HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oregon

$128+ 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
ene. 14 — ene. 211
mié. 1/14
mié. 1/21
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Oregon with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 diciembre 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/2711:49 amBOS - PDX
1 stop9h 19mSun Country Air
vie. 1/26:00 pmPDX - BOS
1 stop13h 51mSun Country Air
Deal found 12/14$407
This American Airlines deal was found by Cheapflights users on 12/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/171:25 pmBOS - PDX
1 stop9h 52mAmerican Airlines
mar. 1/1310:15 pmPDX - BOS
1 stop9h 14mAmerican Airlines
Deal found 12/14$419
This Delta deal was found by Cheapflights users on 12/13. 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.
lun. 12/225:45 amBOS - PDX
1 stop8h 20mDelta
lun. 12/295:30 amPDX - BOS
1 stop7h 38mDelta
Deal found 12/13$452
This Southwest deal was found by Cheapflights users on 12/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/1712:20 pmBOS - PDX
2 stops12h 40mSouthwest
mar. 1/1311:05 amPDX - BOS
1 stop8h 25mSouthwest
Deal found 12/14$453
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/236:46 pmBOS - PDX
1 stop8h 13mDelta
vie. 1/91:39 pmPDX - BOS
1 stop7h 17mDelta
Deal found 12/15$468
This Delta deal was found by Cheapflights users on 12/13. 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.
lun. 12/1510:15 amBOS - PDX
1 stop10h 59mDelta
jue. 1/15:30 amPDX - BOS
1 stop7h 33mDelta
Deal found 12/13$476
This Delta deal was found by Cheapflights users on 12/12. 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.
dom. 12/1410:15 amBOS - PDX
1 stop10h 59mDelta
sáb. 1/171:39 pmPDX - BOS
1 stop7h 17mDelta
Deal found 12/12$484
This Southwest deal was found by Cheapflights users on 12/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/255:00 pmBOS - PDX
1 stop8h 35mSouthwest
mié. 1/76:20 amPDX - BOS
1 stop7h 30mSouthwest
Deal found 12/14$497
This Delta deal was found by Cheapflights users on 12/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/225:45 amBOS - PDX
1 stop8h 20mDelta
vie. 12/265:30 amPDX - BOS
1 stop7h 38mDelta
Deal found 12/14$498
This United Airlines deal was found by Cheapflights users on 12/13. 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.
jue. 12/2510:36 amBDL - PDX
2 stops15h 23mUnited Airlines
mié. 12/3112:54 pmPDX - BDL
1 stop8h 03mUnited Airlines
Deal found 12/13$511
This Delta deal was found by Cheapflights users on 12/13. 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. 12/244:30 pmBOS - PDX
1 stop9h 23mDelta
lun. 12/295:30 amPDX - BOS
1 stop7h 38mDelta
Deal found 12/13$512
This United Airlines deal was found by Cheapflights users on 12/13. 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.
jue. 12/254:31 pmBOS - PDX
1 stop9h 08mUnited Airlines
mié. 12/3111:45 pmPDX - BOS
1 stop9h 58mUnited Airlines
Deal found 12/13$513

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 diciembre 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$208
(Southwest)

One-way from

$128
(Alaska Airlines)

Popular in

December

Cheapest in

May

Average price

$557

Good round-trip deal

$379 or less

Good one-way deal

$206 or less
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
Search Deals
From Massachusetts to Oregon
Search Deals
One-way flight from Massachusetts to Oregon
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Massachusetts to Oregon.
Search Deals
Price to beat on a one-way flight from Massachusetts to Oregon.
Search Deals

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 diciembre 15, 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

mié. 2/18

6:57 pm-12:15 am

1 stop8h 18m

Portland

lun. 2/23

7:35 pm-6:50 am

1 stop8h 15m

$218

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

jue. 2/19

6:00 am-12:38 pm

1 stop9h 38m

Portland

sáb. 2/28

7:00 am-5:19 pm

1 stop7h 19m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

lun. 1/5

6:20 pm-12:15 am

1 stop8h 55m

Portland

mié. 1/14

6:30 am-5:10 pm

1 stop7h 40m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

jue. 1/15

6:00 am-11:57 am

1 stop8h 57m

Portland

vie. 1/23

10:47 am-11:49 pm

2 stops10h 02m

$242

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

mar. 1/20

12:45 pm-6:56 pm

1 stop9h 11m

Portland

mié. 1/28

8:30 am-9:38 pm

2 stops10h 08m

$242

BostonEugene

BOS - EUG

BOSEUG

Boston Logan Intl

sáb. 1/17

4:25 pm-10:39 pm

1 stop9h 14m

Eugene

mar. 1/20

5:20 pm-6:50 am

1 stop10h 30m

$257

BostonBoise

BOS - BOI

BOSBOI

Boston Logan Intl

mar. 1/13

4:49 pm-10:57 pm

1 stop8h 08m

Boise Air Term. Gowen Fld

mar. 1/20

10:48 am-9:42 pm

1 stop8h 54m

$257

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

jue. 1/15

7:55 am-2:46 pm

1 stop9h 51m

Portland

dom. 1/18

11:05 pm-11:12 am

1 stop9h 07m

$276

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

vie. 2/27

7:15 am-3:11 pm

1 stop10h 56m

Portland

dom. 3/8

5:36 pm-6:49 am

1 stop10h 13m

$278

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

lun. 2/9

12:45 pm-10:20 pm

1 stop12h 35m

Portland

jue. 2/12

7:35 pm-6:50 am

1 stop8h 15m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 60 results
1
2
3
...
6

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 $113). 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 diciembre 15, 2025.

One of the essential ways to save on airfare from Massachusetts to Oregon is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 35% on airfare.

What is the cheapest day to fly from Massachusetts to Oregon?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Oregon. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to Oregon flight should consider departing on Monday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Massachusetts to Oregon?

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 diciembre 15, 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
11,452 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,452 reviews
Alaska Airlines
8.0
Very good
11,452 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,008 reviews
Alaska Airlines
8.0
Very good
11,452 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Hawaiian Airlines
7.8
Good
2,819 reviews
Alaska Airlines
8.0
Very good
11,452 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,092 reviews
Alaska Airlines
8.0
Very good
11,452 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
JetBlue
7.2
Good
2,895 reviews
Alaska Airlines
8.0
Very good
11,452 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

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.

  • How long is the flight from Massachusetts to Oregon?

    There are many flights that can get you from Massachusetts to Oregon in 8h 18m. Fly via Delta, United Airlines, or Southwest 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 JetBlue 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 $113). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
John F Kennedy Intl to Orlando flights
Newark to West Palm Beach flights
Dallas/Fort Worth to LaGuardia flights
Newark to Orlando flights
Los Angeles to Newark flights
Dallas/Fort Worth to Newark flights
Newark to Las Vegas flights
Newark to Los Angeles flights
John F Kennedy Intl to Dallas/Fort Worth flights
O'Hare Intl to Las Vegas flights
Seattle to Dallas/Fort Worth flights
Dallas/Fort Worth to Las Vegas flights
Seattle to Los Angeles flights
Boston to Fort Lauderdale flights
O'Hare Intl to John F Kennedy Intl flights
Minneapolis to Sky Harbor Intl flights
John F Kennedy Intl to West Palm Beach flights
Los Angeles to Seattle flights
Seattle to Las Vegas flights
San Francisco to John F Kennedy Intl flights
Newark to Dallas/Fort Worth flights
Atlanta to John F Kennedy Intl flights
Los Angeles to Honolulu flights
O'Hare Intl to Orlando flights
Boston to Miami flights
O'Hare Intl to Dallas/Fort Worth flights
Dulles Intl to Miami flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Tampa flights
LaGuardia to Orlando flights
San Francisco to Las Vegas flights
John F Kennedy Intl to San Francisco flights
Dallas/Fort Worth to Los Angeles flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Los Angeles flights
LaGuardia to West Palm Beach flights
Baltimore to Fort Lauderdale flights
Atlanta to LaGuardia flights
Dulles Intl to Orlando flights
Dallas/Fort Worth to Orlando flights

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 diciembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$136Average$401FlexibilityNo cancel feeOn-time83%
Hawaiian AirlinesCheapest$138Average$472FlexibilityNo cancel feeOn-time85%
DeltaCheapest$144Average$443FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$172Average$329FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$178Average$501FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$414FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$229Average$584FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$243Average$506FlexibilityNo cancel feeOn-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.