Travelers have found it’s best to book a flight 35 days in advance to save up to 103% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 35 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Portland to New Windsor 1-2 weeks in advance for as low as $388, or $546 for flights within the next 24 hours.
September is one of the best times of the year to fly to New Windsor from Portland. Prices for September average $349 per person but you can even find prices for as low as $99. The most expensive prices can be found in the month of June. Opting for a September flight can save you 25% on your journey compared to booking in June
When flying from Portland to New Windsor, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$439 - $578
Route
Depart
Return
Price
PortlandNew Windsor Stewart
PDX - SWF
PDXSWF
Portland
Thu 6/13
2 stops23h 25m
New Windsor Stewart
Thu 6/20
2 stops29h 44m
PortlandNew Windsor Stewart
PDX - SWF
PDXSWF
Portland
Thu 6/13
3 stops27h 46m
New Windsor Stewart
Thu 6/20
2 stops29h 44m
PortlandNew Windsor Stewart
PDX - SWF
PDXSWF
Portland
Thu 6/13
3 stops27h 46m
New Windsor Stewart
Thu 6/20
3 stops29h 44m
No data available for this route at this time. Please check back soon.
Food
Comfort
Entertainment
Boarding
Overall
Crew
Reviews
Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life
Food
Comfort
Entertainment
Boarding
Overall
Crew
Reviews
Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life
Deals for Portland to Stewart flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Portland to Stewart.
Need flexible booking options for your flight to Stewart from Portland? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Not ready to book yet? You can track prices for flights from Portland to Stewart on Cheapflights with our Price Alert feature and get notified when better prices are available.