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$159+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PDX
Jul 1 — Jul 81
Tue 7/1
Tue 7/8
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 June 26, 2025.

Round-trip from

$317
(Delta)

One-way from

$159
(Delta)

Popular in

December

Cheapest in

January

Average price

$487
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 ($20 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 June 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 June 26, 2025.

This Delta deal was found by Cheapflights users on 6/25. 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 9/54:29 pmHPN - PDX
1 stop8h 43mDelta
Tue 9/96:00 amPDX - HPN
1 stop9h 02mDelta
Deal found 6/25$317
This American Airlines deal was found by Cheapflights users on 6/26. 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 9/56:30 amHPN - PDX
2 stops10h 53mAmerican Airlines
Tue 9/95:16 amPDX - HPN
2 stops11h 44mAmerican Airlines
Deal found 6/26$327
This Delta deal was found by Cheapflights users on 6/25. 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 11/1512:45 pmHPN - EUG
2 stops13h 29mDelta
Tue 11/185:30 pmEUG - HPN
2 stops15h 16mDelta
Deal found 6/25$334
This Delta deal was found by Cheapflights users on 6/25. 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.
Tue 9/25:15 pmHPN - BOI
2 stops8h 41mDelta
Tue 9/95:30 amBOI - HPN
1 stop9h 05mDelta
Deal found 6/25$334
This American Airlines deal was found by Cheapflights users on 6/26. 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 8/277:24 amHPN - BOI
1 stop7h 05mAmerican Airlines
Wed 9/31:07 pmBOI - HPN
1 stop7h 52mAmerican Airlines
Deal found 6/26$377
This American Airlines deal was found by Cheapflights users on 6/25. 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 7/103:06 pmHPN - EUG
2 stops11h 00mAmerican Airlines
Mon 7/147:00 amEUG - HPN
2 stops12h 59mAmerican Airlines
Deal found 6/25$537
This Alaska Airlines deal was found by Cheapflights users on 6/26. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:24 amHPN - BOI
2 stops10h 30mAlaska Airlines
Mon 9/18:46 pmBOI - HPN
2 stops12h 42mAlaska Airlines
Deal found 6/26$621
This Mytrip deal was found by Cheapflights users on 6/25. 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.
Wed 7/98:10 amHPN - PDX
3 stops28h 08mMultiple Airlines
Wed 7/1610:23 amPDX - HPN
3 stops31h 36mMultiple Airlines
Deal found 6/25$710

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 June 26, 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 9/5

4:29 pm-10:12 pm

1 stop8h 43m

Portland

Tue 9/9

6:00 am-6:02 pm

1 stop9h 02m

$317

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Fri 9/5

6:30 am-2:23 pm

2 stops10h 53m

Portland

Tue 9/9

5:16 am-8:00 pm

2 stops11h 44m

$327

White PlainsEugene

HPN - EUG

HPNEUG

White Plains Westchester County

Sat 11/15

12:45 pm-11:14 pm

2 stops13h 29m

Eugene

Tue 11/18

5:30 pm-11:46 am

2 stops15h 16m

$334

White PlainsBoise

HPN - BOI

HPNBOI

White Plains Westchester County

Tue 9/2

5:15 pm-11:56 pm

2 stops8h 41m

Boise Air Term. Gowen Fld

Tue 9/9

5:30 am-4:35 pm

1 stop9h 05m

$334

White PlainsBoise

HPN - BOI

HPNBOI

White Plains Westchester County

Wed 8/27

7:24 am-12:29 pm

1 stop7h 05m

Boise Air Term. Gowen Fld

Wed 9/3

1:07 pm-10:59 pm

1 stop7h 52m

$377

White PlainsEugene

HPN - EUG

HPNEUG

White Plains Westchester County

Thu 7/10

3:06 pm-11:06 pm

2 stops11h 00m

Eugene

Mon 7/14

7:00 am-10:59 pm

2 stops12h 59m

$537

White PlainsBoise

HPN - BOI

HPNBOI

White Plains Westchester County

Tue 8/26

7:24 am-3:54 pm

2 stops10h 30m

Boise Air Term. Gowen Fld

Mon 9/1

8:46 pm-11:28 am

2 stops12h 42m

$621

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Wed 7/9

8:10 am-9:18 am

3 stops28h 08m

Portland

Wed 7/16

10:23 am-8:59 pm

3 stops31h 36m

$710

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Tue 9/23

4:00 pm-8:25 pm

1 stop7h 25m

$159

White PlainsBoise

HPN - BOI

HPNBOI

White Plains Westchester County

Sun 8/3

6:00 am-12:46 pm

1 stop8h 46m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/25

Showing 1-10 of 17 results
1
2

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 $369). 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 June 26, 2025.
See what other customers who have flown with Alaska Airlines, 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • 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 $159 on Delta. Other airlines that offer cheap prices include American Airlines from $195 and Alaska Airlines from $1,725 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, 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 $369). 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 June 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$267Average$429FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$306Average$546FlexibilityNo cancel feeOn-time71%

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