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Cheap flights from Oregon to Massachusetts from $109

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Massachusetts departing on 5/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Oregon to Massachusetts

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:11 pm - 6:00 am
PDX
-
BOS
7h 49m
1 stop
Delta Logo
6:45 pm - 11:59 pm
BOS
-
PDX
8h 14m
1 stop
$197Delta
Thu, Feb 26 - Sun, Mar 22
Hawaiian Airlines Logo
7:00 am - 3:27 pm
PDX
-
BOS
5h 27mnonstop
Hawaiian Airlines Logo
6:00 am - 9:23 am
BOS
-
PDX
6h 23mnonstop
$206Hawaiian Airlines
Sat, Mar 28 - Sat, Apr 4
American Airlines Logo
11:59 pm - 10:46 am
PDX
-
BOS
7h 47m
1 stop
American Airlines Logo
3:59 pm - 11:53 pm
BOS
-
PDX
10h 54m
1 stop
$208American Airlines
Wed, Apr 1 - Wed, Apr 22
Alaska Airlines Logo
9:46 pm - 6:20 am
PDX
-
BOS
5h 34mnonstop
Alaska Airlines Logo
6:00 am - 9:11 am
BOS
-
PDX
6h 11mnonstop
$217Alaska Airlines
Tue, Jun 2 - Tue, Jun 9
Delta Logo
5:30 am - 3:42 pm
PDX
-
BOS
7h 12m
1 stop
Delta Logo
6:45 pm - 11:59 pm
BOS
-
PDX
8h 14m
1 stop
$218Delta
Thu, Mar 12 - Mon, Mar 16
Alaska Airlines Logo
12:00 pm - 11:59 pm
PDX
-
BOS
8h 59m
1 stop
Alaska Airlines Logo
6:00 am - 9:11 am
BOS
-
PDX
6h 11mnonstop
$227Alaska Airlines
Tue, Jun 2 - Tue, Jun 9
United Airlines Logo
6:00 am - 5:02 pm
EUG
-
BOS
8h 02m
1 stop
United Airlines Logo
11:02 am - 9:07 pm
BOS
-
EUG
13h 05m
2 stops
$262United Airlines
Wed, Mar 4 - Wed, Mar 11
United Airlines Logo
1:13 pm - 11:29 pm
RDM
-
BDL
7h 16m
1 stop
United Airlines Logo
3:25 pm - 8:50 pm
BDL
-
RDM
8h 25m
1 stop
$329United Airlines
Thu, Mar 12 - Tue, Mar 17
Southwest Logo
7:40 pm - 8:05 am
PDX
-
ALB
9h 25m
2 stops
Southwest Logo
6:40 pm - 11:10 pm
ALB
-
PDX
7h 30m
1 stop
$368Southwest
Sat, Apr 18 - Tue, Apr 28
Southwest Logo
7:40 pm - 8:05 am
PDX
-
ALB
9h 25m
2 stops
Southwest Logo
2:45 pm - 11:10 pm
ALB
-
PDX
11h 25m
2 stops
$373Southwest
Sat, Apr 18 - Tue, Apr 28

American Airlines flights from Oregon to Massachusetts

Our best American Airlines deals on Oregon to Massachusetts flight tickets
American Airlines
Apr 1
PDX11:59 pmPortland
7h 47m
1 stop
BOS10:46 amBoston Logan Intl
Apr 22
BOS3:59 pmBoston Logan Intl
10h 54m
1 stop
PDX11:53 pmPortland
$208
American Airlines
Apr 11
PDX6:22 amPortland
11h 50m
1 stop
BOS9:12 pmBoston Logan Intl
Apr 14
BOS3:59 pmBoston Logan Intl
9h 43m
1 stop
PDX10:42 pmPortland
$211
American Airlines
Feb 24
PDX11:48 amPortland
9h 11m
1 stop
BOS11:59 pmBoston Logan Intl
Mar 24
BOS5:31 pmBoston Logan Intl
9h 49m
1 stop
PDX12:20 amPortland
$219

Alaska Airlines flights from Oregon to Massachusetts

Our best Alaska Airlines deals on Oregon to Massachusetts flight tickets
Alaska Airlines
Jun 2
PDX9:46 pmPortland
5h 34m
BOS6:20 amBoston Logan Intl
Jun 9
BOS6:00 amBoston Logan Intl
6h 11m
PDX9:11 amPortland
$217
Alaska Airlines
Jun 2
PDX12:00 pmPortland
8h 59m
1 stop
BOS11:59 pmBoston Logan Intl
Jun 9
BOS6:00 amBoston Logan Intl
6h 11m
PDX9:11 amPortland
$227
Alaska Airlines
Mar 3
EUG1:29 pmEugene
7h 30m
1 stop
BOS11:59 pmBoston Logan Intl
Mar 4
BOS6:24 pmBoston Logan Intl
8h 34m
1 stop
EUG11:58 pmEugene
$247

momondo 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, momondo users made 832,500 searches. Data last updated February 9, 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

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 2/26

7:11 pm-6:00 am

1 stop7h 49m

Boston Logan Intl

Sun 3/22

6:45 pm-11:59 pm

1 stop8h 14m

$197

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 3/28

7:00 am-3:27 pm

Nonstop5h 27m

Boston Logan Intl

Sat 4/4

6:00 am-9:23 am

Nonstop6h 23m

$206

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/1

11:59 pm-10:46 am

1 stop7h 47m

Boston Logan Intl

Wed 4/22

3:59 pm-11:53 pm

1 stop10h 54m

$208

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 6/2

9:46 pm-6:20 am

Nonstop5h 34m

Boston Logan Intl

Tue 6/9

6:00 am-9:11 am

Nonstop6h 11m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 3/12

5:30 am-3:42 pm

1 stop7h 12m

Boston Logan Intl

Mon 3/16

6:45 pm-11:59 pm

1 stop8h 14m

$218

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 6/2

12:00 pm-11:59 pm

1 stop8h 59m

Boston Logan Intl

Tue 6/9

6:00 am-9:11 am

Nonstop6h 11m

$227

EugeneBoston

EUG - BOS

EUGBOS

Eugene

Wed 3/4

6:00 am-5:02 pm

1 stop8h 02m

Boston Logan Intl

Wed 3/11

11:02 am-9:07 pm

2 stops13h 05m

$262

RedmondHartford

RDM - BDL

RDMBDL

Bend/Redmond

Thu 3/12

1:13 pm-11:29 pm

1 stop7h 16m

Hartford Bradley Intl

Tue 3/17

3:25 pm-8:50 pm

1 stop8h 25m

$329

PortlandAlbany

PDX - ALB

PDXALB

Portland

Sat 4/18

7:40 pm-8:05 am

2 stops9h 25m

Albany Intl

Tue 4/28

6:40 pm-11:10 pm

1 stop7h 30m

$368

PortlandAlbany

PDX - ALB

PDXALB

Portland

Sat 4/18

7:40 pm-8:05 am

2 stops9h 25m

Albany Intl

Tue 4/28

2:45 pm-11:10 pm

2 stops11h 25m

$373

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Massachusetts from

How to get the cheapest flight ticket from Oregon to Massachusetts

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Massachusetts?

In general, May is the cheapest month to fly from Oregon to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $297. If you aren’t able to travel to Massachusetts during the month of May, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $317.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Wednesday is the cheapest day to fly to Massachusetts from Oregon. The lowest ticket price found for a Wednesday departure recently was $352. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Oregon because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $443.

What is the cheapest time of day to depart on your flight to Massachusetts?

Our data shows that the cheapest Oregon to Massachusetts flights are usually those with departure times at noon. Our users have found flights to Massachusetts at noon for as low as $255. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $486 on average. Flights to Massachusetts from Oregon in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Oregon to Massachusetts flight route?

Fly from Portland to Boston Logan Intl for the best Oregon - Massachusetts flight prices

How far in advance should I book a flight to Massachusetts?

You are more likely to see cheaper flights to Massachusetts from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $380 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Oregon for as low as $274 on momondo.

What cabin class options are available on Oregon to Massachusetts flights?

There are 4 cabin classes available to choose from on Oregon to Massachusetts flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Oregon to Massachusetts flights?

You could potentially save up to 9% on your flight if you consider stops on a Oregon to Massachusetts flight.

Cheap Oregon to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oregon to Massachusetts

Best Price Found

$188

Fastest flight time

5h 20m

Direct flights

Every day

Airports in Massachusetts

140 airports
The best one-way flight to Massachusetts from Oregon in the past 72 hours is $188. The best round-trip flight deal from Oregon to Massachusetts found on momondo in the last 72 hours is $317.
The fastest flight from Oregon to Massachusetts takes 5h 20m
Direct flights go from Oregon to Massachusetts every day.
There are 140 airports in Massachusetts. From Oregon there are direct flights to Boston Logan Intl (BOS).
Search flight deals

  • When did momondo last update prices for flights from Oregon to Massachusetts?

    Prices for flights from Oregon to Massachusetts are updated daily.

  • How many operators does momondo search for flights from Oregon to Massachusetts?

  • How old do you have to be to fly from Oregon to Massachusetts?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oregon to Massachusetts.

  • What documentation or ID do you need to fly to Massachusetts?

    The travel and health documents required for your trip to Massachusetts can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Massachusetts. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Oregon to Massachusetts?

Best airlines flying from Oregon to Massachusetts

Compare and see reviews for airlines that fly from Oregon to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $108Free CancellationRating
7.9
8,174 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,830 reviews
Search Hawaiian Airlines flights
JetBluePriceFrom $108Free CancellationRating
7.2
2,895 reviews
Search JetBlue flights
American AirlinesPriceFrom $162Free CancellationRating
7.2
11,255 reviews
Search American Airlines flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,281 reviews
Search Southwest flights
United AirlinesPriceFrom $236Free CancellationRating
7.4
9,259 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $251Free CancellationRating
8.0
11,865 reviews
Search Alaska Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Oregon to Massachusetts?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Oregon to Massachusetts. momondo saves you time and could save you money on your trip.

Can I find flights from Oregon to Massachusetts with flexible booking policies on momondo?

momondo does allow users to show only those flights to Massachusetts from Oregon which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Oregon to Massachusetts?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Massachusetts from Oregon.

I’m not ready to book a flight from Oregon to Massachusetts right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Oregon to Massachusetts now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Massachusetts and let you know when they change.

An easier way to manage your Massachusetts trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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