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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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$197
(JetBlue)

One-way from

$109
(Hawaiian Airlines)

Popular in

December

Cheapest in

September

Average price

$408

Good round-trip deal

$226 or less

Good one-way deal

$153 or less
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. 12% potential increase in price ($58 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 June 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 June 12, 2025.

This JetBlue deal was found by Cheapflights users on 6/10. 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.
Tue 7/1511:40 pmPDX - BOS
Nonstop5h 20mJetBlue
Tue 7/226:55 pmBOS - PDX
Nonstop6h 20mJetBlue
Deal found 6/10$197
This Delta deal was found by Cheapflights users on 6/12. 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.
Wed 9/101:46 pmPDX - BOS
1 stop7h 33mDelta
Sat 9/138:05 amBOS - PDX
1 stop11h 02mDelta
Deal found 6/12$217
This Southwest deal was found by Cheapflights users on 6/9. 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.
Thu 7/35:30 amPDX - BOS
1 stop12h 40mSouthwest
Wed 7/95:20 pmBOS - PDX
1 stop9h 35mSouthwest
Deal found 6/9$222
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 7/255:30 pmPDX - BOS
1 stop11h 00mAlaska Airlines
Wed 7/306:32 pmBOS - PDX
1 stop8h 27mAlaska Airlines
Deal found 6/10$226
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/1711:59 pmPDX - BOS
1 stop8h 00mUnited Airlines
Wed 8/205:05 pmBOS - PDX
1 stop8h 37mUnited Airlines
Deal found 6/10$237
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/124:49 pmEUG - BOS
1 stop10h 36mAlaska Airlines
Mon 9/226:40 pmBOS - EUG
1 stop8h 19mAlaska Airlines
Deal found 6/11$238
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 8/207:57 pmRDM - BOS
2 stops10h 50mUnited Airlines
Sun 8/246:02 amBOS - RDM
1 stop9h 12mUnited Airlines
Deal found 6/11$260
This Hawaiian Airlines deal was found by Cheapflights users on 6/9. 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 8/129:37 pmPDX - BOS
Nonstop5h 23mHawaiian Airlines
Tue 8/198:40 amBOS - PDX
1 stop11h 09mHawaiian Airlines
Deal found 6/9$267
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 8/25:29 pmPDX - BOS
1 stop9h 12mAmerican Airlines
Mon 8/185:29 amBOS - PDX
1 stop12h 00mAmerican Airlines
Deal found 6/10$269
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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 9/241:31 pmRDM - BOS
1 stop7h 52mAlaska Airlines
Wed 10/16:40 pmBOS - RDM
1 stop8h 19mAlaska Airlines
Deal found 6/10$273
This Delta deal was found by Cheapflights users on 6/10. 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 9/247:25 pmRDM - BOS
1 stop8h 09mDelta
Wed 10/16:00 amBOS - RDM
1 stop8h 56mDelta
Deal found 6/10$274
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/812:12 pmPDX - BOS
2 stops28h 22mSpirit Airlines
Sat 7/126:00 amBOS - PDX
2 stops30h 18mSpirit Airlines
Deal found 6/12$284

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 June 12, 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

Tue 7/15

11:40 pm-8:00 am

Nonstop5h 20m

Boston Logan Intl

Wed 7/23

6:55 pm-10:15 pm

Nonstop6h 20m

$197

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 9/10

1:46 pm-12:19 am

1 stop7h 33m

Boston Logan Intl

Sat 9/13

8:05 am-4:07 pm

1 stop11h 02m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 7/3

5:30 am-9:10 pm

1 stop12h 40m

Boston Logan Intl

Wed 7/9

5:20 pm-11:55 pm

1 stop9h 35m

$222

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 7/25

5:30 pm-7:30 am

1 stop11h 00m

Boston Logan Intl

Wed 7/30

6:32 pm-11:59 pm

1 stop8h 27m

$226

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 8/17

11:59 pm-10:59 am

1 stop8h 00m

Boston Logan Intl

Wed 8/20

5:05 pm-10:42 pm

1 stop8h 37m

$237

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Wed 9/10

1:35 pm-12:23 am

1 stop7h 48m

Boston Logan Intl

Sun 9/14

7:20 am-12:39 pm

1 stop8h 19m

$253

RedmondBoston

RDM - BOS

RDMBOS

Bend/Redmond

Wed 8/20

7:57 pm-9:47 am

2 stops10h 50m

Boston Logan Intl

Mon 8/25

6:02 am-12:14 pm

1 stop9h 12m

$260

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 8/12

9:37 pm-6:00 am

Nonstop5h 23m

Boston Logan Intl

Tue 8/19

8:40 am-4:49 pm

1 stop11h 09m

$267

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 8/2

5:29 pm-5:41 am

1 stop9h 12m

Boston Logan Intl

Mon 8/18

5:29 am-2:29 pm

1 stop12h 00m

$269

RedmondBoston

RDM - BOS

RDMBOS

Bend/Redmond

Wed 9/24

1:31 pm-12:23 am

1 stop7h 52m

Boston Logan Intl

Wed 10/1

6:40 pm-11:59 pm

1 stop8h 19m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 June is currently the most expensive (average of $306). 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 June 12, 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 June 12, 2025.

The most flights from USOR to USMA are scheduled on a Thursday (11 on average). You will have fewer flight options on Sunday, 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 June 12, 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
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

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
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

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
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

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 4 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 Hawaiian Airlines ($109), Spirit Airlines ($111), and Southwest ($114).

  • 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 June is currently the most expensive (average of $306). 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.

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$223FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$118Average$474FlexibilityNo cancel feeOn-time85%
DeltaCheapest$134Average$501FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$157Average$312FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$216Average$568FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$222Average$478FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$546FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$256Average$542FlexibilityNo cancel feeOn-time75%
Sun Country AirCheapest$333Average$453FlexibilityNo cancel feeOn-time83%

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