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Port of Spain

$202+ Cheap flights from White Plains (HPN) 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — POS
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from White Plains to Port of Spain

Cheapest flights from White Plains to Port of Spain
Explore the most affordable flight options available from White Plains to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 3/106:49 pm
HPN
-
POS
2 stops19h 21m
American Airlines
Tue 3/243:10 pm
POS
-
HPN
2 stops43h 49m
American Airlines
Deal found 1/27$332
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Fri 2/2710:05 am
HPN
-
POS
2 stops28h 01m
American Airlines
Fri 3/64:06 pm
POS
-
HPN
2 stops19h 52m
American Airlines
Deal found 1/28$343
This American Airlines deal was found by Cheapflights users on 1/27. 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 3/93:00 pm
HPN
-
POS
2 stops23h 10m
American Airlines
Tue 3/243:10 pm
POS
-
HPN
2 stops19h 49m
American Airlines
Deal found 1/27$382
This American Airlines deal was found by Cheapflights users on 1/27. 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 8/265:29 pm
HPN
-
POS
2 stops22h 26m
American Airlines
Fri 9/43:25 pm
POS
-
HPN
2 stops29h 04m
American Airlines
Deal found 1/27$437
This American Airlines deal was found by Cheapflights users on 1/27. 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 8/264:30 pm
HPN
-
POS
2 stops21h 54m
American Airlines
Sun 8/304:55 pm
POS
-
HPN
2 stops30h 29m
American Airlines
Deal found 1/27$458
This American Airlines deal was found by Cheapflights users on 1/27. 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 7/610:00 am
HPN
-
POS
2 stops27h 56m
American Airlines
Fri 7/102:56 pm
POS
-
HPN
2 stops19h 34m
American Airlines
Deal found 1/27$487
This American Airlines deal was found by Cheapflights users on 1/27. 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 10/236:09 pm
HPN
-
POS
2 stops19h 51m
American Airlines
Sun 10/253:45 pm
POS
-
HPN
2 stops19h 27m
American Airlines
Deal found 1/27$492
This American Airlines deal was found by Cheapflights users on 1/27. 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 7/65:37 pm
HPN
-
POS
2 stops29h 10m
American Airlines
Sat 7/117:00 am
POS
-
HPN
2 stops27h 30m
American Airlines
Deal found 1/27$526
This American Airlines deal was found by Cheapflights users on 1/27. 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 7/65:37 pm
HPN
-
POS
2 stops29h 10m
American Airlines
Mon 7/132:56 pm
POS
-
HPN
2 stops32h 03m
American Airlines
Deal found 1/27$543
This American Airlines deal was found by Cheapflights users on 1/28. 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 1/296:40 pm
HPN
-
POS
2 stops27h 08m
American Airlines
Mon 2/26:30 am
POS
-
HPN
1 stop17h 29m
American Airlines
Deal found 1/28$563
This American Airlines deal was found by Cheapflights users on 1/27. 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 8/265:29 pm
HPN
-
POS
2 stops20h 55m
American Airlines
Sat 9/57:00 am
POS
-
HPN
2 stops16h 24m
American Airlines
Deal found 1/27$566

Find flight deals from White Plains to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$332
(American Airlines)

One-way from

$202
(American Airlines)

Popular in

February

Cheapest in

November

Average price

$441
Provider with most accurate pricing for White Plains Westchester County-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for White Plains Westchester County-Port of Spain Piarco Intl flights.
Search Deals
From White Plains Westchester County to Port of Spain Piarco Intl
Search Deals
One-way flight from White Plains Westchester County to Port of Spain Piarco Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($70 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains 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 January 29, 2026.
Use the filters below to find and compare flights from White Plains to Port of Spain that are best for you.

Fly from

White Plains

Fly to

Port of Spain

Route

Depart

Return

Price

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Fri 2/27

10:05 am-3:06 pm

2 stops28h 01m

Port of Spain Piarco Intl

Fri 3/6

4:06 pm-10:58 am

2 stops19h 52m

$343

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Mon 7/6

5:37 pm-10:47 pm

2 stops29h 10m

Port of Spain Piarco Intl

Sat 7/11

7:00 am-10:30 am

2 stops27h 30m

$526

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Mon 7/6

5:37 pm-10:47 pm

2 stops29h 10m

Port of Spain Piarco Intl

Tue 7/14

7:00 am-8:29 pm

2 stops13h 29m

$526

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Mon 7/6

4:30 pm-10:47 pm

2 stops30h 17m

Port of Spain Piarco Intl

Mon 7/13

2:56 pm-3:48 pm

2 stops24h 52m

$575

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Wed 7/1

5:37 pm-1:56 pm

2 stops20h 19m

Port of Spain Piarco Intl

Sat 7/11

2:56 pm-10:30 am

2 stops19h 34m

$601

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Wed 7/1

5:37 pm-1:56 pm

2 stops20h 19m

Port of Spain Piarco Intl

Fri 7/10

7:00 am-11:28 pm

2 stops40h 28m

$616

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Wed 7/1

5:37 pm-10:47 pm

2 stops29h 10m

Port of Spain Piarco Intl

Mon 7/13

2:56 pm-10:59 pm

2 stops32h 03m

$618

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Fri 6/19

6:56 pm-10:47 pm

2 stops27h 51m

Port of Spain Piarco Intl

Tue 7/7

7:00 am-10:30 am

2 stops27h 30m

$681

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Fri 6/19

5:29 pm-1:56 pm

2 stops20h 27m

Port of Spain Piarco Intl

Thu 7/9

2:56 pm-10:30 am

2 stops19h 34m

$681

White PlainsPort of Spain

HPN - POS

HPNPOS

White Plains Westchester County

Mon 7/6

10:00 am-1:56 pm

2 stops27h 56m

Port of Spain Piarco Intl

Thu 7/16

2:56 pm-10:30 am

2 stops19h 34m

$730

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 18 results
1
2
  • Most accurate provider: When it comes to deals on White Plains-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 White Plains-Port of Spain flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from White Plains-Port of Spain flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on White Plains-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 White Plains-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 White Plains to Port of Spain

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

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

Currently, July is the cheapest month in which you can book a flight from White Plains to Port of Spain (average of $71). Flying from White Plains to Port of Spain in August is currently the most expensive (average of $363). 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.

Related info for your journey

Find useful and relevant information for your journey from White Plains 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 White Plains to Port of Spain?

    A quick flight from White Plains to Port of Spain can take about 28h 01m. American Airlines provides one of the quickest options available for as low as $343. The distance between White Plains and Port of Spain is about 2234 mi.

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

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

  • How can I find direct flights from White Plains 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 White Plains to Port of Spain.

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

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

    Currently, July is the cheapest month in which you can book a flight from White Plains to Port of Spain (average of $71). Flying from White Plains to Port of Spain in August is currently the most expensive (average of $363). 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.

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