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$129+ Cheap flights from Boston (BOS) 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Boston to Oregon

Cheapest flights from Boston to Oregon
Explore the most affordable flight options available from Boston to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This United Airlines deal was found by Cheapflights users on 12/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:01 amBOS - PDX
1 stop8h 57mUnited Airlines
Sat 1/1011:05 pmPDX - BOS
1 stop9h 06mUnited Airlines
Deal found 12/27$459
This Southwest deal was found by Cheapflights users on 12/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:35 pmBOS - PDX
2 stops11h 55mSouthwest
Sat 1/109:30 amPDX - BOS
2 stops10h 25mSouthwest
Deal found 12/27$548
This Southwest deal was found by Cheapflights users on 12/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:35 pmBOS - PDX
1 stop8h 45mSouthwest
Wed 1/76:20 amPDX - BOS
1 stop7h 30mSouthwest
Deal found 12/27$568
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:46 pmBOS - PDX
1 stop8h 13mDelta
Mon 1/51:39 pmPDX - BOS
1 stop7h 17mDelta
Deal found 12/26$572
This United Airlines deal was found by Cheapflights users on 12/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:31 pmBOS - PDX
1 stop9h 08mUnited Airlines
Mon 1/511:55 pmPDX - BOS
2 stops10h 18mUnited Airlines
Deal found 12/27$573
This American Airlines deal was found by Cheapflights users on 12/27. 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 12/3012:46 pmBOS - PDX
1 stop11h 08mAmerican Airlines
Sat 1/311:21 pmPDX - BOS
1 stop9h 47mAmerican Airlines
Deal found 12/27$619
This Southwest deal was found by Cheapflights users on 12/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/294:40 pmBOS - PDX
1 stop10h 45mSouthwest
Sun 1/412:05 pmPDX - BOS
1 stop9h 45mSouthwest
Deal found 12/26$623
This United Airlines deal was found by Cheapflights users on 12/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:20 pmBOS - BOI
1 stop12h 39mUnited Airlines
Thu 1/15:00 amBOI - BOS
1 stop8h 35mUnited Airlines
Deal found 12/25$629
This Southwest deal was found by Cheapflights users on 12/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:35 pmBOS - PDX
2 stops12h 30mSouthwest
Mon 1/55:45 amPDX - BOS
2 stops9h 25mSouthwest
Deal found 12/27$629
This Southwest deal was found by Cheapflights users on 12/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:35 pmBOS - PDX
1 stop8h 45mSouthwest
Sat 1/310:20 amPDX - BOS
1 stop12h 05mSouthwest
Deal found 12/26$643
This United Airlines deal was found by Cheapflights users on 12/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:20 pmBOS - BOI
1 stop12h 39mUnited Airlines
Mon 1/58:20 amBOI - BOS
1 stop14h 25mUnited Airlines
Deal found 12/25$702
This United Airlines deal was found by Cheapflights users on 12/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:20 pmBOS - BOI
1 stop12h 39mUnited Airlines
Fri 1/22:40 pmBOI - BOS
1 stop6h 53mUnited Airlines
Deal found 12/25$763

Find flight deals from Boston to Oregon

Keep the following information in mind while searching for Boston to Oregon flight deals. Data was last updated December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$219
(American Airlines)

One-way from

$129
(United Airlines)

Popular in

December

Cheapest in

May

Average price

$557

Good round-trip deal

$337 or less

Good one-way deal

$208 or less
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
Search Deals
From Boston Logan Intl to Oregon
Search Deals
One-way flight from Boston Logan Intl to Oregon
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Oregon.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Oregon.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston 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 December 28, 2025.
Use the filters below to find and compare flights from Boston to Oregon that are best for you.

Fly from

Boston

Fly to

Oregon

Route

Depart

Return

Price

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 5/9

3:28 pm-9:16 pm

1 stop8h 48m

Portland

Sat 5/16

6:59 pm-5:58 am

1 stop7h 59m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 1/10

4:25 pm-10:54 pm

1 stop9h 29m

Portland

Sat 1/17

5:30 am-4:09 pm

1 stop7h 39m

$241

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 1/27

6:00 am-11:57 am

1 stop8h 57m

Portland

Sat 1/31

8:30 am-9:57 pm

2 stops10h 27m

$242

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 1/10

5:57 pm-12:42 am

1 stop9h 45m

Portland

Sat 1/17

5:00 am-5:24 pm

2 stops9h 24m

$249

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 1/15

6:00 am-11:57 am

1 stop8h 57m

Portland

Sat 1/24

8:30 am-9:38 pm

2 stops10h 08m

$253

BostonEugene

BOS - EUG

BOSEUG

Boston Logan Intl

Thu 1/22

6:00 am-2:31 pm

1 stop11h 31m

Eugene

Sun 1/25

3:18 pm-5:32 am

1 stop11h 14m

$257

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

Tue 1/20

9:45 am-7:25 pm

1 stop11h 40m

Boise Air Term. Gowen Fld

Mon 1/26

12:37 pm-11:12 pm

1 stop8h 35m

$257

BostonEugene

BOS - EUG

BOSEUG

Boston Logan Intl

Thu 1/22

3:15 pm-9:10 pm

1 stop8h 55m

Eugene

Sun 1/25

5:00 am-3:37 pm

1 stop7h 37m

$257

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 4/4

5:15 pm-10:53 pm

1 stop8h 38m

Portland

Sun 4/12

7:43 pm-6:50 am

1 stop8h 07m

$268

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 5/13

12:20 pm-6:05 pm

1 stop8h 45m

Portland

Tue 5/19

10:15 pm-8:44 am

1 stop7h 29m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 60 results
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6

Best time to book a flight from Boston to Oregon

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

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

Currently, May is the cheapest month in which you can book a flight from Boston to Oregon (average of $113). Flying from Boston to Oregon in October is currently the most expensive (average of $208). 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.

What is the cheapest time of day to fly from BOS to OR?

Find hourly flight availability from Boston to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2025.

When flying from Boston to Oregon, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 December 28, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta, and Hawaiian Airlines from Boston to Oregon. 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
11,552 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Alaska Airlines
8.0
Very good
11,552 reviews
Alaska Airlines
8.0
Very good
11,552 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Delta
7.9
Good
8,018 reviews
Alaska Airlines
8.0
Very good
11,552 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Hawaiian Airlines
7.8
Good
2,820 reviews
Alaska Airlines
8.0
Very good
11,552 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
United Airlines
7.4
Good
9,113 reviews
Alaska Airlines
8.0
Very good
11,552 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
JetBlue
7.2
Good
2,901 reviews
Alaska Airlines
8.0
Very good
11,552 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

Related info for your journey

Find useful and relevant information for your journey from Boston 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 Boston to Oregon?

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Oregon. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • How popular is this Boston to Oregon flight route?

    Flights from Boston Logan Intl to Oregon have been viewed 11 times in the past calendar month.

  • How long is the flight from Boston to Oregon?

    Airlines like United Airlines, Delta, and American Airlines fly from Boston to Oregon in about 8h 48m. The time it takes to get you to your destination can typically vary by up to 2h 43m. The distance between Boston and Oregon is about 2528 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $89. However, be on the lookout for offers from JetBlue and Southwest, as they are both options that can get you from Boston to Oregon for a low price.

  • What are the most popular routes from Boston to Oregon?

    When deciding which route to take from Boston to Oregon consider Boston Logan Intl - Portland, Boston Logan Intl - Boise Air Term. Gowen Fld or Boston Logan Intl - Bend/Redmond as they are the most popular.

  • What are the most reliable airlines from Boston to Oregon?

    The top 3 most reliable airlines when flying from Boston to Oregon are Qatar Airways (83%), Hawaiian Airlines (83%) and Alaska Airlines (82%).

  • What are the cheapest flights from Boston to Oregon?

    On average you can expect to pay $865 for a flight from Boston to Oregon. The cheapest flight overall is $158 while the most popular route, (Boston Logan Intl - Portland) is currently priced at $188.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston 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 Boston to Oregon?

    Currently, May is the cheapest month in which you can book a flight from Boston to Oregon (average of $113). Flying from Boston to Oregon in October is currently the most expensive (average of $208). 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 Boston to Oregon

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Top 8 airlines flying from Boston to Oregon

Discover the top 8 airlines that operate flights from Boston 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$136Average$401FlexibilityNo cancel feeOn-time83%
Hawaiian AirlinesCheapest$138Average$472FlexibilityNo cancel feeOn-time85%
DeltaCheapest$143Average$441FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$173Average$328FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$178Average$508FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$421FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$229Average$579FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$242Average$506FlexibilityNo cancel feeOn-time75%

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