Oregon

$151+ Cheap flights from Massachusetts to Oregon

BOS — PDX
Dec 2 — Dec 91
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Cheap flight deals from Massachusetts to Oregon

Cheapest flights from Massachusetts to Oregon

Thu 11/1910:40 am -
1 stop9h 23m
Thu 11/265:20 am -
1 stop8h 06m
Deal found 10/28$301
Sat 11/146:00 am -
1 stop8h 57m
Sat 11/212:27 pm -
1 stop7h 19m
Deal found 10/28$332
Wed 12/96:13 pm -
1 stop31h 12m
Sat 12/125:28 am -
1 stop7h 25m
Deal found 11/1$343
Wed 12/911:45 am -
2 stops11h 29m
Mon 12/147:10 am -
1 stop11h 14m
Deal found 11/1$348
Wed 11/1111:00 am -
1 stop8h 01m
Fri 11/2012:35 pm -
1 stop8h 19m
Deal found 10/28$352
Fri 12/410:40 am -
1 stop9h 23m
Sun 12/61:41 pm -
1 stop7h 32m
Deal found 10/31$353
Fri 12/49:30 am -
2 stops13h 44m
Sun 12/67:10 am -
1 stop9h 05m
Deal found 10/31$358
Fri 11/136:09 pm -
1 stop23h 09m
Wed 11/185:28 am -
1 stop7h 02m
Deal found 10/28$362
Sat 11/74:15 pm -
1 stop9h 02m
Mon 11/912:35 pm -
1 stop8h 19m
Deal found 10/31$363
Sun 12/136:13 pm -
1 stop20h 44m
Sun 12/207:17 am -
1 stop19h 11m
Deal found 10/29$365
Sat 11/144:33 pm -
1 stop10h 21m
Sun 11/226:30 pm -
1 stop31h 54m
Deal found 10/28$373
Sat 11/216:00 am -
Nonstop6h 23m
Thu 12/102:51 pm -
1 stop23h 17m
Deal found 10/28$395

Find flight deals from Massachusetts to Oregon

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$301
(Delta)

One-way from

$151
(Delta)

Popular in

December

Cheapest in

January

Average price

$476

Good round-trip deal

$534 or less

Good one-way deal

$278 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. 6% potential increase in price ($27 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 November 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

 
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

BostonEugene

BOS Boston Logan Intl - EUG Eugene

BOSEUG

Boston Logan Intl

Mon 12/7

11:00 am-4:01 pm

1 stop8h 01m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$151

BostonEugene

BOS Boston Logan Intl - EUG Eugene

BOSEUG

Boston Logan Intl

Fri 12/11

6:13 pm-7:49 pm

1 stop28h 36m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$164

BostonEugene

BOS Boston Logan Intl - EUG Eugene

BOSEUG

Boston Logan Intl

Fri 12/4

2:59 pm-9:44 pm

1 stop9h 45m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$172

BostonEugene

BOS Boston Logan Intl - EUG Eugene

BOSEUG

Boston Logan Intl

Fri 12/4

1:20 pm-10:25 pm

2 stops12h 05m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$176

BostonEugene

BOS Boston Logan Intl - EUG Eugene

BOSEUG

Boston Logan Intl

Fri 12/11

12:55 pm-10:45 pm

2 stops12h 50m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$176

BostonEugene

BOS Boston Logan Intl - EUG Eugene

BOSEUG

Boston Logan Intl

Sat 12/5

6:00 am-1:18 pm

2 stops10h 18m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$177

BostonEugene

BOS Boston Logan Intl - EUG Eugene

BOSEUG

Boston Logan Intl

Mon 11/16

6:05 am-11:55 am

1 stop8h 50m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$182

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Sat 1/23

6:00 am-2:36 pm

2 stops11h 36m

Portland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$204

BostonPortland

BOS Boston Logan Intl - PDX Portland

BOSPDX

Boston Logan Intl

Sat 12/12

6:00 am-11:41 am

1 stop8h 41m

Portland

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$209

BostonEugene

BOS Boston Logan Intl - EUG Eugene

BOSEUG

Boston Logan Intl

Mon 11/16

6:09 pm-3:25 pm

2 stops24h 16m

Eugene

Wed 12/31

12:00 am-3:00 am

Nonstop0h 00m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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

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, January is the cheapest month in which you can book a flight from Massachusetts to Oregon (average of $348). Flying from Massachusetts to Oregon in December is currently the most expensive (average of $575). 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?

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.

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

Airfare is below average for this route at the moment.
Massachusetts to Oregon flights typically cost between $408 and $684 in November.
The cheapest round-trip price found within the last 5 days was $395 on Alaska Airlines (Nov 21-Dec 10).

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

The best time to book flights from Massachusetts to Oregon is 83 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Oregon

Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andUnited 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.

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

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

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

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

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

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

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

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

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

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

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.0

Comfort

7.8

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

  • 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 12m. Fly via Alaska Airlines, Delta, or Southwest to get the fastest option. Airlines will cover a distance of 2584 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 $119 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, January is the cheapest month in which you can book a flight from Massachusetts to Oregon (average of $348). Flying from Massachusetts to Oregon in December is currently the most expensive (average of $575). 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

Alternative routes for Massachusetts to Oregon

Top 6 airlines flying from Massachusetts to Oregon

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$143Average$466FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$179Average$350FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$218Average$487FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$237Average$536FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$237Average$385FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$277Average$534FlexibilityNo cancel feeOn-time75%

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