$353 Cheap Flights from Portland (PDX) to Basseterre (SKB)

View $353 flight on Sat, Jan 10, 2026Opens in a new window

Popular airlines from Portland International Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB)

Cheap Flights from Portland to Basseterre (PDX-SKB)

Prices were available within the past 7 days and start at $353 for one-way flights and $666 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Feb 17 - Tue, Feb 24
PDX
Portland
SKB
St. Kitts
$666 Roundtrip, found 23 hours ago
$666
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, Feb 17 from Portland to St. Kitts, returning Tue, Feb 24, priced at $666 found 23 hours ago
American Airlines
Tue, Feb 17 - Tue, Feb 24
PDX
Portland
SKB
St. Kitts
$685 Roundtrip, found 23 hours ago
$685
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, Feb 17 from Portland to St. Kitts, returning Tue, Feb 24, priced at $685 found 23 hours ago
American Airlines
Fri, Jan 9 - Fri, Jan 16
PDX
Portland
SKB
St. Kitts
$696 Roundtrip, found 12 hours ago
$696
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Fri, Jan 9 from Portland to St. Kitts, returning Fri, Jan 16, priced at $696 found 12 hours ago
American Airlines
Fri, Mar 27 - Sun, Apr 5
PDX
Portland
SKB
St. Kitts
$714 Roundtrip, found 6 hours ago
$714
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Mar 27 from Portland to St. Kitts, returning Sun, Apr 5, priced at $714 found 6 hours ago
American Airlines
Fri, Dec 12 - Sat, Dec 20
PDX
Portland
SKB
St. Kitts
$716 Roundtrip, found 1 day ago
$716
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Dec 12 from Portland to St. Kitts, returning Sat, Dec 20, priced at $716 found 1 day ago
Delta
Fri, Jan 2 - Sat, Jan 17
PDX
Portland
SKB
St. Kitts
$721 Roundtrip, found 1 day ago
$721
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jan 2 from Portland to St. Kitts, returning Sat, Jan 17, priced at $721 found 1 day ago
United
Fri, Dec 12 - Sat, Dec 20
PDX
Portland
SKB
St. Kitts
$721 Roundtrip, found 1 day ago
$721
Roundtrip
found 1 day ago
Select United flight, departing Fri, Dec 12 from Portland to St. Kitts, returning Sat, Dec 20, priced at $721 found 1 day ago
American Airlines
Fri, Mar 27 - Sun, Apr 5
PDX
Portland
SKB
St. Kitts
$725 Roundtrip, found 6 hours ago
$725
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Mar 27 from Portland to St. Kitts, returning Sun, Apr 5, priced at $725 found 6 hours ago
American Airlines
Fri, Mar 27 - Sun, Apr 5
PDX
Portland
SKB
St. Kitts
$725 Roundtrip, found 6 hours ago
$725
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Mar 27 from Portland to St. Kitts, returning Sun, Apr 5, priced at $725 found 6 hours ago
Air Canada
Fri, Jan 9 - Sat, Jan 17
PDX
Portland
SKB
St. Kitts
$881 Roundtrip, found 15 hours ago
$881
Roundtrip
found 15 hours ago
Select Air Canada flight, departing Fri, Jan 9 from Portland to St. Kitts, returning Sat, Jan 17, priced at $881 found 15 hours ago

Alternative airports near Basseterre

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to F.D. Roosevelt EUX. Flights from $1,267
EUX
F.D. Roosevelt
Flights from $1,267
Flights from Portland (PDX) to Basseterre (SKB)
Origin airport
Portland Intl.
Destination airport
Robert L. Bradshaw Intl.
Airlines serving
Air Canada, American Airlines, Delta, United
Roundtrip price
$666
Distance
3922 mi

Portland to Basseterre Flights

The cheapest times to fly from Portland to Basseterre

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Portland to Basseterre are during the month of February. You can find some of the cheapest flights from Portland to Basseterre with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Portland to Basseterre

Sunday is one of the best days to book for cheap flights from Portland to Basseterre: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Portland to Basseterre

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Portland to Basseterre in 2025. You can also book with separate airlines for your outbound and return journeys, from $353 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Portland to Basseterre flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Portland to Basseterre airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB) cost?
Grab a cheap one-way flight from $353 or cheap return flight from $666 from Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB)?
February is the cheapest month to fly from PDX to SKB. Traveling during an off-peak travel window is often the key to finding better fares.
What is the cheapest airline that flies from Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB)?
To find the cheapest airline flying from PDX to SKB, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB)?
You'll need to catch a flight with a layover if you're traveling from Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to discover the best option for your trip.
What day of the week has the most flights from PDX to SKB?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary based on a range of factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB)?
To avoid possible delays on the Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB) route, aim to fly before 3 PM. Departures after this time are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB) last-minute?
Waiting until right before your break to book your flight from PDX to SKB generally means paying more. While you might find some last-minute discounts, they're not always guaranteed. Keep your travel schedule open to maximize your chances of scoring a bargain.
Is it cheaper to book a PDX to SKB flight and hotel package?
Opting for a PDX to SKB flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Select from our impressive range of accommodations and then add flights, car rentals and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to Robert L. Bradshaw Intl. Airport (SKB)?
In most instances, you can cancel or modify your PDX to SKB flight. However, additional fees may apply, especially if you booked over 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you need more details, visit our Customer Service portal.

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*Available to One Key members.