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$109+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
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Cheap flight deals from Massachusetts to Oregon

Keep the following information in mind while searching for Massachusetts to Oregon flight deals. Data was last updated julio 30, 2025.

Round-trip from

$216
(American Airlines)

One-way from

$109
(Hawaiian Airlines)

Popular in

December

Cheapest in

May

Average price

$372

Good round-trip deal

$279 or less

Good one-way deal

$158 or less
From Massachusetts to Oregon
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One-way flight from Massachusetts to Oregon
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Highest demand for flights based on searches. 11% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Massachusetts to Oregon.
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Price to beat on a one-way flight from Massachusetts to Oregon.
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Find 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 julio 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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.
vie. 9/125:36 pmBOS - PDX
1 stop9h 23mAmerican Airlines
vie. 9/1911:42 amPDX - BOS
1 stop9h 00mAmerican Airlines
Deal found 7/29$216
This Southwest deal was found by Cheapflights users on 7/27. 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.
jue. 9/2512:15 pmBOS - PDX
1 stop7h 55mSouthwest
lun. 9/296:10 amPDX - BOS
1 stop10h 55mSouthwest
Deal found 7/27$222
This Trip.com deal was found by Cheapflights users on 7/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/238:00 amBOS - PDX
Nonstop6h 11mJetBlue
vie. 8/2912:21 pmPDX - BOS
Nonstop5h 22mJetBlue
Deal found 7/28$226
This Hawaiian Airlines deal was found by Cheapflights users on 7/28. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/16:00 amBOS - PDX
Nonstop6h 09mHawaiian Airlines
vie. 9/51:24 pmPDX - BOS
1 stop8h 03mHawaiian Airlines
Deal found 7/28$227
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/176:18 pmBOS - PDX
1 stop9h 10mUnited Airlines
sáb. 10/187:00 amPDX - BOS
1 stop7h 51mUnited Airlines
Deal found 7/29$232
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/56:23 pmBOS - PDX
1 stop8h 46mAlaska Airlines
mié. 11/121:38 pmPDX - BOS
1 stop7h 42mAlaska Airlines
Deal found 7/29$236
This Delta deal was found by Cheapflights users on 7/28. 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.
jue. 10/235:34 amBOS - PDX
1 stop7h 55mDelta
sáb. 10/255:50 pmPDX - BOS
1 stop9h 45mDelta
Deal found 7/28$237
This flugladen.de deal was found by Cheapflights users on 7/29. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/67:20 amBOS - BOI
1 stop8h 34mHawaiian Airlines
sáb. 9/132:28 pmBOI - BOS
1 stop7h 59mHawaiian Airlines
Deal found 7/29$286
This Delta deal was found by Cheapflights users on 7/30. 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.
mié. 9/176:55 pmBOS - BOI
1 stop7h 20mDelta
mié. 9/241:25 pmBOI - BOS
1 stop9h 53mDelta
Deal found 7/30$295
This Gotogate deal was found by Cheapflights users on 7/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/266:45 amBDL - PDX
2 stops15h 12mMultiple Airlines
jue. 8/286:30 pmPDX - BDL
1 stop13h 22mMultiple Airlines
Deal found 7/30$304
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/2111:36 amBOS - PDX
2 stops23h 20mMultiple Airlines
lun. 8/257:52 pmPDX - BOS
2 stops23h 42mMultiple Airlines
Deal found 7/30$305
This Trip.com deal was found by Cheapflights users on 7/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/136:00 amBOS - EUG
1 stop8h 29mHawaiian Airlines
sáb. 9/201:36 pmEUG - BOS
1 stop7h 51mHawaiian Airlines
Deal found 7/30$307

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 julio 30, 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

vie. 9/12

5:36 pm-11:59 pm

1 stop9h 23m

Portland

vie. 9/19

11:42 am-11:42 pm

1 stop9h 00m

$216

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

jue. 9/25

12:15 pm-5:10 pm

1 stop7h 55m

Portland

lun. 9/29

6:10 am-8:05 pm

1 stop10h 55m

$222

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

sáb. 8/23

8:00 am-11:11 am

Nonstop6h 11m

Portland

vie. 8/29

12:21 pm-8:43 pm

Nonstop5h 22m

$226

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

lun. 9/1

6:00 am-9:09 am

Nonstop6h 09m

Portland

vie. 9/5

1:24 pm-12:27 am

1 stop8h 03m

$227

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

vie. 10/17

6:18 pm-12:28 am

1 stop9h 10m

Portland

sáb. 10/18

7:00 am-5:51 pm

1 stop7h 51m

$232

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

mié. 11/5

6:23 pm-12:09 am

1 stop8h 46m

Portland

mié. 11/12

1:38 pm-12:20 am

1 stop7h 42m

$236

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

jue. 10/23

5:34 am-10:29 am

1 stop7h 55m

Portland

sáb. 10/25

5:50 pm-6:35 am

1 stop9h 45m

$237

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

sáb. 9/6

7:20 am-1:54 pm

1 stop8h 34m

Boise Air Term. Gowen Fld

sáb. 9/13

2:28 pm-12:27 am

1 stop7h 59m

$286

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

mié. 9/17

6:55 pm-12:15 am

1 stop7h 20m

Boise Air Term. Gowen Fld

mié. 9/24

1:25 pm-1:18 am

1 stop9h 53m

$295

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

mar. 8/26

6:45 am-6:57 pm

2 stops15h 12m

Portland

jue. 8/28

6:30 pm-10:52 am

1 stop13h 22m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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, November is the cheapest month in which you can book a flight from Massachusetts to Oregon (average of $277). Flying from Massachusetts to Oregon in March is currently the most expensive (average of $368). 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 julio 30, 2025.

When flying from Massachusetts 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.

Weekly flight availability from Massachusetts to Oregon

Explore weekly flight availability from Massachusetts to Oregon. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated julio 30, 2025.

The most flights from USMA to USOR are scheduled on a Monday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

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 julio 30, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

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

    For one-way options, check prices for Hawaiian Airlines. According to our data, you can fly for as low as $109. Users have also found prices from $110 and $114 on American Airlines 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, November is the cheapest month in which you can book a flight from Massachusetts to Oregon (average of $277). Flying from Massachusetts to Oregon in March is currently the most expensive (average of $368). 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 9 airlines flying from Massachusetts to Oregon

Discover the top 9 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 julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$89Average$228FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$136Average$474FlexibilityNo cancel feeOn-time85%
DeltaCheapest$168Average$448FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$176Average$318FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$181Average$401FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$216Average$506FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$467FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$615FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$245Average$505FlexibilityNo cancel feeOn-time75%

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