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$199+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PDX
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$337
(Delta)

One-way from

$199
(Delta)

Popular in

December

Cheapest in

January

Average price

$377
Provider with most accurate pricing for New York (NYC)-Portland flight deals.
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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. 6% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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.
Fri 12/53:08 pmHPN - PDX
1 stop8h 44mDelta
Wed 12/106:15 amPDX - HPN
1 stop7h 22mDelta
Deal found 10/28$337
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 12/111:36 pmHPN - PDX
2 stops12h 04mAmerican Airlines
Sun 12/1410:15 pmPDX - HPN
2 stops13h 27mAmerican Airlines
Deal found 10/30$367
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/223:08 pmHPN - PDX
1 stop8h 39mDelta
Mon 12/111:15 pmPDX - HPN
1 stop9h 44mDelta
Deal found 10/29$418
This Delta deal was found by Cheapflights users on 10/28. 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 11/1512:55 pmHPN - EUG
2 stops13h 18mDelta
Tue 11/185:29 pmEUG - HPN
2 stops20h 05mDelta
Deal found 10/28$452
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:14 pmHPN - PDX
1 stop7h 51mDelta
Sun 11/1610:10 pmPDX - HPN
1 stop8h 37mDelta
Deal found 10/29$457
This Delta deal was found by Cheapflights users on 10/30. 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.
Fri 11/143:08 pmHPN - PDX
1 stop8h 39mDelta
Mon 11/1712:35 amPDX - HPN
2 stops12h 14mDelta
Deal found 10/30$462
This Delta deal was found by Cheapflights users on 10/30. 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.
Fri 11/146:00 amHPN - BOI
1 stop8h 39mDelta
Tue 11/185:35 amBOI - HPN
1 stop8h 59mDelta
Deal found 10/30$534
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 11/512:45 pmHPN - PDX
1 stop9h 21mDelta
Sun 11/910:10 pmPDX - HPN
1 stop8h 37mDelta
Deal found 10/28$536
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/247:10 amHPN - PDX
1 stop8h 26mAmerican Airlines
Mon 12/110:15 pmPDX - HPN
1 stop8h 14mAmerican Airlines
Deal found 10/28$557
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 11/221:30 pmHPN - PDX
2 stops14h 20mAmerican Airlines
Mon 12/111:59 pmPDX - HPN
2 stops10h 01mAmerican Airlines
Deal found 10/30$562
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:00 amHPN - BOI
1 stop9h 06mAmerican Airlines
Sun 11/231:33 pmBOI - HPN
1 stop7h 56mAmerican Airlines
Deal found 10/29$591
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:10 amHPN - BOI
2 stops11h 07mAlaska Airlines
Sat 11/158:50 amBOI - HPN
2 stops11h 09mAlaska Airlines
Deal found 10/29$672

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 October 30, 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 PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Fri 12/5

3:08 pm-8:52 pm

1 stop8h 44m

Portland

Wed 12/10

6:15 am-4:37 pm

1 stop7h 22m

$337

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Wed 3/4

12:59 pm-7:18 pm

1 stop9h 19m

Portland

Wed 3/11

9:45 pm-9:50 am

1 stop9h 05m

$337

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Thu 12/11

3:08 pm-8:52 pm

1 stop8h 44m

Portland

Sun 12/14

11:20 pm-11:59 am

1 stop9h 39m

$337

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Fri 12/5

10:05 am-8:50 pm

2 stops13h 45m

Portland

Wed 12/10

10:15 pm-9:29 am

1 stop8h 14m

$342

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Wed 3/4

1:30 pm-9:40 pm

1 stop11h 10m

Portland

Thu 3/12

6:00 am-4:19 pm

1 stop7h 19m

$357

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Thu 12/11

1:36 pm-10:40 pm

2 stops12h 04m

Portland

Sun 12/14

10:15 pm-2:42 pm

2 stops13h 27m

$367

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Tue 3/10

5:10 pm-10:46 pm

1 stop8h 36m

Portland

Wed 3/11

9:45 pm-9:50 am

1 stop9h 05m

$397

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

8:40 am-4:40 pm

2 stops30h 00m

$416

White PlainsRedmond

HPN - RDM

HPNRDM

White Plains Westchester County

Tue 3/10

12:45 pm-10:42 pm

2 stops12h 57m

Bend/Redmond

Wed 3/11

5:39 pm-9:50 am

2 stops13h 11m

$423

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-4:34 pm

2 stops20h 05m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 27 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, July is the cheapest month in which you can book a flight from Westchester County to Oregon (average of $266). Flying from Westchester County to Oregon in January is currently the most expensive (average of $476). 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 October 30, 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
7.9
Good
7,998 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

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
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

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
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

7.9

Crew

8.5

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 and American Airlines fly from Westchester County to Oregon in about 8h 44m. The time it takes to get you to your destination can typically vary by up to 5h 01m. The distance between Westchester County and Oregon is about 2437 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Westchester County to Oregon one-way?

    One-way options have recently been found by users for as low as $199 on Delta. Other airlines that offer cheap prices include American Airlines from $219 and Alaska Airlines from $306 one-way.

  • 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, July is the cheapest month in which you can book a flight from Westchester County to Oregon (average of $266). Flying from Westchester County to Oregon in January is currently the most expensive (average of $476). 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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Alternative routes for Westchester County to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$267Average$446FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$312Average$468FlexibilityNo cancel feeOn-time71%

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