BOS - PDX

$90 Find Cheap Flights from Boston to Portland

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 Portland departing on 2/28. 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 Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Portland.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Portland.
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Everything you should know

Cheapest round-trip
$208
Overall average: $357
American Airlines
Sat 2/21Sat 2/28
BOS - PDX • 1 stop
Cheapest non-stop
$227
Typical prices: $317-$548
Hawaiian Airlines
Thu 3/19Wed 3/25
BOS - PDX • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue offers free Wi-Fi and live TV on this route.
Use the Trimet Red Line for easy access from PDX.
Expert advice
Expert advice
Expert advice
Expert advice
Video guide: How to find cheap flights to Portland
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Top airlines
American Airlines
Cheapest • from $208 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 47% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
May
Cheapest • 23% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Portland!
Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Boston to Portland (BOS-PDX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Portland 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 Portland

Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
4:49 pm - 12:17 am
BOS
-
PDX
10h 28m
1 stop
American Airlines Logo
11:35 pm - 9:54 am
PDX
-
BOS
7h 19m
1 stop
$208American Airlines
Tue, Mar 31 - Mon, Apr 6
Delta Logo
7:10 am - 1:11 pm
BOS
-
PDX
9h 01m
1 stop
Delta Logo
11:15 pm - 9:16 am
PDX
-
BOS
7h 01m
1 stop
$217Delta
Mon, Mar 2 - Thu, Mar 12
Delta Logo
6:37 pm - 11:53 pm
BOS
-
PDX
8h 16m
1 stop
Delta Logo
5:30 am - 3:42 pm
PDX
-
BOS
7h 12m
1 stop
$218Delta
Wed, Feb 18 - Wed, Feb 25
American Airlines Logo
5:31 pm - 12:17 am
BOS
-
PDX
9h 46m
1 stop
American Airlines Logo
11:48 am - 11:01 pm
PDX
-
BOS
8h 13m
1 stop
$219American Airlines
Thu, Mar 19 - Wed, Mar 25
Hawaiian Airlines Logo
6:00 am - 9:23 am
BOS
-
PDX
6h 23mnonstop
Hawaiian Airlines Logo
9:30 pm - 5:53 am
PDX
-
BOS
5h 23mnonstop
$227Hawaiian Airlines
Sat, Apr 4 - Sun, Apr 5
Hawaiian Airlines Logo
6:00 am - 9:23 am
BOS
-
PDX
6h 23mnonstop
Hawaiian Airlines Logo
9:30 pm - 5:53 am
PDX
-
BOS
5h 23mnonstop
$233Hawaiian Airlines
Wed, Apr 15 - Mon, Apr 27
Delta Logo
8:05 am - 12:49 pm
BOS
-
PDX
7h 44m
1 stop
Delta Logo
7:32 pm - 6:55 am
PDX
-
BOS
8h 23m
1 stop
$237Delta
Wed, Apr 1 - Wed, Apr 8
Delta Logo
6:15 am - 12:33 pm
BOS
-
PDX
9h 18m
1 stop
Delta Logo
12:30 am - 10:55 am
PDX
-
BOS
7h 25m
1 stop
$238Delta
Mon, Mar 2 - Fri, Mar 6
Delta Logo
6:37 pm - 11:53 pm
BOS
-
PDX
8h 16m
1 stop
Delta Logo
5:30 am - 3:59 pm
PDX
-
BOS
7h 29m
1 stop
$239Delta
Mon, Mar 9 - Mon, Mar 9
United Airlines Logo
5:45 am - 12:33 pm
BOS
-
PDX
9h 48m
1 stop
United Airlines Logo
11:59 pm - 10:50 am
PDX
-
BOS
7h 51m
1 stop
$240United Airlines
Booking Insights

KAYAK's insights & trends for Boston to Portland flights

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

Find cheap flights to Portland
Find cheap flights to Portland

Planning 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.

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

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

If your flying dates are flexible, you should consider flying to Portland on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Boston to Portland. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Portland, 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 Portland is May, where tickets cost $287 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $523 and $427 respectively.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $337 on average.

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

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 Portland, 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 Portland, you should book around 3 weeks before departure, which saves you about 47% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Expert advice

Expert advice for your flight from Boston to Portland

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on Alaska Airlines and JetBlue

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.

Gabriel Leigh

Gabriel Leigh

Expert on PDX

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.

Blane Bachelor

Blane Bachelor

Expert on BOS

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.

Good to know

Low seasonJanuary
Cheapest flight$90
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Boston to Portland

When to book flights from Boston to Portland

Are your dates flexible? Find out the best times to travel from Boston to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Portland

  • Are pets allowed in Boston Logan International Airport (BOS)?

    You are allowed to travel with your pet as long as they are crated or secured in a holder at all times. The airport has provided pet relief areas at Arrivals outside every terminal. Each airline may have different policies regarding traveling with pets, so ensure you check with them before your flight.

  • Can I ask someone to pick me up after arriving at PDX?

    Yes. You can be picked up, but whoever is picking you up cannot leave their vehicle unattended. The airport provides designated areas where they can park and wait for you in a lot across the baggage claim. You can inform them of your arrival time so that you do not wait for long after arriving.

  • Can I travel with medication?

    You can carry your medication, provided it is in its original container with the pharmacist's label. We recommend keeping them together for medications that need a syringe, such as insulin. It would be best if you carried a note from your doctor explaining the need to travel with your medication. You can contact the airport and inquire about their policies on carrying medication.

  • How can I get to Boston Logan International Airport (BOS)?

    You are spoilt for choice when it comes to transportation options to the airport. You can decide to use the On-Airport shuttle, Logan Express, Ride App, Ground Transportation, or the MBTA. The MBTA is the most economical way to get to the airport. If you are in a hurry, we recommend using the Ride App such as Uber and Lyft.

  • What is the cheapest flight from Boston to Portland?

    In the last 3 days, the lowest price for a flight from Boston to Portland was $90 for a one-way ticket and $208 for a round-trip.

  • Do I need a passport to fly between Boston and Portland?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Boston to Portland?

    JetBlue, Alaska Airlines, Hawaiian Airlines, American Airlines, and Delta offer inflight Wi-Fi service on the Boston to Portland flight route.

  • Which aircraft models fly most regularly from Boston to Portland?

    The Airbus A321-100/200 is the aircraft model that flies most regularly on the Boston to Portland flight route.

  • Which airline alliances offer flights from Boston to Portland?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Boston and Portland, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Boston to Portland?

    You can catch a nonstop flight from Boston to Portland on on Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday.

  • Which is the best airline for flights from Boston to Portland, Alaska Airlines or Southwest?

    The two airlines most popular with KAYAK users for flights from Boston to Portland are Alaska Airlines and Southwest. With an average price for the route of $451 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Southwest is also a great choice for the route, with an average price of $409 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Boston to Portland?

    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 Portland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Boston 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 Portland?

    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 to Portland with an airline and back to Boston with another airline. Booking your flights between Boston and PDX can sometimes prove cheaper using this method.

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

    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 to Portland from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Boston to Portland

  • Looking for a cheap flight? 25% of our users found flights on this route for $174 or less one-way and $308 or less round-trip.
  • Once you land at Portland International Airport (PDX), you can check out the many retail shops and restaurants in the airport. They provide local and global brands and food to you at the same price as in town. You get to have a taste of Portland even before you leave the airport.
  • PDX is pet friendly, offering extra services to make your experience better. There are pet relief areas present outside and inside the terminal. In the Concourse Connector, at the south end closest to gates C1/C2, you can find the post-security service animal relief area.
  • Boston Logan International Airport (BOS) is dedicated to making every traveler feel as comfortable as possible. They assist travelers with disabilities by providing accessible restrooms and elevators in all garages. Each elevator is equipped with Braille and emergency call buttons. Service animals are also allowed throughout the airport. All airport shuttle buses are equipped with wheelchair lifts and a visual and audio stop announcement system.
  • If you have some extra time on your hands before your flight, you can let your kids check out the play areas in the BOS airport, known as kidports. They offer a space for kids to have fun and travelers to unwind and relax before a flight. You can find them in Terminals A, B, and C.
  • If you have an early flight, you can choose to stay in one of the hotels near Boston Logan International Airport. The airport has access to both on-site and off-site accommodation. You can stay at the Hilton Boston Logan Airport or the Hyatt Regency Harborside inside the airport. Take advantage of the amenities provided in the hotels while there.

Prefer to fly direct from Boston to Portland?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Boston Logan Intl to Portland.
Find which airlines fly direct from Boston Logan Intl Airport to Portland Airport, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Portland

Monday

Alaska Airlines

Alaska Airlines

Tuesday

Alaska Airlines

Alaska Airlines

Wednesday

Alaska Airlines

Alaska Airlines

Thursday

Alaska Airlines

Alaska Airlines

Friday

Alaska Airlines

Alaska Airlines

Saturday

Alaska Airlines

Alaska Airlines

Sunday

Alaska Airlines

Alaska Airlines

See more direct flights

Direct returns

Portland to Boston Logan Intl

Monday

Alaska Airlines

Alaska Airlines

Tuesday

Alaska Airlines

Alaska Airlines

Wednesday

Alaska Airlines

Alaska Airlines

Thursday

Alaska Airlines

Alaska Airlines

Friday

Alaska Airlines

Alaska Airlines

Saturday

Alaska Airlines

Alaska Airlines

Sunday

Alaska Airlines

Alaska Airlines

See more direct flights

Reviews of the top 5 airlines serving from Boston to Portland

 
See real verified KAYAK customer reviews for airlines flying from Boston to Portland. 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 Portland? 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.
8.0
Alaska AirlinesOverall score based on 11819 reviews
8.1Boarding
7.8Comfort
7.1Food
8.5Crew
7.0Entertainment
Airline reviews

Flight attendants made this flight wonderful. They made sure everyone had what they needed and anticipated future needs. They made adjustments as needed. It was clear this was an experienced crew.

10.0 ExcellentJoseph, Jan 2026
DFW - PDX
Read more Alaska Airlines reviews

Flight attendants made this flight wonderful. They made sure everyone had what they needed and anticipated future needs. They made adjustments as needed. It was clear this was an experienced crew.

Very delayed for seemingly no reason. Made me miss an event

we bought Mediterranean boxes for lunch. The salami in mine had gone bad long ago, but my partner had good salami and could eat it. Could I buy assigned seats? I guess that I didn't spend enough, so sat at the back of the plane

the flight attendant was so great and the upgrade to first class was top notch

There was no food or entertainment, thus thus the neutral rating.

The Alaska Airlines app made it very difficult to find my boarding pass. It was very frustrating to use! The flight itself was flawless.

No communication with delayed and canceled flights. Completely in the dark for the whole experience.

You need categories to denote when food and entertainment are not available.

Alaska is generally the airline I fly nearly all the time. I nearly always have wonderful experiences on Alaska and never a complaint. However, this entire flight felt like we were in the cheap seats the entire time and I had even upgraded to a cushier seat. For an over six hour flight (that became 7 hours) there was no online entertainment. I couldn’t connect to Wi-Fi and we were offered one snack and one drink. We were instructed to go to a particular baggage claim and 30 minutes later our bag still hadn’t come out and it turned out it was the wrong carousel announced. So overall, this flight was a series of mishaps really less than mediocre service even though flight attendants were wonderful.

Alaska is a great airline. Unfortunately, our flight was canceled in a really late hour and it caused a lot of hardship in my travel process.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

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.

I liked the Starlink WiFi but didn't like how they said they were the only airline to offer a free meal and it turns out to be just a standalone sandwich and then charge for snacks to go with it. Rather have the free snacks like Southwest, but have the option to purchase a decent meal for a 5+ hour flight.

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

Unfortunately, I was put into the middle seat in the first row of premium seating. Sounds nice right? No! that is the worst seat in the plane. I wish I was in economy rather than be in that seat! There is no seat back pocket, no tray table, no charger. Nothing! so unless you're row mates are willing to let you share their basic amenities any flyer should have, you are stuck. It was the worst experience ever! And the flight attendant forgot to take my drink order. I felt like the forgotten flyer.

Alaska was fine as usual. My frustration came with accessing boarding passes. On the first trip, I could only get one to print ans took a picture of the second one. On our return trip, the system was down? Friends who booked directly with Alaska had theirs process. I even tried the 800 number and had others try it too. It said something in Spanish and hung up. The agent at the airport succeeded.

Delayed and cancelled flights were hard and very stressful, both ways!

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

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

Information on your arrival and departure airports