$143 Find Cheap Flights from Boston to Oregon

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Oregon departing on 6/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Oregon

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Oregon.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Oregon.
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Cheap Flights from Boston to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$262
Eugene
Eugene1 stop$293
Redmond
Redmond1 stop$411
Medford
Medford1 stop$397
North Bend
North Bend1 stop$369
Boise
Boise1 stop$285
Portland
Portland1 stop$262
Eugene
Eugene1 stop$293
Redmond
Redmond1 stop$411
Medford
Medford1 stop$397
North Bend
North Bend1 stop$369
Boise
Boise1 stop$285

Book Cheap Boston to Oregon Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Oregon that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Oregon

Fri, May 29 - Sun, May 31
American Airlines Logo
6:00 am - 11:34 am
BOS
-
PDX
8h 34m
1 stop
American Airlines Logo
10:40 pm - 8:41 am
PDX
-
BOS
7h 01m
1 stop
$262American Airlines
Wed, Jul 15 - Tue, Jul 21
American Airlines Logo
5:10 am - 10:36 am
BOS
-
PDX
8h 26m
1 stop
American Airlines Logo
10:57 pm - 9:34 am
PDX
-
BOS
7h 37m
1 stop
$272American Airlines
Sat, May 23 - Sat, Jun 6
United Airlines Logo
2:15 pm - 9:24 pm
BOS
-
PDX
10h 09m
1 stop
United Airlines Logo
10:52 pm - 9:12 am
PDX
-
BOS
7h 20m
1 stop
$276United Airlines
Thu, Jul 9 - Mon, Jul 13
United Airlines Logo
6:45 pm - 12:02 am
BOS
-
PDX
8h 17m
1 stop
United Airlines Logo
11:30 pm - 10:20 am
PDX
-
BOS
7h 50m
1 stop
$279United Airlines
Thu, May 28 - Mon, Jun 1
JetBlue Logo
10:06 am - 1:10 pm
BOS
-
PDX
6h 04mnonstop
JetBlue Logo
2:30 pm - 10:56 pm
PDX
-
BOS
5h 26mnonstop
$282JetBlue
Thu, May 28 - Wed, Jun 3
JetBlue Logo
10:06 am - 1:10 pm
BOS
-
PDX
6h 04mnonstop
JetBlue Logo
2:30 pm - 10:56 pm
PDX
-
BOS
5h 26mnonstop
$284JetBlue
Wed, May 27 - Tue, Jun 2
Delta Logo
6:15 am - 2:34 pm
BOS
-
BOI
10h 19m
1 stop
Delta Logo
6:41 pm - 6:20 am
BOI
-
BOS
9h 39m
1 stop
$285Delta
Thu, May 28 - Tue, Jun 2
Alaska Airlines Logo
6:00 am - 9:11 am
BOS
-
PDX
6h 11mnonstop
Alaska Airlines Logo
9:50 pm - 6:24 am
PDX
-
BOS
5h 34mnonstop
$287Alaska Airlines
Sat, May 23 - Sat, May 30
Alaska Airlines Logo
5:32 pm - 8:47 pm
BOS
-
PDX
6h 15mnonstop
Alaska Airlines Logo
2:45 pm - 5:44 am
PDX
-
BOS
11h 59m
1 stop
$289Alaska Airlines
Tue, Jun 2 - Wed, Jun 10
Delta Logo
6:45 pm - 11:43 pm
BOS
-
EUG
7h 58m
1 stop
Delta Logo
12:32 pm - 12:21 am
EUG
-
BOS
8h 49m
1 stop
$293Delta
Booking Insights

KAYAK's insights & trends for Boston to Oregon flights

Get data-powered insights and trends into flights from Boston to Oregon to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Boston to Oregon?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Boston to Oregon departing in May.

What is the cheapest Boston to Oregon flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Oregon from Boston found in the last 72 hours was to Portland, at $287 round-trip. The most popular route is from Boston (BOS) to Portland (PDX), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $287.

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

The average price for all round-trip flights from Boston to Oregon depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

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 $414.

Can I save money by flying with a layover from Boston to Oregon?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $388, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Boston to Oregon?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Oregon, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Oregon is March, when tickets cost $98 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $773 and $715 respectively.

What’s the cheapest day of the week to fly from Boston to Oregon?

The average price of all round-trip flights from Boston to Oregon clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Oregon on a Wednesday and more expensive on a Sunday. On your return trip to Boston, you should consider flying back on a Saturday, and avoid Sundays for better deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Oregon, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston 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.

Good to know

Low seasonJanuary
Cheapest flight$143
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Boston to Boise

FAQs - booking Oregon flights

  • How does KAYAK find such low prices on flights from Boston 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 Boston to Oregon.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Boston 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 Boston 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 Boston 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 Boston 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 Boston to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Boston to Oregon

 
See real verified KAYAK customer reviews for airlines flying from Boston to Oregon. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston 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 12312 reviews
7.0Entertainment
7.1Food
7.8Comfort
8.5Crew
8.1Boarding
Airline reviews

Deboarding the plane was chaos. The passengers in the back of the plane started deplaning before the passengers in the middle of the plane could even retrieve their overhead bags. The staff of the plane did nothing to help.

6.0 GoodR, Apr 2026
GEG - PDX
Read more Alaska Airlines reviews

Deboarding the plane was chaos. The passengers in the back of the plane started deplaning before the passengers in the middle of the plane could even retrieve their overhead bags. The staff of the plane did nothing to help.

Enforce the one bag rule for carry ons. Don't allow people to have 2 and 3 carry ons. Make baggage gets loaded onto the correct plane. My bag didn't get put onto my last flight so I didn't get it until the next day.

The merging of Kayak & the airline’s website was not always clear. Both on their own provided adequate Information about the flight. I had some challenges retrieving the boarding pass. I relied on the agent & may have paid the baggage fee twice.

onboard snack was pretzels, but the FA was super nice when my neighbor asked for cookies instead and also brought some for me. :)

On time. .breakfast was especially good. First class service was special

Hello, Our flight arrived late, and the flight we were to connect to the departure time was moved up. At first our flight was scheduled to arrive at 10:40, but it arrived at 10:56. Our connecting flight was scheduled to leave at 11:25, and it was moved to 11:20. Also the terminal was moved from N to S. N would have been in the same terminal as the one we arrived in-- to get to S we had to take 3 trains to get to. And when we arrived at the gate, around 11:15, they said the gate was closed and would not open it. We had come from a funeral in Boston, and the person that helped us get new tickets said, "did you come from a girsl trip?" No, we did not. We were coming from a funeral. This experience was not what we expected/wanted. My friend, because she had to run to S, got a migraine and turned pale. In addition, I paid an extra $70 for an aisle seat that was more upfront, to make sure I can get off the plane faster and make the connecting flight. The fact that the plane not only did not wait, but left earlier, is absolutely unacceptable. This was a terrible experience, and I hope that I can be refunded for this horrible experience.

Had to buy a snack box as I am gluten free. They should be free in extra comfort. Food they provided was awful. Not enough water stops.

Tight hot cramped seating. Gate change plus a board and de plane request with two hour delay

We treated ourselves to first class and were underwhelmed by the experience. No screen for entertainment. Food was not great...only one or two options, small portions, dry. We won't waste our money upgrading again. Good news was we made it to PDX safe and sound. Crew was attentive.

The flight would have been very good , if not dor the constantly screaming baby in the row behind me. Is there a way to isolate people traveling with infants? This is not the first time this has happened to me.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Flight delayed two hours , missed connection flight then connection cancelled- horrible experience with hotel

Omg the disaster at the security was on another level! “Go to this end, sorry closed now, go to that end”. Ridiculous! This took over an hour! As far as the airline was concerned although I booked nearly a year ago I couldn’t get my bag tag - stand in another 15 minute line or my seat on Hawaiian Airlines- 5 more minutes! Then my TSA status was denied. Like what the heck! Makes a person not want to travel with this amount of incompetence

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.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

Not having an assigned seat until boarding and then having to check my bag.

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

Everything you need to know for your flight from Boston to Oregon

Information on your arrival and departure airports