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Port of Spain

$626+ Cheap flights from Portland (PDX) 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 3/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — POS
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
1 adult, Economy
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Cheap flight deals from Portland to Port of Spain

Cheapest flights from Portland to Port of Spain
Explore the most affordable flight options available from Portland to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.

This Booking.com deal was found by Cheapflights users on 2/10. 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 3/277:05 pm
PDX
-
POS
2 stops50h 15m
Air Canada
Thu 4/21:20 am
POS
-
PDX
2 stops34h 50m
Air Canada
Deal found 2/10$626
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Fri 3/1311:59 pm
PDX
-
POS
2 stops20h 24m
United Airlines
Thu 3/1912:30 am
POS
-
PDX
1 stop15h 05m
United Airlines
Deal found 2/11$710
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 3/277:00 am
PDX
-
POS
1 stop13h 23m
United Airlines
Thu 4/212:30 am
POS
-
PDX
1 stop15h 04m
United Airlines
Deal found 2/10$755
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/277:05 pm
PDX
-
POS
3 stops30h 35m
Multiple Airlines
Thu 4/21:20 am
POS
-
PDX
2 stops34h 50m
Multiple Airlines
Deal found 2/10$835
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Fri 3/67:00 am
PDX
-
POS
1 stop13h 23m
United Airlines
Mon 3/912:30 am
POS
-
PDX
1 stop15h 05m
United Airlines
Deal found 2/8$855
This Booking.com deal was found by Cheapflights users on 2/11. 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 2/147:05 pm
PDX
-
POS
2 stops26h 15m
Air Canada
Tue 2/172:20 am
POS
-
PDX
2 stops44h 10m
Air Canada
Deal found 2/11$968

Find flight deals from Portland to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) 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 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$626
(Booking.com)
Provider with most accurate pricing for Portland-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Port of Spain Piarco Intl flights.
Search Deals
From Portland to Port of Spain Piarco Intl
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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 12, 2026.
Use the filters below to find and compare flights from Portland to Port of Spain that are best for you.

Fly from

Portland

Fly to

Port of Spain

Route

Depart

Return

Price

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Fri 3/27

7:05 pm-12:20 am

2 stops50h 15m

Port of Spain Piarco Intl

Thu 4/2

1:20 am-9:10 am

2 stops34h 50m

$626

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Fri 3/27

10:53 pm-2:10 pm

1 stop12h 17m

Port of Spain Piarco Intl

Fri 4/3

3:10 pm-1:15 pm

2 stops25h 05m

$714

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Fri 3/13

11:59 pm-11:23 pm

2 stops20h 24m

Port of Spain Piarco Intl

Thu 3/19

12:30 am-5:51 pm

2 stops20h 21m

$714

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Fri 3/27

7:00 am-11:23 pm

1 stop13h 23m

Port of Spain Piarco Intl

Thu 4/2

12:30 am-12:34 pm

1 stop15h 04m

$755

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Fri 3/6

7:00 am-12:23 am

1 stop13h 23m

Port of Spain Piarco Intl

Mon 3/9

12:30 am-12:35 pm

1 stop15h 05m

$855

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Compare providers for flights from Portland 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 Portland to Port of Spain in February.
ProviderPrice AccuracyTrust Score*
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 Portland-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 Portland-Port of Spain flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Port of Spain flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-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 Portland-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 Portland to Port of Spain

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

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 12, 2026.
Read reviews from past customers who have flown United Airlines from Portland to Port of Spain. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,276 reviews

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,276 reviews
United Airlines
7.4
Good
9,276 reviews

Food

6.6

Entertainment

7.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

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

    A quick flight from Portland to Port of Spain can take about 12h 17m. Air Canada provides one of the quickest options available for as low as $714. Airlines will cover a distance of 4314 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    United Airlines, at $526, was found to be the cheapest airline from Portland to Port of Spain..

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland 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.

See more FAQs

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Alternative routes for Portland to Port of Spain

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Portland to Port of Spain

Discover the top airline that operate flights from Portland 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 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$526Average$768FlexibilityNo cancel feeOn-time69%

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