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$167+ Cheap flights from Westchester County 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PDX
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Westchester County to Oregon

Keep the following information in mind while searching for Westchester County to Oregon flight deals. Data was last updated September 15, 2025.

Round-trip from

$314
(Delta)

One-way from

$167
(Delta)

Popular in

December

Cheapest in

January

Average price

$397
From Westchester County to Oregon
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One-way flight from Westchester County to Oregon
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Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Westchester County to Oregon

Cheapest flights from Westchester County to Oregon
Explore the most affordable flight options available from Westchester County to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:00 amHPN - EUG
2 stops20h 13mDelta
Tue 11/1811:24 amEUG - HPN
2 stops21h 43mDelta
Deal found 9/14$314
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/244:30 pmHPN - PDX
1 stop9h 36mAmerican Airlines
Thu 10/3011:58 pmPDX - HPN
1 stop8h 31mAmerican Airlines
Deal found 9/14$337
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/205:57 pmHPN - PDX
1 stop8h 09mAmerican Airlines
Fri 10/2411:48 pmPDX - HPN
2 stops11h 42mAmerican Airlines
Deal found 9/14$342
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:14 pmHPN - BOI
2 stops8h 55mDelta
Tue 11/115:35 amBOI - HPN
1 stop8h 59mDelta
Deal found 9/15$348
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/34:30 pmHPN - PDX
1 stop10h 29mAmerican Airlines
Mon 10/611:58 pmPDX - HPN
1 stop8h 31mAmerican Airlines
Deal found 9/14$387
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/153:21 pmHPN - PDX
2 stops10h 45mAmerican Airlines
Sun 10/1911:58 pmPDX - HPN
1 stop8h 31mAmerican Airlines
Deal found 9/15$394
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/225:14 pmHPN - PDX
1 stop7h 51mDelta
Mon 12/111:15 pmPDX - HPN
1 stop9h 55mDelta
Deal found 9/14$408
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/303:15 pmHPN - PDX
1 stop8h 11mDelta
Thu 11/611:26 amPDX - HPN
1 stop7h 43mDelta
Deal found 9/15$417
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/291:41 pmHPN - PDX
1 stop9h 56mAmerican Airlines
Fri 10/39:56 pmPDX - HPN
1 stop9h 49mAmerican Airlines
Deal found 9/14$437
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/293:25 pmHPN - PDX
2 stops11h 27mDelta
Fri 10/310:50 pmPDX - HPN
2 stops10h 10mDelta
Deal found 9/14$447
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:00 amHPN - BOI
1 stop9h 06mAmerican Airlines
Tue 11/111:40 pmBOI - HPN
1 stop7h 49mAmerican Airlines
Deal found 9/14$453
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:00 amHPN - BOI
1 stop8h 46mAmerican Airlines
Fri 10/241:26 pmBOI - HPN
1 stop7h 26mAmerican Airlines
Deal found 9/15$478

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County 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 Westchester County to Oregon that are best for you.

Fly from

Westchester County

Fly to

Oregon

Route

Depart

Return

Price

White PlainsEugene

HPN - EUG

HPNEUG

White Plains Westchester County

Sat 11/15

12:55 pm-11:13 pm

2 stops13h 18m

Eugene

Tue 11/18

5:29 pm-9:47 am

2 stops13h 18m

$314

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Mon 10/20

4:30 pm-11:06 pm

1 stop9h 36m

Portland

Fri 10/24

11:58 pm-11:29 am

1 stop8h 31m

$337

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Tue 3/10

3:15 pm-8:30 pm

1 stop8h 15m

Portland

Wed 3/11

9:45 pm-9:50 am

1 stop9h 05m

$337

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Fri 10/24

4:30 pm-11:06 pm

1 stop9h 36m

Portland

Thu 10/30

11:58 pm-11:29 am

1 stop8h 31m

$337

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Wed 10/15

5:57 pm-11:06 pm

1 stop8h 09m

Portland

Sun 10/19

11:58 pm-11:29 am

1 stop8h 31m

$337

White PlainsBoise

HPN - BOI

HPNBOI

White Plains Westchester County

Mon 11/10

5:14 pm-12:09 am

2 stops8h 55m

Boise Air Term. Gowen Fld

Tue 11/11

5:35 am-4:34 pm

1 stop8h 59m

$348

White PlainsRedmond

HPN - RDM

HPNRDM

White Plains Westchester County

Tue 3/10

3:15 pm-10:42 pm

2 stops10h 27m

Bend/Redmond

Wed 3/11

7:25 pm-11:50 am

2 stops13h 25m

$363

White PlainsBoise

HPN - BOI

HPNBOI

White Plains Westchester County

Tue 2/24

6:00 am-12:45 pm

1 stop8h 45m

Boise Air Term. Gowen Fld

Fri 2/27

7:30 pm-4:40 pm

2 stops19h 10m

$375

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Fri 10/3

4:30 pm-11:59 pm

1 stop10h 29m

Portland

Mon 10/6

11:58 pm-11:29 am

1 stop8h 31m

$387

White PlainsBoise

HPN - BOI

HPNBOI

White Plains Westchester County

Mon 11/10

6:00 am-1:06 pm

1 stop9h 06m

Boise Air Term. Gowen Fld

Tue 11/11

1:40 pm-11:29 pm

1 stop7h 49m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 32 results
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Best time to book a flight from Westchester County to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Westchester County 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 Westchester County to Oregon

What is the cheapest month to book a flight from Westchester County to Oregon?

Currently, November is the cheapest month in which you can book a flight from Westchester County to Oregon (average of $277). Flying from Westchester County 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 September 15, 2025.
See what other customers who have flown with Delta and American Airlines from Westchester County to Oregon have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

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

  • How long is the flight from Westchester County to Oregon?

    Airlines like Delta, American Airlines, and Alaska Airlines fly from Westchester County to Oregon in about 9h 36m. The time it takes to get you to your destination can typically vary by up to 3h 42m. The distance between Westchester County and Oregon is about 2437 mi. This flight may include one or multiple stops.

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

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

  • How can I find direct flights from Westchester County to Oregon?

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

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

    Yes. Cheapflights offers flight deals from Westchester County 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 Westchester County to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Westchester County to Oregon (average of $277). Flying from Westchester County 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.

See more FAQs

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Top 2 airlines flying from Westchester County to Oregon

Discover the top 2 airlines that operate flights from Westchester County to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$267Average$447FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$306Average$511FlexibilityNo cancel feeOn-time71%

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