Alaska Airlines' 20-minute baggage guarantee offers a discount or bonus miles if delayed.
Enjoy free wine tastings with your Mileage Plan membership and recent boarding pass in select states.
Save 22% or moreCompare multiple travel sites with one search.
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Bundle and saveSave money when you bundle your flight + hotel.
Filter your dealsChoose cabin class, free Wi-Fi and more.
Alaska Airlines' 20-minute baggage guarantee offers a discount or bonus miles if delayed.
Enjoy free wine tastings with your Mileage Plan membership and recent boarding pass in select states.
JetBlue offers free gate-to-gate Wi-Fi and live TV, enhancing your in-flight experience.
Upgrade to Even More Space for 7” extra legroom, early boarding, and priority security access.
For a smooth departure, download the FlyLogan app to reserve parking, check gate info, and order ahead at restaurants.
Upon arrival at PDX, use the Trimet Red Line light rail for a quick, budget-friendly ride into Portland.
Harriet Baskas
Expert on Alaska Airlines and JetBlue
Harriet Baskas
Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.
Read moreGabriel Leigh
Expert on PDX
Gabriel Leigh
Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.
Read moreBlane Bachelor
Expert on BOS
Blane Bachelor
Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.
Read morePlanning a trip from Boston to Portland? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
Low season | January |
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High season | August |
Cheapest flight | $99 |
Direct departures
Boston Logan Intl to Portland
Monday
Aer Lingus, Alaska Airlines, Condor, +6 more
Aer Lingus, Alaska Airlines, +7 more
5
6
Tuesday
Aer Lingus, Alaska Airlines, Condor, +5 more
Aer Lingus, Alaska Airlines, +6 more
4
5
Wednesday
Aer Lingus, Alaska Airlines, Condor, +6 more
Aer Lingus, Alaska Airlines, +7 more
5
6
Thursday
Aer Lingus, Alaska Airlines, Condor, +6 more
Aer Lingus, Alaska Airlines, +7 more
5
6
Friday
Aer Lingus, Alaska Airlines, Condor, +6 more
Aer Lingus, Alaska Airlines, +7 more
5
6
Saturday
Aer Lingus, Alaska Airlines, Condor, +5 more
Aer Lingus, Alaska Airlines, +6 more
4
5
Sunday
Aer Lingus, Alaska Airlines, Condor, +6 more
Aer Lingus, Alaska Airlines, +7 more
5
6
Direct returns
Portland to Boston Logan Intl
Monday
Aer Lingus, Alaska Airlines, Etihad Airways, +4 more
Aer Lingus, Alaska Airlines, +5 more
3
4
Tuesday
Aer Lingus, Alaska Airlines, EL AL, +5 more
Aer Lingus, Alaska Airlines, +6 more
4
5
Wednesday
Aer Lingus, Alaska Airlines, Etihad Airways, +4 more
Aer Lingus, Alaska Airlines, +5 more
3
4
Thursday
Aer Lingus, Alaska Airlines, Etihad Airways, +4 more
Aer Lingus, Alaska Airlines, +5 more
3
4
Friday
Aer Lingus, Alaska Airlines, Condor, +5 more
Aer Lingus, Alaska Airlines, +6 more
4
5
Saturday
Aer Lingus, Alaska Airlines, EL AL, +5 more
Aer Lingus, Alaska Airlines, +6 more
4
5
Sunday
Aer Lingus, Alaska Airlines, Condor, +5 more
Aer Lingus, Alaska Airlines, +6 more
4
5
Friendly staff, everything went smoothly. Gluten free snacks would would be the cherry on top!
Friendly staff, everything went smoothly. Gluten free snacks would would be the cherry on top!
There was no entertainment - perhaps they need to upgrade the planes that service a route that is more that 2 hours long? Otherwise, everything was perfect.
The most comfortable plane ride I’ve had in quite a while.
Wonderful staff who honored sleepy overnight travelers and still met needs quietly and quickly!
The setting on the loudspeaker was painful and the crew member who did the talking spoke very quickly and repetitively, with extra little jokes that were distracting and mostly unfunny. I doubt that the main messages penetrated the noise.
1. On time flights. All of our, three separate, flights for three families were late 2. No food on the 5 1/2 hour flight. A substantial snack would have been good. 3. Seat upgrades are expensive 4. No place to move around or stretch on the 5 1/2 hour flight
I like the new adjustable headrest. Unfortunately 2 crying children were in front of us. But it was the first time and not holding Alaska accountable for that. Alaska always seems to have everything in order professional but comfortable.
We had a birthday one day off and almost missed the plane Our fault
Great crew, smooth flight and landing. Wish they would offer Dr. Pepper and a choice of flavors of pretzels.
Thank you still providing bags for vomit. My son had a migraine and needed a bag to vomit in and it was right there behind the seat in front of us. Thank you!
There was no problems, just a little uncomfortable with seats that do not lay back a little
Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.
Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!
Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.
Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.
Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had
Food was surprisingly good but the WiFi was not great
this crew didn't care much. bumping carts into seats more times than i care to remember
Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.
Everything was fine except the entertainment was not working for half of the flight.
The worst flight experience I've ever had. Our flight was delayed 14 whole hours because the flight crew never showed up. We had to wait in a two hour line to get our new boarding passes, we were told we had no other option but to fly at 10pm (we didn't depart until 11:45pm). Everyone had to contact their hotels and car rental places, workplaces, etc. since we lost an entire day's worth of travel. The crew showed up at 10:15, which was past the time we were supposed to board. They were laughing and being completely smug when they boarded, and they took another hour to board us onto our flight. The flight crew never came to check in on us, we were quickly given one drink and sandwich and they turned off the lights and were negligent the rest of the trip. My mom asked three attendants for a seat belt extender, they never brought one. I was dehydrated and never received another drink. They were very rude and unfriendly, we had been up since 4am the morning of our flight and didn't land in our destination until 2am the next day (5am local time). This was unacceptable service and treatment, these flights are not cheap and we were inconvenienced out of an entire day of travel. This was 100% avoidable and was the fault of Hawaiian Airlines, and their crews inability to show up to work on time.
Loved the leg room, usb charging, outlet, food, staff. The seats were very uncomfortable for some reason and made my buttocks ache and would have liked to be seated together from the time of purchasing tickets without having to pay extra.
My confirmation number did not work to check in the day before, so I had to go to the very busy line (no kiosks at the airport) and almost missed my flight. Also, no one told me that I had to actually check in with Alaska
You did not have any vegetarians options for the free meal! I do not eat any meat of any kind! I asked the flight attendant and was met with kind of a rude statement like vegetarian? No we don’t have that kind of thing! Did not make me happy but made me feel like why would I want a vegetarian meal! Otherwise a good experience!
I was put in seat 6B with no warning. Had no seat in front of me just sticks out in the aisle so I had to hold what I could and put the rest in a bin way further down.
I was traveling with my two young children and brooked this flight as it was the best option. There were no screens for movies etc. which normally would be fine, however, when you list free in flight entertainment that should be mentioned. We don't rely on them but count on it as a worst case scenario backup for the kids to keep the peace if needed. The main issue though was the food selection. I have dietary restrictions so I was excited to preorder meals. Nothing that was offered on board or for preorder was ok for me to eat, not even the snack boxes. It was very frustrating for a 5+ hour flight. Otherwise the flight was good and went smoothly.
Usually we have a pleasant trip on HA. Not this time! All stewards were unpleasant, rude, rushed, condescending. First step onto the plane, WE greeted the crew with an “Hello!”. They greeted us with a terse smile then ignored us. Not a good start. Even over the PA announcements, they were rushed and unpleasant. One Stewart even berated a passenger in front of us when all they asked is if the purchase cart had vodka to purchase. The steward said “LIKE WE SAID OVER THE PA, THIS ONLY HAS FOOD OR BEVERAGE!” Vodka is a beverage! It was a legitimate question. Not sure why she treated the passenger this way. Taking trash was even unpleasant, No “Thank you” or at least a smile. I work in CS. I know good CS can make or break your trip. There was absolutely no “aloha” on this trip. All clearly did not want to be on this plane and felt strongly that they did not want to provide a premium service to their clients. This might be our last HA and cancellation of my HA-MC if we are treated the same way going home. We are typically treated with kindness and warmth in the past with HA. This trip was unacceptable.
Plenty of overhead compartment room. The seat choice option is horrendous as best.
Really disappointed with in flight entertainment, 6 hr flight with no built in screens
I was put in a middle seat with the people on either side of me kept passing their grandchild over me and talking back and forth while I was trying to rest or watch a movie. So inconsiderate and totally disturbing. I asked if they would sit next to each other to alleviate the constant impeding my comfort but they refused.
I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.
United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.
It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.
Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.
I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.
It was great, I’m very grateful for the pilots and crew flight attendants for everything.
Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely
Overall it was good. I missed my connection but I was put on another flight.
The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.
The woman gate agent in Phoenix was none too sympathetic about my check-in process as I am relatively new with using apps. I almost did not get on because she said I did not check-in. I thought I had via Kayak where I purchased a very expensive ticket. Lesson learned but to be told I may not get on as a matter of factly was difficult to hear.
My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.
The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.
I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…
There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.
Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.
It would have been nice if they had offered more than one set of snacks
Seats were not too comfortable; it was impossible to locate the underseat power outlet.
You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.
The check in and boarding process was a bit of a cluster. Two people at the counter to check in, three random lines that nobody knew which was for what, and people kept getting shuffled from one line to another for no apparent reason because then they’d get shuffled back and end up getting out further back in the line than they were originally. I only had to hand my already checked bag over and it took 45 minutes. I was never assigned a seat so when I tried to board I was pulled out of line again while someone had to try to manually assign me a seat. During the flight I got up to go to the bathroom, and there was an attendant in the aisle offering pillows etc and it was a 30 min wait unbuckled standing by the bathrooms because she said I couldn’t go past her. First and last time flying jet blue to be honest.
Communication since no reason or explanation was given for 3 hrs delay
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