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$187+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PDX
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
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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 julio 30, 2025.

Round-trip from

$419
(Mytrip)

One-way from

$187
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$446
From New Windsor Stewart to Oregon
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One-way flight from New Windsor Stewart to Oregon
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Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Stewart to Oregon

Cheapest flights from Stewart to Oregon
Explore the most affordable flight options available from Stewart to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/255:36 pmSWF - PDX
3 stops28h 21mMultiple Airlines
sáb. 8/307:52 pmPDX - SWF
3 stops19h 08mMultiple Airlines
Deal found 7/29$419

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 julio 30, 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

lun. 8/25

5:36 pm-6:57 pm

3 stops28h 21m

Portland

sáb. 8/30

7:52 pm-6:00 pm

3 stops19h 08m

$419

New WindsorPortland

SWF - PDX

SWFPDX

New Windsor Stewart

lun. 8/25

5:36 pm-6:57 pm

3 stops28h 21m

$187

New WindsorPortland

SWF - PDX

SWFPDX

New Windsor Stewart

jue. 8/21

12:13 pm-7:56 am

2 stops22h 43m

$205

New WindsorMedford

SWF - MFR

SWFMFR

New Windsor Stewart

dom. 8/17

7:52 pm-2:31 pm

3 stops21h 39m

$372

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. 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 Oregon. Reviews last updated julio 30, 2025.
Peruse reviews from past customers who have flown with Allegiant Air from New Windsor to Oregon to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Allegiant Air
7.2
Good
703 reviews

Boarding

7.6

Comfort

6.8

Crew

8.1

Overall

7.2

Food

5.9

Entertainment

5.5

Reviews

1 / 20
10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.
Allegiant Air
7.2
Good
703 reviews
Allegiant Air
7.2
Good
703 reviews

Boarding

7.6

Comfort

6.8

Crew

8.1

Overall

7.2

Food

5.9

Entertainment

5.5

Reviews

1 / 20
10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from New Windsor to Oregon?

    For a flight from New Windsor to Oregon, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.

  • What are the most popular routes from New Windsor to Oregon?

    The most popular route from New Windsor to Oregon is New Windsor Stewart - Eugene. You may also consider New Windsor Stewart - Medford or New Windsor Stewart - Portland.

  • Can I find deals for flights from Stewart to Oregon that include hotel bookings?

    Yes. In addition to deals on Stewart to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Oregon.

  • Can I find deals for business class flights from Stewart to Oregon?

    Yes. Cheapflights offers flight deals from Stewart to Oregon by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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.

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