HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Port of Spain

$773+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — POS
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Port of Spain with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$889

Popular in

November

Cheapest in

May

Average price

$721
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
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($157 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($37 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Find 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 October 28, 2025.

This Air Canada deal was found by Cheapflights users on 10/26. 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.
Mon 10/273:15 pmPDX - POS
2 stops29h 55mAir Canada
Thu 10/301:15 amPOS - PDX
2 stops40h 25mAir Canada
Deal found 10/26$773
This United Airlines deal was found by Cheapflights users on 10/26. 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 10/277:00 amPDX - POS
1 stop13h 23mUnited Airlines
Thu 10/3012:30 amPOS - PDX
2 stops25h 21mUnited Airlines
Deal found 10/26$789
This American Airlines deal was found by Cheapflights users on 10/26. 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 10/272:45 pmPDX - POS
2 stops20h 40mAmerican Airlines
Fri 10/313:25 pmPOS - PDX
2 stops24h 52mAmerican Airlines
Deal found 10/26$793
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/227:00 amPDX - POS
1 stop13h 23mUnited Airlines
Tue 12/231:30 amPOS - PDX
1 stop15h 50mUnited Airlines
Deal found 10/28$889
This United Airlines deal was found by Cheapflights users on 10/25. 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 10/267:10 pmPDX - POS
2 stops49h 13mUnited Airlines
Fri 10/3112:30 amPOS - PDX
2 stops20h 22mUnited Airlines
Deal found 10/25$997
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Sat 12/275:00 amPDX - POS
2 stops39h 23mUnited Airlines
Thu 1/11:30 amPOS - PDX
1 stop22h 13mUnited Airlines
Deal found 10/26$1,301
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/2612:49 amPDX - POS
2 stops18h 58mAmerican Airlines
Fri 1/26:02 amPOS - PDX
1 stop22h 57mAmerican Airlines
Deal found 10/26$1,555

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 October 28, 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

Sat 11/22

7:00 am-12:23 am

1 stop13h 23m

Port of Spain Piarco Intl

Tue 12/23

1:30 am-1:20 pm

1 stop15h 50m

$889

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Sat 12/27

5:00 am-12:23 am

2 stops39h 23m

Port of Spain Piarco Intl

Thu 1/1

1:30 am-10:59 pm

2 stops25h 29m

$1,301

PortlandPort of Spain

PDX - POS

PDXPOS

Portland

Fri 12/26

12:49 am-11:47 pm

2 stops18h 58m

Port of Spain Piarco Intl

Fri 1/2

6:02 am-12:59 am

1 stop22h 57m

$1,555

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 October.
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

What is the cheapest time of day to fly from PDX to POS?

Find hourly flight availability from Portland 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 28, 2025.

When flying from Portland to Port of Spain, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 32% versus a flight in the afternoon.

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 28, 2025.
Read reviews from past customers who have flown United Airlines and American 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
9,001 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,001 reviews
United Airlines
7.4
Good
9,001 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,032 reviews
United Airlines
7.4
Good
9,001 reviews

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 13h 23m. United Airlines provides one of the quickest options available for as low as $889. Airlines will cover a distance of 4314 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Portland to Port of Spain round-trip?

    United Airlines, at $616, was found to be the cheapest airline from Portland to Port of Spain. An alternate airline flying to your destination would be American Airlines. United Airlines is currently priced 27% 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.

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.

Alternative routes for Portland to Port of Spain

See prices for flight routes from nearby airports that may be better suited for you.
Boise to Port of Spain flights
Eugene to Port of Spain flights
Redmond to Port of Spain flights

Top 2 airlines flying from Portland to Port of Spain

Discover the top 2 airlines 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$616Average$768FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$707Average$917FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.