Oregon

$130+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Apr 18 — Apr 251
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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 March 19, 2026.

This Southwest deal was found by Cheapflights users on 3/16. 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 5/21:50 pm
BOS
-
PDX
1 stop9h 35m
Southwest
Fri 5/811:55 pm
PDX
-
BOS
1 stop8h 05m
Southwest
Deal found 3/16$239
This Delta deal was found by Cheapflights users on 3/18. 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.
Thu 4/95:50 am
BOS
-
PDX
1 stop9h 58m
Delta
Wed 4/1511:20 am
PDX
-
BOS
1 stop9h 39m
Delta
Deal found 3/18$241
This Southwest deal was found by Cheapflights users on 3/16. 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 5/23:15 pm
BOS
-
PDX
2 stops9h 50m
Southwest
Sat 5/97:40 pm
PDX
-
BOS
2 stops9h 50m
Southwest
Deal found 3/16$249
This Southwest deal was found by Cheapflights users on 3/16. 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 5/73:45 pm
BOS
-
PDX
1 stop11h 25m
Southwest
Fri 5/810:55 am
PDX
-
BOS
2 stops9h 15m
Southwest
Deal found 3/16$250
This Cheapflightsfares deal was found by Cheapflights users on 3/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/179:55 am
BOS
-
PDX
Nonstop6h 09m
JetBlue
Mon 6/222:20 pm
PDX
-
BOS
Nonstop5h 24m
JetBlue
Deal found 3/15$257
This American Airlines deal was found by Cheapflights users on 3/17. 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 5/306:00 am
BOS
-
PDX
1 stop8h 34m
American Airlines
Wed 6/310:59 pm
PDX
-
BOS
1 stop8h 30m
American Airlines
Deal found 3/17$259
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:55 am
BOS
-
PDX
Nonstop6h 09m
JetBlue
Thu 6/182:20 pm
PDX
-
BOS
Nonstop5h 24m
JetBlue
Deal found 3/17$262
This Southwest deal was found by Cheapflights users on 3/16. 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 4/72:25 pm
BOS
-
PDX
2 stops10h 35m
Southwest
Fri 4/1011:55 pm
PDX
-
BOS
1 stop8h 05m
Southwest
Deal found 3/16$263
This JetBlue deal was found by Cheapflights users on 3/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:55 am
BOS
-
PDX
Nonstop6h 09m
JetBlue
Mon 9/72:20 pm
PDX
-
BOS
Nonstop5h 24m
JetBlue
Deal found 3/14$267
This Southwest deal was found by Cheapflights users on 3/16. 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 5/52:25 pm
BOS
-
PDX
2 stops11h 35m
Southwest
Tue 5/121:35 pm
PDX
-
BOS
1 stop7h 30m
Southwest
Deal found 3/16$269
This Alaska Airlines deal was found by Cheapflights users on 3/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/294:33 pm
BOS
-
EUG
1 stop10h 26m
Alaska Airlines
Wed 5/68:38 pm
EUG
-
BOS
1 stop7h 34m
Alaska Airlines
Deal found 3/14$297
This Alaska Airlines deal was found by Cheapflights users on 3/16. 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 4/299:00 am
BOS
-
MFR
1 stop10h 59m
Alaska Airlines
Tue 5/55:36 pm
MFR
-
BOS
1 stop10h 36m
Alaska Airlines
Deal found 3/16$297

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 March 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Southwest)

One-way from

$130
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$427

Good round-trip deal

$321 or less

Good one-way deal

$188 or less
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
From Massachusetts to Oregon
One-way flight from Massachusetts to Oregon
Highest demand for flights based on searches. 9% potential increase in price ($41 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in March 2026
Price to beat on a round-trip flight from Massachusetts to Oregon.
Price to beat on a one-way flight from Massachusetts to Oregon.

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 March 19, 2026.
Use the filters below to find and compare flights from Massachusetts to Oregon that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 5/28

6:55 pm-12:10 am

1 stop8h 15m

Portland

Mon 6/8

11:30 pm-12:15 pm

1 stop9h 45m

$239

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 4/24

6:55 pm-12:10 am

1 stop8h 15m

Portland

Tue 4/28

11:55 pm-11:00 am

1 stop8h 05m

$239

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 5/29

4:57 pm-10:55 pm

1 stop8h 58m

Portland

Mon 6/1

11:30 pm-10:20 am

1 stop7h 50m

$259

BostonMedford

BOS - MFR

BOSMFR

Boston Logan Intl

Wed 4/29

9:00 am-4:59 pm

1 stop10h 59m

Medford

Tue 5/5

5:36 pm-7:12 am

1 stop10h 36m

$297

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 5/28

4:30 pm-11:01 pm

1 stop9h 31m

Portland

Sun 6/7

7:40 pm-6:35 am

1 stop7h 55m

$307
Quickest round-trip

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 4/14

6:00 am-9:23 am

Nonstop6h 23m

Portland

Wed 4/15

9:30 pm-5:53 am

Nonstop5h 23m

$317

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 4/24

1:35 pm-9:40 pm

2 stops11h 05m

Portland

Mon 4/27

11:55 pm-11:00 am

1 stop8h 05m

$323

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

Wed 5/6

7:20 am-3:25 pm

2 stops10h 05m

Boise Air Term. Gowen Fld

Tue 5/12

3:15 pm-12:05 am

1 stop6h 50m

$328

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

Tue 4/14

7:15 am-3:29 pm

1 stop10h 14m

Boise Air Term. Gowen Fld

Wed 4/15

11:58 am-11:59 pm

1 stop10h 01m

$332

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 4/10

4:45 pm-12:10 am

2 stops10h 25m

Portland

Mon 4/13

11:55 pm-11:00 am

1 stop8h 05m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $108). 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 March 19, 2026.

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 March 19, 2026.

The most flights from USMA to USOR are scheduled on a Wednesday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 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 March 19, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andHawaiian 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.

Crew

8.5

Entertainment

7.0

Overall

7.9

Comfort

7.8

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Entertainment

7.0

Overall

7.9

Comfort

7.8

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Entertainment

7.0

Overall

7.9

Comfort

7.8

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Entertainment

7.0

Overall

7.9

Comfort

7.8

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Entertainment

7.0

Overall

7.9

Comfort

7.8

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Entertainment

7.0

Overall

7.9

Comfort

7.8

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

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?

  • How long is the flight from Massachusetts to Oregon?

    There are many flights that can get you from Massachusetts to Oregon in 8h 15m. Fly via Southwest, United Airlines, or Alaska Airlines 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 Delta 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 $108). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 March 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$108Average$467FlexibilityNo cancel feeOn-time85%
JetBlueCheapest$110Average$311FlexibilityNo cancel feeOn-time62%
DeltaCheapest$110Average$431FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$129Average$385FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$178Average$497FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$442FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$229Average$507FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$246Average$503FlexibilityNo cancel feeOn-time75%

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