$130 Find Cheap Flights from Massachusetts to Oregon

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Low seasonJanuary
Cheapest flight$130
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Hartford to Portland

FAQs for booking flights from Massachusetts to Oregon

  • How does KAYAK find such low prices on flights from Massachusetts to Oregon?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Oregon.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Oregon?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Massachusetts to Oregon is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Oregon?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Massachusetts to Oregon with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Oregon?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Massachusetts to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Oregon?

    There are 6 airports in Oregon. The busiest airport is Portland Airport (PDX), with 76% of all flights arriving there.

  • Which is the cheapest airport to fly into in Oregon?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Oregon is Portland Airport (PDX), with an average flight price of $222.

  • What is the cheapest day to fly to Oregon?

    Based on KAYAK data, the cheapest day to fly to Oregon is Wednesday where round-trip tickets can be as cheap as $371. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $448 on average.

  • What is the cheapest time of day to fly to Oregon?

    The cheapest time of day to fly to Oregon is generally at night, when round-trip flights cost $377 on average. Morning departures are around 1% cheaper than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the evening, which is peak travel time and where the average cost of a ticket is $409.

  • What is the cheapest flight to Oregon?

    The cheapest ticket to Oregon from Massachusetts found in the last 72 hours was to Portland, at $262 round-trip. The most popular route is Boston (BOS) to Portland (PDX) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $262.

  • What is the cheapest month to fly from Massachusetts to Oregon?

    The cheapest month for flights from Massachusetts to Oregon is September, when tickets cost $383 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $957 and $660 respectively.

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

    To get a below average price on the flight from Massachusetts to Oregon, you should book around 3 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

  • How many cities have direct flights to Oregon?

    From Massachusetts, there are direct flights to Oregon from 1 city. This city is Boston and there are 28 direct flights each week.

  • How many direct flights to Oregon are there each day?

    There are around 4 direct flights from within Massachusetts to Oregon every day. Most flights (64%) depart in the afternoon.

  • How many direct flights to Oregon are there each week?

    Each week there are around 28 direct flights from within Massachusetts to Oregon. The most common day for departures is Monday, with 18% of flights taking off on this day.

  • How long is the flight to Oregon?

    An average nonstop flight from Massachusetts to Oregon takes 8h 58m, covering a distance of 2461 miles. The shortest route is Boston (BOS) to Portland (PDX) with an average flight time of 6h 04m.

  • How many long-haul flights are there to Oregon each week?

    There are not any long-haul (6-12 hour flight duration) or short-haul (up to 3 hour flight duration) flights to Oregon. Instead, there are 28 medium-haul flights (3-6 hour flight duration), with the most arriving from Boston.

  • What are the most popular destinations in Oregon?

    Based on KAYAK flight searches, the most popular destination is Boise (45% of total searches to Oregon). The next most popular destinations are Redmond (18%) and Medford (17%). Searches for flights to Eugene (16%) and to North Bend (5%) are also popular.

Reviews of the top 5 airlines serving from Massachusetts to Oregon

 
Need help choosing which airline to fly with from Massachusetts to Oregon? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12233 reviews
8.5Crew
7.0Entertainment
7.8Comfort
8.1Boarding
7.0Food
Airline reviews

it was good except the too big men in my personal space.

10.0 ExcellentKathy, Apr 2026
HNL - PDX
Read more Alaska Airlines reviews

it was good except the too big men in my personal space.

We were on the ground for over 2hrs Flt scheduled to leave at 5:40pm, actual departure was at 9:00pm. Around 8:00pm we were offered an option to deplane,some did while others stayed.

My daughter has anxiety and became nauseous after boarding the plane and before take off. She went to the plane bathroom and ended up having to vomit, and your staff promptly removed us from the flight. We explained that it was due to my daughter’s anxiety, and that the condition would not continue in the air, but they removed us anyway. We have flown many many times before on many different airlines and my daughter’s anxiety has resulted in nausea and sickness before takeoff, and every airline has been accommodating and professional. This is was our first time flying with your airline, and also the first time we have ever been removed from a flight. This was the worst service we have ever experienced. This was a special surprise trip we gifted to my daughter for graduating college. I had also paid to upgrade the family to first class and sit all together which we had never done before and can’t afford on a normal basis. Our removal from the flight was not only extremely embarrassing, but devastating for my daughter. My daughter and I were removed from the plane and a call was made by your staff to medical personnel, a few questions were asked of my daughter, and then she was magically cleared. All of this took mere minutes. Why this could not have been performed while we were on the plane, or why this could not have been performed off the plane and then us allowed to reboard is beyond me. My wife and youngest daughter continued on the original flight alone and were very upset and crying due to the situation, yet the staff did nothing to console or assist them. My wife states that upon arrival in Portland and as they were exiting the plane, one of the stewardesses involved said “byyyyeeeee” to them sarcastically and laughed. Myself and my oldest daughter had to wait 4 hours for an alternate flight and were sat in regular seats because our first class seat purchase could not be honored. My wife wasn’t allowed to pick up our rental car and had to wait 4 hours with our luggage until I arrived. The delay prevented us from being able to carry out planned events and ruined the first day of our trip. Upon explaining all of this to your customer service, we received no sympathy, assistance, or compensation other than your staff submitting a request for a reimbursement of my and my daughters first class upgrade cost. When checking in early for our flight back home, the luggage cost for myself and my eldest daughter was no longer discounted as it was for my wife and youngest daughter. Customer service once again could not assist me over the phone and rectify what should have been a minor adjustment. Instead they stated I would have to wait until we physically checked bags in at the airport and then ask staff to adjust the luggage cost. With everything else we had experienced, I was not going to leave that to chance and instead paid full price for the luggage ahead of time. Or experience with Alaska Airlines was a complete disaster and I am baffled at the lack of empathy and assistance from your staff. I’m not sure of what else to say other than the fact that unless we are compensated by Alaska Airlines in some form to offset the horrendous service we received, we will be relaying our experience to family and friends and on social media, and doing all we can to urge everyone to avoid utilizing your services.

I got an email 3 hours before the flight letting me know it got canceled

The internet was down, which made my work plans impossible while inflight.

With saver fares on Alaska, you are treated like a 2nd class citizen. Last to get a seat-most likely in the middle. Last to board. By then all overhead bins are taken. It’s sad to see Alaska treats its customer like India’s caste hierarchy. I’m in Portland Oregon. So I have to Alaska. Otherwise, I wouldn’t fly on them again.

Flight on time. Easy boarding. Changing my seat was very easy.

Flights were on time, which made making connections do much better. Well organized

Flight delays were really annoying, but otherwise the experience was fine

I paid almost $700 for super saver round trip…, You moved me to the back of plane… I’m old and have breathing and anxiety problems! You didn’t care! Moved me to the way back! Unacceptable!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

The Honolulu Hub needs 2 to 3 times the amount of things to do as well as shuttles that transport to/from gates and terminals. Arriving from OCONUS locations; transferring to CONUS locations its a miserable experience. Fetching and re-checking bags, then returning to a gate across the airport take longer than any other large airport. If youre confused by what I mean, the process goes like this: Disembark plane Walk a mile to the main terminal Walk half a mile to baggage claim Wait 40 minutes for baggage Walk a mile to re-check-in baggage Wait 20 minutes for checking in those bags Fo back through the wrong TSA line because the signage is poor Almost miss the connecting flight because your gate is across the airport.

The checking was disaster, the crew wasn't behave well. It took us two hours to check in, after that thr line at the TSA was long, we barely make the flight. Bad airline

Fabulous if you have a portable wheelchair. They can store it in the galley and you can just walk out with it. Really nice and the flat seats are just incredible, very nice. iPads for movies, also pretty nice,

The crew were exceptionally nice and accommodating. My wife was tired after the flight from Haneda, Tokyo. They let her sleep and served her dinner later after she woke up, before we landed in PDX.

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

I like that if they asked you to checked in a bag at the gate they give you priority to board

Horrible food and crew. Crew were laughing and talking loud while people were trying to sleep

Yall need to integrate your system with Alaska more efficiently. They booted me off the first flight because of a discrepancy on your end.

The crew at Hawaiian Airlines was fantastic. Kind and hard working. The pilots were great with giving us all the updates to make sure we were informed.

Very good. Nice plane and we sat in economy plus - bigger seats, more room. They served a meal and snacks, and the meal was an apple stuffed pancake that was very good! The snack for us was a hummus sandwich - also very good. The flight attendants were helpful and nice. They have plenty of movies and shows to watch. My only negative -- they changed our flights around and did not adjust the layovers, so we ended up with a very long and unnecessary layover in Honolulu.

Packed in plane small uncomfortable seats elbow to elbow nobody wants to be in that situation for the money they paid

Overall flight was ok. Flight attendant was receptive to assisting passengers with tight connections.

Checking in united could not figure out my star alliance gold. Baggage did not get marked priority and didn't receive boarding passes. When got to SFO lounge personal fixed everything Immediately

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

This was the first flight in the morning. We boarded fine. The cabin door was closed and we were ready to go. We were notified by the Captain that ATC issued and ground stop for 40 minutes. So, without even pushing back from the gate, we were already 40 minutes late. We actually were released to push-back and taxi at 30 minutes. But, some passengers had tight connections and were not going to make their connections. Some passengers asked about the delay and the effect on the connections and were told by the cabin attendant that all flights will be delayed and so they should be OK. However, that was not true. My connecting flight was on time and I arrived at IAH with 21 minutes to make my connection. I did and I'm happy about that, but the flight crew should not have given assurances to the passengers who might have missed their connections.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

Flights were on time actually early service was good and crew cheerful

Entertainment and wifi were very sub-par - audio issues and no wifi

We were delayed and had to circle due to weather and had to divert for fuel. While I understand that you can’t control the weather I would have appreciated knowing that the crew wasn’t going to run out of hours and then having to spend the night in the Raleigh airport.

Messy plane that was falling apart Small screens that didn't work

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

Still hasn’t left. Why are you asking how it was?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

Everything you need to know for your flight to Oregon

Cabin class types available on flights to Massachusetts

Cabin classes available on flights to Massachusetts. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.