvillePort of Spain

JAX - POS

JAXPOS

Jacksonville

Mon 3/23

6:35 am-11:23 pm

1 stop16h 48m

Port of Spain Piarco Intl

Sun 3/29

12:30 am-4:20 pm

1 stop15h 50m

$640

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jacksonville-Port of Spain flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, July is the cheapest month in which you can book a flight from Jacksonville to Port of Spain (average of $400). 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.

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 February 7, 2026.
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
11,248 reviews

Crew

8.0

Comfort

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.2

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,248 reviews
American Airlines
7.2
Good
11,248 reviews

Crew

8.0

Comfort

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Overall

7.2

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

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 $270, JetBlue can have you in Port of Spain from Jacksonville in 8h 56m. Jacksonville and Port of Spain are separated by a distance of 1895 mi.

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

    Currently priced at $508, 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 23% 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, July is the cheapest month in which you can book a flight from Jacksonville to Port of Spain (average of $400). 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

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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 February 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$508Average$713FlexibilityNo cancel feeOn-time71%

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