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$129+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — PDX
Mar 1 — Mar 81
Sat 3/1
Sat 3/8
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 February 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Delta)

One-way from

$129
(Delta)

Popular in

December

Cheapest in

January

Average price

$298
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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. 7% potential increase in price ($30 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 February 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 February 24, 2025.

This Delta deal was found by Cheapflights users on 2/23. 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 4/166:00 amHPN - PDX
1 stop8h 23mDelta
Wed 4/236:00 amPDX - HPN
1 stop9h 00mDelta
Deal found 2/23$277
This American Airlines deal was found by Cheapflights users on 2/23. 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 4/163:00 pmHPN - PDX
2 stops11h 02mAmerican Airlines
Wed 4/2311:52 pmPDX - HPN
1 stop8h 35mAmerican Airlines
Deal found 2/23$282
This Delta deal was found by Cheapflights users on 2/23. 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 3/255:24 pmHPN - BOI
2 stops8h 35mDelta
Tue 4/17:15 pmBOI - HPN
2 stops14h 40mDelta
Deal found 2/23$358
This Delta deal was found by Cheapflights users on 2/24. 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 4/263:00 pmHPN - EUG
2 stops10h 15mDelta
Sat 5/31:15 pmEUG - HPN
2 stops17h 29mDelta
Deal found 2/24$424
This Alaska Airlines deal was found by Cheapflights users on 2/22. 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.
Wed 6/114:17 pmHPN - PDX
2 stops20h 30mAlaska Airlines
Sat 6/2111:00 pmPDX - HPN
1 stop9h 18mAlaska Airlines
Deal found 2/22$482
This American Airlines deal was found by Cheapflights users on 2/24. 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.
Tue 7/293:21 pmHPN - EUG
2 stops10h 39mAmerican Airlines
Fri 8/83:51 pmEUG - HPN
2 stops14h 34mAmerican Airlines
Deal found 2/24$536
This Mytrip deal was found by Cheapflights users on 2/24. 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.
Fri 3/218:00 amHPN - PDX
3 stops34h 48mMultiple Airlines
Mon 3/246:50 pmPDX - HPN
3 stops22h 40mMultiple Airlines
Deal found 2/24$584
This Alaska Airlines deal was found by Cheapflights users on 2/24. 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 3/114:30 pmHPN - RDM
2 stops32h 28mAlaska Airlines
Sat 3/158:00 amRDM - HPN
2 stops10h 52mAlaska Airlines
Deal found 2/24$679
This Alaska Airlines deal was found by Cheapflights users on 2/23. 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.
Mon 2/243:10 pmHPN - BOI
2 stops10h 49mAlaska Airlines
Mon 3/38:59 pmBOI - HPN
2 stops12h 21mAlaska Airlines
Deal found 2/23$897
This Alaska Airlines deal was found by Cheapflights users on 2/24. 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.
Sun 3/93:14 pmHPN - EUG
2 stops11h 34mAlaska Airlines
Fri 3/146:00 amEUG - HPN
2 stops11h 16mAlaska Airlines
Deal found 2/24$1,028
This Delta deal was found by Cheapflights users on 2/23. 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 6/612:55 pmHPN - RDM
2 stops12h 55mDelta
Sun 6/157:28 pmRDM - HPN
2 stops13h 16mDelta
Deal found 2/23$1,484

Find flights from Westchester County to Oregon within your budget

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 February 24, 2025.

Fly from

Westchester County

Fly to

Oregon

Route

Depart

Return

Price

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Wed 4/16

6:00 am-11:23 am

1 stop8h 23m

Portland

Wed 4/23

6:00 am-6:00 pm

1 stop9h 00m

$277

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Wed 4/16

3:00 pm-11:02 pm

2 stops11h 02m

Portland

Wed 4/23

11:52 pm-11:27 am

1 stop8h 35m

$282

White PlainsBoise

HPN - BOI

HPNBOI

White Plains Westchester County

Tue 3/25

5:24 pm-11:59 pm

2 stops8h 35m

Boise Air Term. Gowen Fld

Tue 4/1

7:15 pm-11:55 am

2 stops14h 40m

$358

White PlainsEugene

HPN - EUG

HPNEUG

White Plains Westchester County

Sat 4/26

3:00 pm-10:15 pm

2 stops10h 15m

Eugene

Sat 5/3

1:15 pm-9:44 am

2 stops17h 29m

$424

White PlainsEugene

HPN - EUG

HPNEUG

White Plains Westchester County

Tue 7/29

3:21 pm-11:00 pm

2 stops10h 39m

Eugene

Fri 8/8

3:51 pm-9:25 am

2 stops14h 34m

$536

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Wed 3/26

3:14 pm-9:55 pm

1 stop9h 41m

Portland

Wed 4/2

9:44 am-8:16 pm

1 stop7h 32m

$573

White PlainsPortland

HPN - PDX

HPNPDX

White Plains Westchester County

Fri 3/21

8:00 am-3:48 pm

3 stops34h 48m

Portland

Mon 3/24

6:50 pm-8:30 pm

3 stops22h 40m

$584

White PlainsRedmond

HPN - RDM

HPNRDM

White Plains Westchester County

Tue 3/11

4:30 pm-9:58 pm

2 stops32h 28m

Bend/Redmond

Sat 3/15

8:00 am-9:52 pm

2 stops10h 52m

$679

White PlainsEugene

HPN - EUG

HPNEUG

White Plains Westchester County

Sun 3/9

3:14 pm-11:48 pm

2 stops11h 34m

Eugene

Fri 3/14

6:00 am-8:16 pm

2 stops11h 16m

$1,028

White PlainsRedmond

HPN - RDM

HPNRDM

White Plains Westchester County

Fri 6/6

12:55 pm-10:50 pm

2 stops12h 55m

Bend/Redmond

Sun 6/15

7:28 pm-11:44 am

2 stops13h 16m

$1,484

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 16 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.

Travel insights for flights from Westchester County to Oregon

Get recent, data-driven insights about flights from Westchester County to Oregon including ideal travel times, pricing trends, and more.

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 $376). 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.

Rainfall in Oregon by month

Plan your trip to Oregon by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oregon ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Oregon when rainfall is around 0.7 in.

Temperature in Oregon by month

Plan your trip to Oregon by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oregon, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

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 February 24, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and American Airlines from Westchester County to Oregon. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,710 reviews

Food

7.1

Entertainment

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,710 reviews
Alaska Airlines
8.0
Very good
9,710 reviews

Food

7.1

Entertainment

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,175 reviews
Alaska Airlines
8.0
Very good
9,710 reviews

Food

7.1

Entertainment

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,710 reviews

Food

7.1

Entertainment

7.1

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $129 on Delta. Other airlines that offer cheap prices include American Airlines from $189 and Alaska Airlines from $434 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 $376). 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

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Top 3 airlines flying from Westchester County to Oregon

Discover the top 3 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 February 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$306Average$476FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$382Average$557FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$463Average$696FlexibilityNo cancel feeOn-time75%
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