Massachusetts

$142+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Jun 4 — Jun 111
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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 May 5, 2026.

This SmartFares deal was found by Cheapflights users on 5/3. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/239:46 pm
PDX
-
BOS
Nonstop5h 34m
Alaska Airlines
Sat 5/306:00 am
BOS
-
PDX
Nonstop6h 11m
Alaska Airlines
Deal found 5/3$259
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/2510:40 pm
PDX
-
BOS
1 stop8h 21m
American Airlines
Fri 5/296:00 am
BOS
-
PDX
1 stop8h 34m
American Airlines
Deal found 4/30$262
This American Airlines deal was found by Cheapflights users on 5/4. 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.
Tue 8/410:57 pm
PDX
-
BOS
1 stop7h 33m
American Airlines
Tue 8/115:44 pm
BOS
-
PDX
1 stop9h 12m
American Airlines
Deal found 5/4$272
This Southwest deal was found by Cheapflights users on 5/4. 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 6/97:40 pm
PDX
-
BOS
2 stops9h 20m
Southwest
Sat 6/139:20 am
BOS
-
PDX
1 stop13h 20m
Southwest
Deal found 5/4$273
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Fri 5/2910:33 am
PDX
-
BOS
1 stop8h 20m
United Airlines
Mon 6/14:15 pm
BOS
-
PDX
1 stop8h 33m
United Airlines
Deal found 5/1$276
This American Airlines deal was found by Cheapflights users on 5/4. 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.
Fri 6/512:34 pm
PDX
-
BOS
1 stop8h 14m
American Airlines
Sun 6/145:31 am
BOS
-
PDX
1 stop9h 03m
American Airlines
Deal found 5/4$277
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Sat 5/2311:40 pm
PDX
-
BOS
1 stop8h 25m
United Airlines
Mon 6/14:15 pm
BOS
-
PDX
1 stop8h 33m
United Airlines
Deal found 5/4$278
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Tue 7/1410:40 pm
PDX
-
BOS
1 stop7h 49m
United Airlines
Tue 7/216:00 am
BOS
-
PDX
1 stop9h 07m
United Airlines
Deal found 5/4$280
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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.
Thu 5/282:30 pm
PDX
-
BOS
Nonstop5h 26m
JetBlue
Tue 6/210:06 am
BOS
-
PDX
Nonstop6h 04m
JetBlue
Deal found 5/5$282
This Delta deal was found by Cheapflights users on 5/1. 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 9/91:43 pm
BOI
-
BOS
1 stop9h 23m
Delta
Mon 9/145:40 am
BOS
-
BOI
1 stop10h 23m
Delta
Deal found 5/1$285
This JetBlue deal was found by Cheapflights users on 5/5. 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.
Sat 5/232:30 pm
PDX
-
BOS
Nonstop5h 26m
JetBlue
Sat 5/3010:06 am
BOS
-
PDX
Nonstop6h 04m
JetBlue
Deal found 5/5$288
This United Airlines deal was found by Cheapflights users on 5/5. 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.
Tue 9/2211:15 pm
PDX
-
BOS
1 stop7h 08m
United Airlines
Thu 9/246:00 am
BOS
-
PDX
1 stop8h 35m
United Airlines
Deal found 5/5$291

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 May 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(SmartFares)

One-way from

$142
(Super.com)

Popular in

December

Cheapest in

August

Average price

$336

Good round-trip deal

$354 or less

Good one-way deal

$158 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
From Oregon to Massachusetts
One-way flight from Oregon to Massachusetts
Highest demand for flights based on searches. 10% potential increase in price ($45 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in May 2026
Price to beat on a round-trip flight from Oregon to Massachusetts.
Price to beat on a one-way flight from Oregon to Massachusetts.

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 May 5, 2026.
Use the filters below to find and compare flights from Oregon to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Wed 9/9

1:43 pm-1:06 am

1 stop9h 23m

Boston Logan Intl

Mon 9/14

5:40 am-2:03 pm

1 stop10h 23m

$285

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Sat 5/23

5:41 pm-7:35 am

1 stop10h 54m

Boston Logan Intl

Wed 6/3

7:48 am-12:55 pm

1 stop8h 07m

$293

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Wed 5/27

12:35 pm-12:40 am

1 stop9h 05m

Boston Logan Intl

Sat 6/6

5:20 pm-11:48 pm

1 stop9h 28m

$293

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Tue 9/15

5:30 pm-6:35 am

1 stop10h 05m

Boston Logan Intl

Sat 9/19

6:00 am-12:16 pm

1 stop9h 16m

$293

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 6/29

11:30 pm-12:15 pm

1 stop9h 45m

Boston Logan Intl

Sun 7/5

5:30 am-2:20 pm

1 stop11h 50m

$303

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Thu 9/24

12:42 pm-12:23 am

1 stop9h 41m

Boston Logan Intl

Fri 10/2

3:30 pm-11:59 pm

1 stop10h 29m

$315

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Wed 8/19

12:25 pm-11:20 pm

1 stop7h 55m

Boston Logan Intl

Sat 8/22

7:00 am-3:28 pm

1 stop11h 28m

$324

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 7/3

6:00 am-3:50 pm

1 stop6h 50m

Boston Logan Intl

Fri 7/3

6:45 pm-11:55 pm

1 stop8h 10m

$327

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

Thu 8/6

2:50 pm-11:57 pm

1 stop7h 07m

Boston Logan Intl

Thu 8/13

6:00 am-2:34 pm

1 stop10h 34m

$342

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 5/28

10:40 pm-1:12 pm

2 stops11h 32m

Boston Logan Intl

Wed 6/3

6:00 am-12:10 pm

1 stop9h 10m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/3

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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

How far ahead should I book a flight from Oregon to Massachusetts?

To ensure you get the cheapest price possible for a flight from Oregon to Massachusetts, you should look to book at least 62 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Oregon to Massachusetts?

Currently, March is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $98). Flying from Oregon to Massachusetts in June is currently the most expensive (average of $1,068). 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 May 5, 2026.

It’s typically best to fly out from Oregon to Massachusetts in the evening. Doing so could potentially save you 29% on the flight price compared to flying in the morning, which is usually more expensive.

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

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 May 5, 2026.
See what other customers who have flown with Alaska Airlines,Delta, andHawaiian 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.

Crew

8.5

Food

7.1

Overall

7.9

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Food

7.1

Overall

7.9

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Food

7.1

Overall

7.9

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Food

7.1

Overall

7.9

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Food

7.1

Overall

7.9

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

Crew

8.5

Food

7.1

Overall

7.9

Boarding

8.1

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

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?

  • How long is the flight from Oregon to Massachusetts?

    Airlines like Delta, Southwest, and United Airlines fly from Oregon to Massachusetts in about 7h 55m. The time it takes to get you to your destination can typically vary by up to 1h 50m. Airlines will cover a distance of 2584 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 American Airlines ($82), Delta ($98), and Hawaiian Airlines ($108).

  • 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, March is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $98). Flying from Oregon to Massachusetts in June is currently the most expensive (average of $1,068). 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 Oregon to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

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 May 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$108Average$488FlexibilityNo cancel feeOn-time85%
DeltaCheapest$108Average$429FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$108Average$313FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$178Average$446FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$184Average$434FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$502FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$255Average$510FlexibilityNo cancel feeOn-time75%

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