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$124+ Cheap flights from Massachusetts 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap flight deals from Massachusetts to Oregon

Cheapest flights from Massachusetts to Oregon
Explore the most affordable flight options available from Massachusetts to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

This American Airlines deal was found by Cheapflights users on 12/12. 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 12/151:25 pmBOS - PDX
1 stop9h 52mAmerican Airlines
Tue 1/1310:15 pmPDX - BOS
1 stop9h 14mAmerican Airlines
Deal found 12/12$419
This Southwest deal was found by Cheapflights users on 12/11. 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.
Sun 12/146:20 pmBOS - PDX
1 stop8h 55mSouthwest
Sat 1/176:00 amPDX - BOS
1 stop11h 55mSouthwest
Deal found 12/11$424
This Delta deal was found by Cheapflights users on 12/13. 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 12/225:45 amBOS - PDX
1 stop8h 20mDelta
Mon 12/295:30 amPDX - BOS
1 stop7h 38mDelta
Deal found 12/13$452
This Delta deal was found by Cheapflights users on 12/14. 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.
Tue 12/236:46 pmBOS - PDX
1 stop8h 13mDelta
Fri 1/91:53 pmPDX - BOS
1 stop6h 59mDelta
Deal found 12/14$468
This Delta deal was found by Cheapflights users on 12/13. 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 12/1510:15 amBOS - PDX
1 stop10h 59mDelta
Thu 1/15:30 amPDX - BOS
1 stop7h 33mDelta
Deal found 12/13$476
This United Airlines deal was found by Cheapflights users on 12/12. 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.
Mon 12/152:15 pmBOS - PDX
2 stops11h 00mUnited Airlines
Tue 1/131:24 pmPDX - BOS
1 stop7h 22mUnited Airlines
Deal found 12/12$483
This Delta deal was found by Cheapflights users on 12/12. 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.
Sun 12/1410:15 amBOS - PDX
1 stop10h 59mDelta
Sat 1/171:39 pmPDX - BOS
1 stop7h 17mDelta
Deal found 12/12$484
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Thu 12/2510:36 amBDL - PDX
2 stops15h 23mUnited Airlines
Wed 12/3112:54 pmPDX - BDL
1 stop8h 03mUnited Airlines
Deal found 12/13$511
This Delta deal was found by Cheapflights users on 12/13. 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 12/244:30 pmBOS - PDX
1 stop9h 23mDelta
Mon 12/295:30 amPDX - BOS
1 stop7h 38mDelta
Deal found 12/13$512
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Thu 12/254:31 pmBOS - PDX
1 stop9h 08mUnited Airlines
Wed 12/3111:45 pmPDX - BOS
1 stop9h 58mUnited Airlines
Deal found 12/13$513
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Sun 12/142:15 pmBOS - PDX
2 stops11h 11mUnited Airlines
Sat 1/178:30 amPDX - BOS
2 stops10h 27mUnited Airlines
Deal found 12/11$515
This Delta deal was found by Cheapflights users on 12/13. 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 12/306:16 pmBOS - BOI
1 stop7h 37mDelta
Wed 1/71:41 pmBOI - BOS
1 stop9h 23mDelta
Deal found 12/13$518

Find flight deals from Massachusetts to Oregon

Keep the following information in mind while searching for Massachusetts to Oregon flight deals. Data was last updated December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$208
(Southwest)

One-way from

$124
(United Airlines)

Popular in

December

Cheapest in

May

Average price

$557

Good round-trip deal

$379 or less

Good one-way deal

$206 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 Massachusetts to Oregon
Search Deals
One-way flight from Massachusetts 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 Massachusetts to Oregon.
Search Deals
Price to beat on a one-way flight from Massachusetts to Oregon.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 14, 2025.
Use the filters below to find and compare flights from Massachusetts to Oregon that are best for you.

Fly from

Massachusetts

Fly to

Oregon

Route

Depart

Return

Price

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 1/15

1:35 pm-8:15 pm

1 stop9h 40m

Portland

Fri 1/23

6:30 am-5:10 pm

1 stop7h 40m

$208

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 1/11

7:00 am-1:45 pm

1 stop9h 45m

Portland

Sat 1/31

12:45 pm-10:55 pm

1 stop7h 10m

$208

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 1/12

4:15 pm-9:49 pm

1 stop8h 34m

Portland

Sat 1/17

5:00 am-5:24 pm

2 stops9h 24m

$242

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 1/15

6:00 am-11:57 am

1 stop8h 57m

Portland

Fri 1/23

10:47 am-11:49 pm

2 stops10h 02m

$242

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 3/4

6:00 am-11:55 am

1 stop8h 55m

Portland

Mon 3/9

11:59 pm-12:56 pm

2 stops9h 57m

$242

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 2/3

6:00 am-11:57 am

1 stop8h 57m

Portland

Mon 2/9

11:59 pm-1:13 pm

2 stops10h 14m

$242

BostonEugene

BOS - EUG

BOSEUG

Boston Logan Intl

Sat 1/17

4:25 pm-10:39 pm

1 stop9h 14m

Eugene

Tue 1/20

5:20 pm-6:50 am

1 stop10h 30m

$257

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

Fri 1/9

6:43 am-1:53 pm

1 stop9h 10m

Boise Air Term. Gowen Fld

Sun 1/11

5:54 pm-5:32 am

1 stop9h 38m

$257

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

Fri 1/9

4:16 pm-10:57 pm

1 stop8h 41m

Boise Air Term. Gowen Fld

Wed 1/14

2:37 pm-11:46 pm

1 stop7h 09m

$257

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 2/20

6:10 pm-12:05 am

1 stop8h 55m

Portland

Wed 2/25

6:45 am-10:05 pm

2 stops12h 20m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Oregon

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

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

Currently, May is the cheapest month in which you can book a flight from Massachusetts to Oregon (average of $113). Flying from Massachusetts 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 MA to OR?

Find hourly flight availability from Massachusetts 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 14, 2025.

One of the essential ways to save on airfare from Massachusetts to Oregon is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 35% on airfare.

What is the cheapest day to fly from Massachusetts to Oregon?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Oregon. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to Oregon flight should consider departing on Monday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 14, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from Massachusetts to Oregon to help guide your decision. 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
11,448 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,448 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,006 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Hawaiian Airlines
7.8
Good
2,819 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,092 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
JetBlue
7.2
Good
2,894 reviews
Alaska Airlines
8.0
Very good
11,448 reviews

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Crew

8.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

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

  • How popular is this Massachusetts to Oregon flight route?

    Within the past month, 11 users have taken a look at flights from Massachusetts to Oregon.

  • How long is the flight from Massachusetts to Oregon?

    There are many flights that can get you from Massachusetts to Oregon in 8h 34m. Fly via Southwest, United Airlines, or Delta to get the fastest option. Airlines will cover a distance of 2528 mi. This flight may include one or multiple stops.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $89. Users have also found prices from $98 and $99 on JetBlue and Southwest, respectively.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Massachusetts to Oregon (average of $113). Flying from Massachusetts 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 Massachusetts to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Massachusetts to Oregon

Discover the top 8 airlines that operate flights from Massachusetts 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 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$136Average$401FlexibilityNo cancel feeOn-time83%
Hawaiian AirlinesCheapest$138Average$472FlexibilityNo cancel feeOn-time85%
DeltaCheapest$144Average$443FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$172Average$329FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$178Average$501FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$414FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$229Average$584FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$243Average$506FlexibilityNo cancel feeOn-time75%

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