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Massachusetts

$99+ 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 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:35 pm
PDX
-
BOS
1 stop8h 15m
Delta
Wed 3/46:57 pm
BOS
-
PDX
1 stop8h 18m
Delta
Deal found 1/27$197
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/81:14 pm
PDX
-
BOS
1 stop8h 08m
American Airlines
Mon 4/135:43 pm
BOS
-
PDX
1 stop8h 58m
American Airlines
Deal found 1/28$208
This Alaska Airlines deal was found by Cheapflights users on 1/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/19:30 pm
PDX
-
BOS
Nonstop5h 23m
Alaska Airlines
Tue 4/76:00 am
BOS
-
PDX
Nonstop6h 23m
Alaska Airlines
Deal found 1/27$217
This Delta deal was found by Cheapflights users on 1/28. 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.
Fri 3/65:30 am
PDX
-
BOS
1 stop7h 29m
Delta
Thu 3/121:55 pm
BOS
-
PDX
1 stop11h 28m
Delta
Deal found 1/28$218
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/1611:35 pm
PDX
-
BOS
1 stop7h 19m
American Airlines
Fri 2/205:31 pm
BOS
-
PDX
1 stop9h 46m
American Airlines
Deal found 1/27$219
This Alaska Airlines deal was found by Cheapflights users on 1/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:35 pm
PDX
-
BOS
1 stop7h 24m
Alaska Airlines
Tue 4/76:00 am
BOS
-
PDX
Nonstop6h 23m
Alaska Airlines
Deal found 1/27$227
This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2710:42 am
PDX
-
BOS
1 stop10h 17m
Delta
Wed 4/16:15 am
BOS
-
PDX
1 stop9h 18m
Delta
Deal found 1/27$228
This Alaska Airlines deal was found by Cheapflights users on 1/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/19:30 pm
PDX
-
BOS
Nonstop5h 23m
Alaska Airlines
Fri 4/106:00 am
BOS
-
PDX
Nonstop6h 23m
Alaska Airlines
Deal found 1/27$237
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:29 pm
EUG
-
BOS
1 stop7h 30m
Hawaiian Airlines
Wed 3/46:24 pm
BOS
-
EUG
1 stop8h 34m
Hawaiian Airlines
Deal found 1/28$238
This Delta deal was found by Cheapflights users on 1/28. 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.
Sun 4/58:05 pm
PDX
-
BOS
1 stop7h 45m
Delta
Wed 4/155:50 am
BOS
-
PDX
1 stop9h 59m
Delta
Deal found 1/28$238
This Delta deal was found by Cheapflights users on 1/28. 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.
Sat 10/105:30 am
PDX
-
BOS
1 stop7h 24m
Delta
Fri 10/163:30 pm
BOS
-
PDX
1 stop11h 22m
Delta
Deal found 1/28$239
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Wed 3/411:59 pm
PDX
-
BOS
1 stop7h 50m
United Airlines
Wed 3/116:00 am
BOS
-
PDX
2 stops10h 44m
United Airlines
Deal found 1/29$242

Find flight deals from Oregon to Massachusetts

Keep the following information in mind while searching for Oregon to Massachusetts flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$197
(Delta)

One-way from

$99
(Delta)

Popular in

December

Cheapest in

May

Average price

$337

Good round-trip deal

$337 or less

Good one-way deal

$208 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
Search Deals
From Oregon to Massachusetts
Search Deals
One-way flight from Oregon to Massachusetts
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Oregon to Massachusetts.
Search Deals
Price to beat on a one-way flight from Oregon to Massachusetts.
Search Deals

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 January 29, 2026.
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

Wed 4/15

6:15 am-5:04 pm

1 stop7h 49m

Boston Logan Intl

Wed 4/29

10:55 am-6:52 pm

1 stop10h 57m

$197

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 3/2

5:30 am-3:59 pm

1 stop7h 29m

Boston Logan Intl

Wed 3/11

8:05 am-12:48 pm

1 stop7h 43m

$197

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 4/11

5:36 pm-6:50 am

1 stop10h 14m

Boston Logan Intl

Sat 5/2

11:51 am-5:32 pm

1 stop8h 41m

$197

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 2/27

12:40 am-10:50 am

1 stop7h 10m

Boston Logan Intl

Wed 3/4

6:57 pm-12:15 am

1 stop8h 18m

$197

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 2/24

7:35 pm-6:50 am

1 stop8h 15m

Boston Logan Intl

Sun 3/1

6:57 pm-12:15 am

1 stop8h 18m

$228

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 2/27

7:11 pm-6:00 am

1 stop7h 49m

Boston Logan Intl

Thu 3/5

6:57 pm-12:15 am

1 stop8h 18m

$228

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 5/27

10:40 pm-9:39 am

1 stop7h 59m

Boston Logan Intl

Sat 6/6

4:55 pm-10:55 pm

1 stop9h 00m

$237

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Wed 2/25

1:29 pm-11:59 pm

1 stop7h 30m

Boston Logan Intl

Wed 3/4

6:24 pm-11:58 pm

1 stop8h 34m

$238

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 3/3

11:59 pm-12:53 pm

2 stops9h 54m

Boston Logan Intl

Tue 3/10

6:00 am-11:51 am

1 stop8h 51m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 4/7

11:55 pm-12:15 pm

2 stops9h 20m

Boston Logan Intl

Tue 4/14

7:20 am-12:30 pm

1 stop8h 10m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

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, April is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $104). Flying from Oregon to Massachusetts in March is currently the most expensive (average of $216). 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 January 29, 2026.

It’s typically best to fly out from Oregon to Massachusetts at noon. Doing so could potentially save you 47% on the flight price compared to flying in the morning, which is usually more expensive.

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 January 29, 2026.
See what other customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from Oregon to Massachusetts have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,808 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,127 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Hawaiian Airlines
7.8
Good
2,830 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,215 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
JetBlue
7.2
Good
2,891 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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 3 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Oregon to Massachusetts?

    Airlines like Delta, Hawaiian Airlines, and United Airlines fly from Oregon to Massachusetts in about 7h 04m. The time it takes to get you to your destination can typically vary by up to 45m. Airlines will cover a distance of 2257 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, April is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $104). Flying from Oregon to Massachusetts in March is currently the most expensive (average of $216). 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 7 airlines flying from Oregon to Massachusetts

Discover the top 7 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$426FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$108Average$407FlexibilityNo cancel feeOn-time85%
JetBlueCheapest$108Average$287FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$162Average$510FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$422FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$522FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$252Average$525FlexibilityNo cancel feeOn-time75%

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