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$102+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$218
(Delta)

One-way from

$102
(Delta)

Popular in

December

Cheapest in

May

Average price

$311

Good round-trip deal

$359 or less

Good one-way deal

$219 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 ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/77:05 amBDL - PDX
1 stop8h 55mDelta
Mon 10/1312:40 amPDX - BDL
1 stop6h 50mDelta
Deal found 9/9$203
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 10/412:50 pmBDL - PDX
1 stop9h 55mDelta
Tue 10/712:40 amPDX - BDL
1 stop6h 50mDelta
Deal found 9/10$218
This Southwest deal was found by Cheapflights users on 9/11. 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.
Fri 11/76:20 pmBOS - PDX
1 stop8h 55mSouthwest
Tue 11/116:05 amPDX - BOS
1 stop7h 00mSouthwest
Deal found 9/11$218
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/226:45 amBOS - EUG
1 stop10h 30mSouthwest
Wed 10/293:00 pmEUG - BOS
2 stops15h 20mSouthwest
Deal found 9/10$220
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 10/283:20 pmBOS - PDX
2 stops11h 00mSouthwest
Sat 11/17:40 amPDX - BOS
1 stop12h 40mSouthwest
Deal found 9/9$222
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 10/13:53 pmBDL - PDX
2 stops11h 12mAmerican Airlines
Sat 10/411:19 amPDX - BDL
1 stop7h 37mAmerican Airlines
Deal found 9/10$223
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 11/122:10 pmBOS - BOI
2 stops10h 15mSouthwest
Sat 11/155:00 amBOI - BOS
1 stop8h 50mSouthwest
Deal found 9/9$225
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/56:45 amBOS - PDX
1 stop9h 45mSouthwest
Sat 11/155:15 amPDX - BOS
1 stop7h 35mSouthwest
Deal found 9/10$227
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:55 pmBOS - PDX
1 stop8h 25mSouthwest
Fri 11/145:45 amPDX - BOS
1 stop9h 55mSouthwest
Deal found 9/10$231
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sat 10/256:30 amBOS - PDX
1 stop13h 20mSouthwest
Wed 10/295:50 amPDX - BOS
1 stop8h 40mSouthwest
Deal found 9/9$232
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/285:45 amBOS - BOI
1 stop10h 17mDelta
Tue 11/41:00 pmBOI - BOS
1 stop8h 48mDelta
Deal found 9/11$233
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/122:20 pmBDL - PDX
1 stop11h 01mDelta
Mon 11/1711:15 pmPDX - BDL
1 stop6h 33mDelta
Deal found 9/11$234

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 September 11, 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

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Tue 10/21

5:30 am-10:29 am

1 stop7h 59m

Portland

Tue 10/28

10:10 pm-11:37 am

1 stop10h 27m

$203

HartfordPortland

BDL - PDX

BDLPDX

Hartford Bradley Intl

Sat 11/8

3:30 pm-8:26 pm

1 stop7h 56m

Portland

Wed 11/12

11:15 pm-8:48 am

1 stop6h 33m

$218

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

Tue 10/28

5:45 am-2:02 pm

1 stop10h 17m

Boise Air Term. Gowen Fld

Tue 11/4

1:00 pm-11:48 pm

1 stop8h 48m

$233

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 10/4

9:53 am-3:30 pm

1 stop8h 37m

Portland

Fri 10/10

12:53 pm-11:44 pm

1 stop7h 51m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 10/26

7:25 am-1:47 pm

1 stop9h 22m

Portland

Fri 10/31

7:30 am-7:24 pm

1 stop8h 54m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 11/5

8:10 am-12:50 pm

1 stop7h 40m

Portland

Fri 11/7

12:40 am-10:48 am

1 stop7h 08m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 11/10

6:55 pm-11:56 pm

1 stop8h 01m

Portland

Sun 11/16

7:59 pm-6:35 am

1 stop7h 36m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 10/25

6:15 am-12:25 pm

1 stop9h 10m

Portland

Sat 11/1

1:30 pm-11:48 pm

1 stop7h 18m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 10/2

6:45 pm-11:52 pm

1 stop8h 07m

Portland

Mon 10/6

11:10 am-11:59 pm

1 stop9h 49m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 11/5

5:34 am-10:29 am

1 stop7h 55m

Portland

Thu 11/13

11:35 am-11:51 pm

1 stop9h 16m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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 September 11, 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.

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 September 11, 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
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,960 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Hawaiian Airlines
7.8
Good
2,723 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,937 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
JetBlue
7.2
Good
2,913 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Overall

8.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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, 10 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 7h 59m. Fly via Delta, United Airlines, or Alaska Airlines to get the fastest option. Airlines will cover a distance of 2461 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 Delta. According to our data, you can fly for as low as $102. Users have also found prices from $114 and $128 on United 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$136Average$480FlexibilityNo cancel feeOn-time85%
DeltaCheapest$164Average$467FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$178Average$336FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$181Average$410FlexibilityNo cancel feeOn-time83%
Spirit AirlinesCheapest$215Average$244FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$216Average$436FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$512FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$236Average$616FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$247Average$507FlexibilityNo cancel feeOn-time75%

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