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$115+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Massachusetts to Oregon

Keep the following information in mind while searching for Massachusetts to Oregon flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$208
(American Airlines)

One-way from

$115
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$386

Good round-trip deal

$404 or less

Good one-way deal

$219 or less
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
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From Massachusetts to Oregon
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One-way flight from Massachusetts to Oregon
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Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Massachusetts to Oregon.
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Price to beat on a one-way flight from Massachusetts to Oregon.
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Find 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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 12/46:00 amBOS - PDX
1 stop9h 38mAmerican Airlines
Mon 12/810:15 pmPDX - BOS
1 stop9h 16mAmerican Airlines
Deal found 10/30$208
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 11/156:04 amBOS - PDX
1 stop10h 35mAmerican Airlines
Thu 12/410:15 pmPDX - BOS
1 stop9h 39mAmerican Airlines
Deal found 10/30$219
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:46 pmBOS - PDX
1 stop8h 18mDelta
Thu 12/255:30 amPDX - BOS
1 stop7h 33mDelta
Deal found 10/29$238
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/155:50 amBOS - PDX
1 stop8h 24mDelta
Wed 12/312:32 amPDX - BOS
1 stop7h 28mDelta
Deal found 10/30$239
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:55 amBOS - PDX
1 stop9h 11mUnited Airlines
Sat 12/135:00 amPDX - BOS
2 stops9h 15mUnited Airlines
Deal found 10/30$242
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/133:15 pmBOS - PDX
1 stop10h 41mUnited Airlines
Sun 11/1611:59 pmPDX - BOS
1 stop7h 35mUnited Airlines
Deal found 10/30$254
This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:00 pmBOS - PDX
1 stop8h 35mSouthwest
Wed 12/106:15 amPDX - BOS
2 stops10h 05mSouthwest
Deal found 10/29$258
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/124:50 pmBOS - PDX
1 stop9h 06mUnited Airlines
Sat 11/158:20 amPDX - BOS
1 stop7h 28mUnited Airlines
Deal found 10/29$259
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:35 pmBOS - PDX
1 stop8h 45mSouthwest
Mon 12/86:55 pmPDX - BOS
2 stops10h 20mSouthwest
Deal found 10/28$262
This Southwest deal was found by Cheapflights users on 10/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/41:35 pmBOS - PDX
1 stop8h 45mSouthwest
Mon 12/86:55 pmPDX - BOS
2 stops10h 20mSouthwest
Deal found 10/30$264
This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:20 pmBOS - PDX
2 stops12h 40mSouthwest
Tue 12/96:15 amPDX - BOS
1 stop7h 30mSouthwest
Deal found 10/29$268
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/37:15 amBOS - PDX
1 stop11h 18mDelta
Thu 12/1812:32 amPDX - BOS
1 stop7h 28mDelta
Deal found 10/30$278

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 October 30, 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

Thu 12/4

6:00 am-12:38 pm

1 stop9h 38m

Portland

Mon 12/8

10:15 pm-10:31 am

1 stop9h 16m

$208

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 1/6

9:35 am-6:00 pm

2 stops11h 25m

Portland

Wed 1/7

6:20 am-10:30 pm

1 stop13h 10m

$230

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 11/13

3:15 pm-10:56 pm

1 stop10h 41m

Portland

Sun 11/16

11:59 pm-10:34 am

1 stop7h 35m

$254

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 4/6

1:45 pm-10:22 pm

1 stop11h 37m

Portland

Sat 4/11

12:55 am-11:06 am

1 stop7h 11m

$259

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 11/14

7:15 am-3:33 pm

1 stop11h 18m

Portland

Tue 11/18

5:30 am-4:10 pm

1 stop7h 40m

$281

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 2/19

6:00 am-11:55 am

1 stop8h 55m

Portland

Mon 2/23

11:59 pm-12:53 pm

2 stops9h 54m

$281

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 2/21

4:50 pm-8:15 pm

Nonstop6h 25m

Portland

Sat 2/28

7:20 am-3:47 pm

Nonstop5h 27m

$297

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 11/23

5:50 am-12:48 pm

1 stop9h 58m

Portland

Wed 11/26

11:15 pm-9:04 am

1 stop6h 49m

$299

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 11/15

2:21 pm-8:29 pm

1 stop9h 08m

Portland

Thu 12/4

11:59 pm-12:33 pm

2 stops9h 34m

$313

HartfordRedmond

BDL - RDM

BDLRDM

Hartford Bradley Intl

Wed 12/3

7:47 am-12:57 pm

1 stop8h 10m

Bend/Redmond

Wed 12/10

7:50 pm-9:38 am

2 stops10h 48m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 60 results
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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 $113). Flying from Massachusetts to Oregon in December is currently the most expensive (average of $237). 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 October 30, 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.

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 October 30, 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
11,220 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,220 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,998 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Hawaiian Airlines
7.8
Good
2,798 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,996 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
JetBlue
7.2
Good
2,906 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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, 10 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 9h 38m. Fly via American Airlines, Southwest, or United 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 Frontier. According to our data, you can fly for as low as $115. Users have also found prices from $119 and $119 on Southwest and United Airlines, 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 December is currently the most expensive (average of $237). 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.

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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.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$136Average$385FlexibilityNo cancel feeOn-time83%
Hawaiian AirlinesCheapest$138Average$472FlexibilityNo cancel feeOn-time85%
DeltaCheapest$158Average$451FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$176Average$333FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$207Average$517FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$428FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$229Average$597FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$243Average$509FlexibilityNo cancel feeOn-time75%

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