$553 Cheap Flights from Portland (PDX) to Skiathos (JSI)

View $553 flight on Mon, Sep 22, 2025Opens in a new window

Popular airlines from Portland International Airport (PDX) to Skiathos (JSI-Skiathos Island National)

Cheap Flights from Portland to Skiathos (PDX-JSI)

Prices were available within the past 7 days and start at $553 for one-way flights and $914 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, Aug 18 - Tue, Aug 26
PDX
Portland
JSI
Skiathos
$914 Roundtrip, found 3 days ago
$914
Roundtrip
found 3 days ago
Select United flight, departing Mon, Aug 18 from Portland to Skiathos, returning Tue, Aug 26, priced at $914 found 3 days ago
United
Mon, Sep 29 - Tue, Oct 14
PDX
Portland
JSI
Skiathos
$918 Roundtrip, found 3 days ago
$918
Roundtrip
found 3 days ago
Select United flight, departing Mon, Sep 29 from Portland to Skiathos, returning Tue, Oct 14, priced at $918 found 3 days ago
United
Sun, Aug 17 - Tue, Aug 26
PDX
Portland
JSI
Skiathos
$924 Roundtrip, found 3 days ago
$924
Roundtrip
found 3 days ago
Select United flight, departing Sun, Aug 17 from Portland to Skiathos, returning Tue, Aug 26, priced at $924 found 3 days ago
United
Mon, Aug 18 - Fri, Aug 29
PDX
Portland
JSI
Skiathos
$974 Roundtrip, found 3 days ago
$974
Roundtrip
found 3 days ago
Select United flight, departing Mon, Aug 18 from Portland to Skiathos, returning Fri, Aug 29, priced at $974 found 3 days ago
United
Mon, Sep 22 - Tue, Oct 7
PDX
Portland
JSI
Skiathos
$976 Roundtrip, found 3 days ago
$976
Roundtrip
found 3 days ago
Select United flight, departing Mon, Sep 22 from Portland to Skiathos, returning Tue, Oct 7, priced at $976 found 3 days ago
United
Thu, Oct 2 - Tue, Oct 14
PDX
Portland
JSI
Skiathos
$978 Roundtrip, found 3 days ago
$978
Roundtrip
found 3 days ago
Select United flight, departing Thu, Oct 2 from Portland to Skiathos, returning Tue, Oct 14, priced at $978 found 3 days ago
Lufthansa
Sun, Aug 17 - Fri, Aug 29
PDX
Portland
JSI
Skiathos
$989 Roundtrip, found 3 days ago
$989
Roundtrip
found 3 days ago
Select Lufthansa flight, departing Sun, Aug 17 from Portland to Skiathos, returning Fri, Aug 29, priced at $989 found 3 days ago
British Airways
Sun, Aug 17 - Wed, Aug 27
PDX
Portland
JSI
Skiathos
$1,092 Roundtrip, found 3 days ago
$1,092
Roundtrip
found 3 days ago
Select British Airways flight, departing Sun, Aug 17 from Portland to Skiathos, returning Wed, Aug 27, priced at $1,092 found 3 days ago
American Airlines
Sat, Aug 16 - Wed, Aug 27
PDX
Portland
JSI
Skiathos
$1,128 Roundtrip, found 3 days ago
$1,128
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Aug 16 from Portland to Skiathos, returning Wed, Aug 27, priced at $1,128 found 3 days ago
Delta
Mon, Sep 29 - Wed, Oct 15
PDX
Portland
JSI
Skiathos
$1,196 Roundtrip, found 3 days ago
$1,196
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Sep 29 from Portland to Skiathos, returning Wed, Oct 15, priced at $1,196 found 3 days ago

Alternative airports near Skiathos

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

Select flight to Skiathos Island National JSI. Cheapest and Closest option available. Average driving time to city center is 4 minutes. Flights from $1,226
JSI
Skiathos Island National
CheapestClosest
Average driving time to city center4 min
Flights from $1,226
Flights from Portland (PDX) to Skiathos (JSI)
Origin airport
Portland Intl.
Destination airport
Skiathos Island National
Roundtrip price
$914
Distance
6214 mi

Portland to Skiathos Flights

The cheapest times to fly from Portland to Skiathos

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 Skiathos are during the month of August. You can find some of the cheapest flights from Portland to Skiathos with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Portland to Skiathos

Sunday is one of the best days to book for cheap flights from Portland to Skiathos: 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 Skiathos

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 Skiathos in 2025. You can also book with separate airlines for your outbound and return journeys, from $553 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 Skiathos 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 Skiathos 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 Skiathos Island National Airport (JSI) cost?
Snag a cheap one-way flight from $553 or cheap return flight from $914 from Portland Intl. Airport (PDX) to Skiathos Island National Airport (JSI) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Portland Intl. Airport (PDX) to Skiathos Island National Airport (JSI)?
Planning your getaway for August is a good way to save, as it's the cheapest month for flights between PDX and JSI. You'll typically find the lowest fares during off-peak months.
What is the cheapest airline that flies from Portland Intl. Airport (PDX) to Skiathos Island National Airport (JSI)?
Expedia's filter tool lets you easily compare airlines, flight times and baggage options all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest PDX to JSI flight.
How many flights per day from Portland Intl. Airport (PDX) to Skiathos Island National Airport (JSI)?
There aren't any daily direct flights from Portland Intl. Airport (PDX) to Skiathos Island National Airport (JSI). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be soaring above the clouds in no time at all.
What day of the week has the most flights from PDX to JSI?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change depending on a number of factors, such as the time of year and carrier.*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 Skiathos Island National Airport (JSI)?
Select a flight from Portland Intl. Airport (PDX) to Skiathos Island National Airport (JSI) that takes off before 3 PM to reduce the risk of cancellations. Departures after this time have a 22% higher chance of being canceled, on average.**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 Skiathos Island National Airport (JSI) last-minute?
Last-minute fares from PDX to JSI are usually more expensive. To lock in the best rates, start looking for flights well in advance. That being said, if you're flexible with your travel dates, you may land a cheap ticket right before your trip.
Is it cheaper to book a PDX to JSI flight and hotel package?
You'll typically save money by booking a PDX to JSI flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. After choosing your ideal flights and accommodations, you can add extras such as activities, car rentals and tours.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to Skiathos Island National Airport (JSI)?
If you booked your PDX to JSI flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

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*Available to One Key members.