HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$109+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oregon to Massachusetts 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 Oregon to Massachusetts

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

Round-trip from

$216
(American Airlines)

One-way from

$109
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$372

Good round-trip deal

$278 or less

Good one-way deal

$153 or less
From Oregon to Massachusetts
Search Deals
One-way flight from Oregon to Massachusetts
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
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

Find 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 julio 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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.
lun. 9/156:07 amPDX - BOS
1 stop7h 39mAmerican Airlines
sáb. 9/205:00 amBOS - PDX
1 stop8h 28mAmerican Airlines
Deal found 7/30$216
This Hawaiian Airlines deal was found by Cheapflights users on 7/28. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/91:24 pmPDX - BOS
1 stop8h 03mHawaiian Airlines
mar. 9/166:00 amBOS - PDX
Nonstop6h 09mHawaiian Airlines
Deal found 7/28$227
This Delta deal was found by Cheapflights users on 7/28. 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.
sáb. 8/305:06 pmPDX - BOS
1 stop10h 19mDelta
sáb. 9/66:59 pmBOS - PDX
1 stop7h 53mDelta
Deal found 7/28$237
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/97:33 amPDX - BOS
Nonstop5h 35mAlaska Airlines
mar. 9/166:00 amBOS - PDX
Nonstop6h 09mAlaska Airlines
Deal found 7/29$247
This Southwest deal was found by Cheapflights users on 7/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/209:05 pmPDX - BOS
1 stop9h 55mSouthwest
mar. 8/265:40 amBOS - PDX
1 stop11h 10mSouthwest
Deal found 7/27$248
This JetBlue deal was found by Cheapflights users on 7/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/2912:21 pmPDX - BOS
Nonstop5h 22mJetBlue
lun. 9/18:00 amBOS - PDX
Nonstop6h 11mJetBlue
Deal found 7/29$262
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/1811:20 pmPDX - BOS
1 stop8h 15mUnited Airlines
dom. 8/246:09 amBOS - PDX
1 stop8h 40mUnited Airlines
Deal found 7/28$270
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/132:28 pmBOI - BOS
1 stop7h 59mHawaiian Airlines
sáb. 9/207:20 amBOS - BOI
1 stop8h 34mHawaiian Airlines
Deal found 7/30$278
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/92:28 pmBOI - BOS
1 stop7h 59mAlaska Airlines
mar. 9/167:20 amBOS - BOI
1 stop8h 28mAlaska Airlines
Deal found 7/30$294
This Delta deal was found by Cheapflights users on 7/30. 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.
mar. 8/261:30 pmBOI - BOS
1 stop9h 50mDelta
mar. 9/28:10 amBOS - BOI
1 stop7h 51mDelta
Deal found 7/30$295
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/59:26 pmBOI - BOS
2 stops23h 21mSpirit Airlines
lun. 9/85:50 amBOS - BOI
2 stops16h 41mSpirit Airlines
Deal found 7/30$300
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/27:52 pmPDX - BOS
2 stops23h 42mSpirit Airlines
sáb. 9/66:20 amBOS - PDX
2 stops15h 44mSpirit Airlines
Deal found 7/28$306

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 julio 30, 2025.
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

lun. 9/15

6:07 am-4:46 pm

1 stop7h 39m

Boston Logan Intl

sáb. 9/20

5:00 am-10:28 am

1 stop8h 28m

$216

PortlandBoston

PDX - BOS

PDXBOS

Portland

mar. 9/9

5:36 pm-3:00 pm

1 stop18h 24m

Boston Logan Intl

mar. 9/16

6:00 am-9:09 am

Nonstop6h 09m

$227

PortlandBoston

PDX - BOS

PDXBOS

Portland

mar. 9/30

1:24 pm-12:27 am

1 stop8h 03m

Boston Logan Intl

mar. 10/7

8:01 am-4:50 pm

1 stop11h 49m

$236

PortlandBoston

PDX - BOS

PDXBOS

Portland

sáb. 8/30

5:06 pm-6:25 am

1 stop10h 19m

Boston Logan Intl

sáb. 9/6

6:59 pm-11:52 pm

1 stop7h 53m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

mar. 1/20

7:11 am-5:32 pm

1 stop7h 21m

Boston Logan Intl

sáb. 1/24

6:00 am-1:15 pm

2 stops10h 15m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

mié. 8/20

9:05 pm-10:00 am

1 stop9h 55m

Boston Logan Intl

mar. 8/26

5:40 am-1:50 pm

1 stop11h 10m

$248

PortlandBoston

PDX - BOS

PDXBOS

Portland

vie. 8/29

12:21 pm-8:43 pm

Nonstop5h 22m

Boston Logan Intl

lun. 9/1

8:00 am-11:11 am

Nonstop6h 11m

$262

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

sáb. 9/13

2:28 pm-12:27 am

1 stop7h 59m

Boston Logan Intl

sáb. 9/20

7:20 am-1:54 pm

1 stop8h 34m

$278

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

mar. 8/26

1:30 pm-1:20 am

1 stop9h 50m

Boston Logan Intl

mar. 9/2

8:10 am-2:01 pm

1 stop7h 51m

$295

BoiseBoston

BOI - BOS

BOIBOS

Boise Air Term. Gowen Fld

vie. 9/5

9:26 pm-10:47 pm

2 stops23h 21m

Boston Logan Intl

lun. 9/8

5:50 am-8:31 pm

2 stops16h 41m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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

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

Currently, January is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $218). Flying from Oregon to Massachusetts in July is currently the most expensive (average of $311). 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 julio 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Massachusetts as you normally would.

Weekly flight availability from Oregon to Massachusetts

Explore weekly flight availability from Oregon to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated julio 30, 2025.

The most flights from USOR to USMA are scheduled on a Monday (13 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (8 on average).

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 julio 30, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta 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
10,000 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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

  • 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 ($109), Southwest ($114), and Alaska Airlines ($118).

  • 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, January is the cheapest month in which you can book a flight from Oregon to Massachusetts (average of $218). Flying from Oregon to Massachusetts in July is currently the most expensive (average of $311). 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 Oregon to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to LaGuardia flights
Los Angeles to John F Kennedy Intl flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
Dallas/Fort Worth to O'Hare Intl flights
Newark to O'Hare Intl flights
Los Angeles to Newark flights
John F Kennedy Intl to Las Vegas flights
Dallas/Fort Worth to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
O'Hare Intl to John F Kennedy Intl flights
Newark to Los Angeles flights
LaGuardia to O'Hare Intl flights
O'Hare Intl to LaGuardia flights
John F Kennedy Intl to Orlando flights
San Francisco to John F Kennedy Intl flights
O'Hare Intl to Newark flights
LaGuardia to Miami flights
John F Kennedy Intl to Seattle flights
Newark to Orlando flights
Los Angeles to Las Vegas flights
Dallas/Fort Worth to Seattle flights
Los Angeles to Honolulu flights
Los Angeles to Seattle flights
John F Kennedy Intl to San Francisco flights
Dallas/Fort Worth to Newark flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Seattle flights
John F Kennedy Intl to Atlanta flights
San Francisco to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
San Francisco to Seattle flights
Los Angeles to O'Hare Intl flights
O'Hare Intl to Dallas/Fort Worth flights
Fort Lauderdale to Newark flights
Dallas/Fort Worth to Los Angeles flights
Atlanta to John F Kennedy Intl flights
Newark to San Francisco flights
Los Angeles to San Jose flights
Hobby to Las Vegas flights
Dallas/Fort Worth to Denver flights
LaGuardia to Orlando flights
Los Angeles to Dallas/Fort Worth flights
Los Angeles to LaGuardia flights
Los Angeles to San Francisco flights
O'Hare Intl to Las Vegas flights

Top 9 airlines flying from Oregon to Massachusetts

Discover the top 9 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 julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$73Average$228FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$122Average$454FlexibilityNo cancel feeOn-time85%
DeltaCheapest$130Average$481FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$150Average$304FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$162Average$569FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$180Average$453FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$216Average$465FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$539FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$255Average$537FlexibilityNo 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.