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Massachusetts

$109+ Cheap flights from Oregon to Massachusetts

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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Oregon to Massachusetts

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

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$216
(Alaska Airlines)

One-way from

$109
(Alaska Airlines)

Popular in

December

Cheapest in

February

Average price

$437

Good round-trip deal

$249 or less

Good one-way deal

$144 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
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From Oregon to Massachusetts
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One-way flight from Oregon to Massachusetts
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Highest demand for flights based on searches. 10% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Oregon to Massachusetts.
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Price to beat on a one-way flight from Oregon to Massachusetts.
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Find flight deals from Oregon to Massachusetts

Cheapest flights from Oregon to Massachusetts
Explore the most affordable flight options available from Oregon to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 5/177:45 pmPDX - BOS
1 stop8h 35mAlaska Airlines
Tue 5/204:49 pmBOS - PDX
1 stop9h 49mAlaska Airlines
Deal found 4/29$216
This JetBlue deal was found by Cheapflights users on 4/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1612:21 pmPDX - BOS
Nonstop5h 22mJetBlue
Mon 8/258:00 amBOS - PDX
Nonstop6h 11mJetBlue
Deal found 4/27$217
This Southwest deal was found by Cheapflights users on 4/27. 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.
Sat 9/136:00 amPDX - BOS
1 stop10h 15mSouthwest
Mon 9/227:30 amBOS - PDX
1 stop11h 20mSouthwest
Deal found 4/27$222
This Hawaiian Airlines deal was found by Cheapflights users on 4/29. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/275:30 pmPDX - BOS
1 stop11h 10mHawaiian Airlines
Tue 6/38:40 amBOS - PDX
1 stop12h 58mHawaiian Airlines
Deal found 4/29$236
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 7/111:20 pmPDX - BOS
1 stop8h 11mUnited Airlines
Tue 7/156:00 amBOS - PDX
1 stop9h 32mUnited Airlines
Deal found 4/29$237
This Delta deal was found by Cheapflights users on 4/28. 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.
Wed 7/94:55 pmPDX - BOS
1 stop9h 40mDelta
Wed 7/166:50 pmBOS - PDX
1 stop8h 38mDelta
Deal found 4/28$238
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/275:40 pmPDX - BOS
2 stops19h 44mSpirit Airlines
Tue 6/310:04 amBOS - PDX
2 stops29h 38mSpirit Airlines
Deal found 4/29$245
This Expedia deal was found by Cheapflights users on 4/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/259:42 pmPDX - BOS
Nonstop5h 28mMultiple Airlines
Mon 6/27:47 pmBOS - PDX
2 stops19h 55mMultiple Airlines
Deal found 4/28$270
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/207:25 pmEUG - BOS
1 stop8h 55mAlaska Airlines
Wed 6/47:30 amBOS - EUG
1 stop8h 07mAlaska Airlines
Deal found 4/28$287
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 5/286:57 pmRDM - BOS
1 stop9h 43mAlaska Airlines
Tue 6/36:52 pmBOS - RDM
1 stop8h 07mAlaska Airlines
Deal found 4/29$298
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2111:25 amEUG - BOS
1 stop9h 34mDelta
Wed 6/46:47 pmBOS - EUG
1 stop8h 09mDelta
Deal found 4/29$299
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/287:29 pmRDM - BOS
1 stop8h 11mDelta
Tue 6/39:05 amBOS - RDM
2 stops12h 44mDelta
Deal found 4/29$304

Cheapflights Fare Finder

Customize your flight search to find flights from Oregon to Massachusetts 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 April 30, 2025.
Use the filters below to find and compare flights from Oregon to Massachusetts that are best for you.

Fly from

Oregon

Fly to

Massachusetts

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 5/17

7:45 pm-7:20 am

1 stop8h 35m

Boston Logan Intl

Tue 5/20

4:49 pm-11:38 pm

1 stop9h 49m

$216

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 6/3

9:42 pm-6:10 am

Nonstop5h 28m

Boston Logan Intl

Tue 6/10

6:00 am-9:12 am

Nonstop6h 12m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 7/1

11:20 pm-10:31 am

1 stop8h 11m

Boston Logan Intl

Tue 7/15

6:00 am-12:32 pm

1 stop9h 32m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 7/9

4:55 pm-5:35 am

1 stop9h 40m

Boston Logan Intl

Wed 7/16

6:50 pm-12:28 am

1 stop8h 38m

$238

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 5/27

5:40 pm-4:24 pm

2 stops19h 44m

Boston Logan Intl

Tue 6/3

10:04 am-12:42 pm

2 stops29h 38m

$245

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 5/21

2:30 pm-10:49 pm

Nonstop5h 19m

Boston Logan Intl

Wed 6/4

10:10 am-1:12 pm

Nonstop6h 02m

$257

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 5/25

9:42 pm-6:10 am

Nonstop5h 28m

Boston Logan Intl

Mon 6/2

7:47 pm-12:42 pm

2 stops19h 55m

$270

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Tue 5/20

7:25 pm-7:20 am

1 stop8h 55m

Boston Logan Intl

Wed 6/4

7:30 am-12:37 pm

1 stop8h 07m

$287

RedmondBoston

RDM - BOS

RDMBOS

Bend/Redmond

Wed 5/28

6:57 pm-7:40 am

1 stop9h 43m

Boston Logan Intl

Tue 6/3

6:52 pm-11:59 pm

1 stop8h 07m

$298

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Wed 5/21

11:25 am-11:59 pm

1 stop9h 34m

Boston Logan Intl

Wed 6/4

6:47 pm-11:56 pm

1 stop8h 09m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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

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

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

Currently, January is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $218). Flying from Oregon to Massachusetts in July is currently the most expensive (average of $311). 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 OR to MA?

Find hourly flight availability from Oregon to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Massachusetts as you normally would.

Weekly flight availability from Oregon to Massachusetts

Explore weekly flight availability from Oregon to Massachusetts. 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 April 30, 2025.

The most flights from USOR to USMA are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Massachusetts by month

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

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

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

If weather is an important factor for your trip to Massachusetts, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated April 30, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Oregon to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

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
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

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.
Southwest
8.0
Very good
4,295 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

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
7,936 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

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.
Hawaiian Airlines
7.9
Good
2,402 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

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.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Entertainment

7.1

Boarding

8.2

Comfort

7.9

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 Oregon to Massachusetts. 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 Oregon to Massachusetts flight route?

    The Oregon to Massachusetts flight path was viewed by 9 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    The cheapest airlines for a one-way flight from Oregon to Massachusetts are Alaska Airlines ($109), Hawaiian Airlines ($118), and Delta ($119).

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $218). Flying from Oregon to Massachusetts in July is currently the most expensive (average of $311). 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 Oregon to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Oregon to Massachusetts

Discover the top 9 airlines that operate flights from Oregon to Massachusetts. 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$210FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$143Average$349FlexibilityNo cancel feeOn-time85%
DeltaCheapest$151Average$525FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$344FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$216Average$611FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$218Average$480FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$240Average$481FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$242Average$557FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$263Average$553FlexibilityNo cancel feeOn-time75%

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