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Port of Spain

$659+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — POS
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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Cheap flight deals from Portland to Port of Spain

Best flights from Portland to Port of Spain
Discover carefully curated flight deals from Portland to Port of Spain that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 26, 2025.

This American Airlines deal was found by Cheapflights users on 12/24. 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 1/2211:01 pmPDX - POS
1 stop12h 24mAmerican Airlines
Thu 1/296:30 amPOS - PDX
1 stop21h 16mAmerican Airlines
Deal found 12/24$659
This Air Canada deal was found by Cheapflights users on 12/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/207:00 pmPDX - POS
2 stops50h 20mAir Canada
Fri 1/232:20 amPOS - PDX
2 stops34h 55mAir Canada
Deal found 12/23$668
This United Airlines deal was found by Cheapflights users on 12/23. 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 1/201:24 pmPDX - POS
2 stops54h 59mUnited Airlines
Fri 1/231:30 amPOS - PDX
1 stop14h 48mUnited Airlines
Deal found 12/23$936
This Gotogate deal was found by Cheapflights users on 12/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/227:00 amPDX - POS
2 stops14h 20mMultiple Airlines
Thu 1/291:00 pmPOS - PDX
3 stops29h 40mMultiple Airlines
Deal found 12/24$1,918

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 December 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$659
(American Airlines)

Popular in

November

Cheapest in

March

Average price

$1,022
Provider with most accurate pricing for Portland-Port of Spain Piarco Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Port of Spain Piarco Intl flights.
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From Portland to Port of Spain Piarco Intl
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($130 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 26, 2025.
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

Thu 1/22

11:01 pm-3:25 pm

1 stop12h 24m

Port of Spain Piarco Intl

Thu 1/29

6:30 am-11:46 pm

1 stop21h 16m

$659

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Tue 1/20

7:00 pm-1:20 am

2 stops50h 20m

Port of Spain Piarco Intl

Fri 1/23

2:20 am-9:15 am

2 stops34h 55m

$668

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Tue 1/20

1:24 pm-12:23 am

2 stops54h 59m

Port of Spain Piarco Intl

Fri 1/23

1:30 am-12:18 pm

1 stop14h 48m

$936

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Thu 1/22

7:00 am-1:20 am

2 stops14h 20m

Port of Spain Piarco Intl

Thu 1/29

1:00 pm-2:40 pm

3 stops29h 40m

$1,918

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/24

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 December.
ProviderPrice AccuracyTrust Score*
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 Portland-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 Portland-Port of Spain flight deals on Cheapflights vs. eDreams >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 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 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.

Cheapflights Insights

Everything you need to know about your flight from Portland to Port of Spain

How much does it cost to fly round-trip from Portland to Port of Spain?

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 December 26, 2025.
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
9,115 reviews

Crew

8.1

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,115 reviews
United Airlines
7.4
Good
9,115 reviews

Crew

8.1

Overall

7.4

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 24m. American Airlines provides one of the quickest options available for as low as $659. 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.. United Airlines is currently priced 38% below the average price you’ll pay for this route.

  • 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.

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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 December 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$526Average$768FlexibilityNo cancel feeOn-time69%

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