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Cheap flights from Portland to Boston from $104

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Boston departing on 10/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Portland to Boston

Cheap round-trip flights

These are some of the best round-trip flight deals from Portland to Boston that have been recently found on momondo from popular airlines, departing in the coming months.
Alaska Airlines Logo
1:54 pm - 12:06 amPDX-BOS
7h 12m1 stop
Alaska Airlines Logo
8:40 am - 6:38 pmBOS-PDX
12h 58m1 stop
$216Alaska Airlines
Find Deal
Sat, May 17 - Wed, May 21
Hawaiian Airlines Logo
9:42 pm - 6:10 amPDX-BOS
5h 28mnonstop
Hawaiian Airlines Logo
6:00 am - 9:12 amBOS-PDX
6h 12mnonstop
$217Hawaiian Airlines
Find Deal
Thu, May 29 - Sat, May 31
United Airlines Logo
8:30 am - 7:10 pmPDX-BOS
7h 40m1 stop
United Airlines Logo
8:00 am - 2:46 pmBOS-PDX
9h 46m1 stop
$222United Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
Delta Logo
1:21 pm - 11:59 pmPDX-BOS
7h 38m1 stop
Delta Logo
6:55 am - 4:08 pmBOS-PDX
12h 13m1 stop
$237Delta
Find Deal
Wed, May 21 - Sun, May 25
Spirit Airlines Logo
5:40 pm - 4:24 pmPDX-BOS
19h 44m2 stops
Spirit Airlines Logo
10:04 am - 12:42 pmBOS-PDX
29h 38m2 stops
$245Spirit Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
Delta Logo
5:06 pm - 6:28 amPDX-BOS
10h 22m1 stop
Delta Logo
5:10 am - 10:44 amBOS-PDX
8h 34m1 stop
$258Delta
Find Deal
Wed, Jun 11 - Sun, Jun 15
JetBlue Logo
11:35 pm - 7:55 amPDX-BOS
5h 20mnonstop
JetBlue Logo
6:50 pm - 10:10 pmBOS-PDX
6h 20mnonstop
$262JetBlue
Find Deal
Sat, Jun 28 - Wed, Jul 9
Spirit Airlines Logo
1:37 pm - 9:09 amPDX-BOS
16h 32m2 stops
Spirit Airlines Logo
3:49 pm - 12:42 pmBOS-PDX
23h 53m2 stops
$274Spirit Airlines
Find Deal
Sat, May 31 - Mon, Jun 2
JetBlue Logo
11:35 pm - 7:55 amPDX-BOS
5h 20mnonstop
JetBlue Logo
6:55 pm - 10:15 pmBOS-PDX
6h 20mnonstop
$292JetBlue
Find Deal
Sat, Jun 28 - Thu, Jul 3
United Airlines Logo
7:19 pm - 5:39 amPDX-BOS
7h 20m1 stop
United Airlines Logo
2:00 pm - 8:53 pmBOS-PDX
9h 53m1 stop
$303United Airlines
Find Deal
Fri, May 16 - Tue, May 20

Delta flights from Portland to Boston

Our best Delta deals on Portland to Boston flight tickets
Delta
May 21
PDX1:21 pmPortland
7h 38m
1 stop
BOS11:59 pmBoston Logan Intl
May 25
BOS6:55 amBoston Logan Intl
12h 13m
1 stop
PDX4:08 pmPortland
Delta
Jun 11
PDX5:06 pmPortland
10h 22m
1 stop
BOS6:28 amBoston Logan Intl
Jun 15
BOS5:10 amBoston Logan Intl
8h 34m
1 stop
PDX10:44 amPortland
Delta
May 14
PDX6:00 amPortland
9h 46m
1 stop
BOS6:46 pmBoston Logan Intl
May 25
BOS6:55 amBoston Logan Intl
12h 13m
1 stop
PDX4:08 pmPortland

Alaska Airlines flights from Portland to Boston

Our best Alaska Airlines deals on Portland to Boston flight tickets
Alaska Airlines
May 17
PDX1:54 pmPortland
7h 12m
1 stop
BOS12:06 amBoston Logan Intl
May 21
BOS8:40 amBoston Logan Intl
12h 58m
1 stop
PDX6:38 pmPortland
Alaska Airlines
May 17
PDX9:42 pmPortland
5h 28m
BOS6:10 amBoston Logan Intl
May 24
BOS5:45 pmBoston Logan Intl
6h 05m
PDX8:50 pmPortland
Alaska Airlines
May 17
PDX5:55 pmPortland
8h 45m
1 stop
BOS5:40 amBoston Logan Intl
May 24
BOS4:49 pmBoston Logan Intl
9h 49m
1 stop
PDX11:38 pmPortland

See travel insights to Boston from

How to get the cheapest flight ticket from Portland to Boston

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 Boston?

In general, February is the cheapest month to fly from Portland to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $309. If you aren’t able to travel during the month of February, then book flights to Boston from Portland during September instead. Flights to Boston in September, while not as cheap as those in February, still average around $309.

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

The cheapest day to depart from Portland to Boston is on a Wednesday when prices can be found for as low as $392. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $479.

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

According to our data, the cheapest time of day to fly to Boston is in the afternoon. momondo users have found flights departing from Portland to Boston in the afternoon for as low as $253. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $539 per ticket.

What is the cheapest Portland to Boston Logan Intl flight route?

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

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

You are more likely to see cheaper flights to Boston from Portland when booking 9 weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $402 when searching 9 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Portland for as low as $329 on momondo.

What cabin class options are available on Portland to Boston Logan Intl flights?

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

How have Portland to Boston flight prices changed over time?

As of April 2025, prices for Portland to Boston flights are approximately 23% cheaper when compared to flights at the same time last year.

When to book flights from Portland to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland to Boston (PDX to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Boston

Best Price Found

$104

Fastest flight time

5h 19m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Portland in the past 72 hours is $104. The best round-trip flight deal from Portland to Boston found on momondo in the last 72 hours is $216.
The fastest flight from Portland to Boston takes 5h 19m
Direct flights go from Portland to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)

  • How far is Portland to Boston Logan Intl by plane?

    A flight from Portland to Boston Logan Intl will travel around 2531.0 mi. In terms of flight time, this usually takes a little over 5h 20m.

  • When did momondo last update prices for flights from Portland Airport to Boston Logan Intl Airport?

    Prices for flights from Portland Airport to Boston Logan Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Portland Airport to Boston Logan Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents you'll need for your trip to Boston Logan Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Boston Logan Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Portland to Boston?

  • What is the most popular airline from Portland to Boston?


Best airlines flying from Portland to Boston

Compare and see reviews for airlines that fly from Portland to Boston with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $83Free CancellationRating
6.3
7,963 reviews
Search Spirit Airlines flights
Hawaiian AirlinesPriceFrom $143Free CancellationRating
7.9
2,406 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $151Free CancellationRating
8.0
7,936 reviews
Search Delta flights
JetBluePriceFrom $169Free CancellationRating
7.3
2,924 reviews
Search JetBlue flights
American AirlinesPriceFrom $216Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Sun Country AirPriceFrom $218Free CancellationRating
6.9
346 reviews
Search Sun Country Air flights
SouthwestPriceFrom $240Free CancellationRating
8.0
4,294 reviews
Search Southwest flights
United AirlinesPriceFrom $242Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $263Free CancellationRating
8.0
9,968 reviews
Search Alaska Airlines flights
  • Alaska Airlines Flights From Portland to Boston

    Alaska Airlines flies from Portland to Boston around 7 times per week, with 9,968 momondo users rating the airline 8.0/10. The cheapest Alaska Airlines deal from Portland to Boston in the last 72 hours was $263 (round-trip), much lower than the average airfare cost of $492 for Alaska Airlines flights on this route.

  • Hawaiian Airlines Flights From Portland to Boston

    Another popular option for Portland to Boston flights is Hawaiian Airlines (7.9/10, 2,406 ratings). Hawaiian Airlines flies from Portland to Boston around 7 times per week, with deals starting from $143 round-trip and rising to an average price of around $349.


Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Hampton
Old Orchard Beach
Nashua
York Beach
Cambridge
Plymouth
Brockton
Laconia
Concord
Everett
Narragansett
Warwick
Middletown
Kennebunkport
Wells
Revere
Gloucester

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Boston?

Finding the right flight to Boston from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Boston quick and easy, saving you time and money.

Can I find flights from Portland to Boston with flexible booking policies on momondo?

Yes. All flights to Boston from Portland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Portland to Boston?

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 Boston from Portland.

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

Yes. momondo can track prices for Portland to Boston flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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