$447+ Cheap flights from New Windsor (SWF) to Oregon
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/20. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PDX
Oct 15 — Oct 221
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Stewart to Oregon 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 Stewart to Oregon
Keep the following information in mind while searching for Stewart to Oregon flight deals. Data was last updated September 15, 2025.
Popular in | December |
|---|---|
Cheapest in | January |
Average price | $397 |
Find flight deals from Stewart to Oregon
One-way flights from Stewart to OregonSearch for one-way flight options from Stewart to Oregon. Find affordable one-way fares based on user searches. Data last updated September 15, 2025.
Search for one-way flight options from Stewart to Oregon. Find affordable one-way fares based on user searches. Data last updated September 15, 2025.
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:50 pmSWF - PDX
3 stops42h 14mMultiple Airlines
Deal found 9/13![Multiple Airlines logo]()
$447
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart to Oregon 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 September 15, 2025.
Use the filters below to find and compare flights from New Windsor to Oregon that are best for you.
Fly from
Stewart
Fly to
Oregon
Route
Depart
Return
Price
New WindsorPortland
SWF - PDX
SWFPDX
New Windsor Stewart
Sat 12/20
7:50 pm-11:04 am
3 stops42h 14m
$447
Best time to book a flight from Stewart to Oregon
Have a flexible travel schedule? Discover the best time to fly to Oregon from Stewart 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 New Windsor to Oregon
What is the cheapest month to book a flight from New Windsor to Oregon?
Currently, November is the cheapest month in which you can book a flight from New Windsor to Oregon (average of $277). Flying from New Windsor to Oregon in March is currently the most expensive (average of $368). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.