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Cheap flights from Portland to Boston from $109

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 4/7. 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

Enter your travel dates to find the best prices.
Delta Logo
11:15 pm - 9:16 am
PDX
-
BOS
7h 01m
1 stop
Delta Logo
6:45 pm - 11:59 pm
BOS
-
PDX
8h 14m
1 stop
$197Delta
Mon, Mar 9 - Mon, Mar 16
Hawaiian Airlines Logo
7:00 am - 3:27 pm
PDX
-
BOS
5h 27mnonstop
Hawaiian Airlines Logo
6:00 am - 9:23 am
BOS
-
PDX
6h 23mnonstop
$206Hawaiian Airlines
Sat, Mar 28 - Sat, Apr 4
American Airlines Logo
11:59 pm - 10:46 am
PDX
-
BOS
7h 47m
1 stop
American Airlines Logo
4:38 pm - 11:53 pm
BOS
-
PDX
10h 15m
1 stop
$208American Airlines
Wed, Apr 1 - Wed, Apr 22
American Airlines Logo
6:22 am - 9:12 pm
PDX
-
BOS
11h 50m
1 stop
American Airlines Logo
3:59 pm - 10:42 pm
BOS
-
PDX
9h 43m
1 stop
$211American Airlines
Sat, Apr 11 - Tue, Apr 14
Multiple Airlines Logo
7:00 am - 3:27 pm
PDX
-
BOS
5h 27mnonstop
Multiple Airlines Logo
6:00 am - 9:23 am
BOS
-
PDX
6h 23mnonstop
$212Multiple Airlines
Sat, Mar 28 - Sat, Apr 4
Delta Logo
5:30 am - 3:59 pm
PDX
-
BOS
7h 29m
1 stop
Delta Logo
4:54 pm - 9:53 pm
BOS
-
PDX
7h 59m
1 stop
$218Delta
Fri, Mar 6 - Wed, Mar 18
American Airlines Logo
11:40 pm - 1:46 pm
PDX
-
BOS
11h 06m
1 stop
American Airlines Logo
5:31 pm - 12:20 am
BOS
-
PDX
9h 49m
1 stop
$219American Airlines
Tue, Feb 24 - Tue, Mar 24
Alaska Airlines Logo
7:00 am - 3:27 pm
PDX
-
BOS
5h 27mnonstop
Alaska Airlines Logo
6:00 am - 9:23 am
BOS
-
PDX
6h 23mnonstop
$237Alaska Airlines
Wed, Apr 8 - Mon, Apr 13
Delta Logo
5:30 am - 3:42 pm
PDX
-
BOS
7h 12m
1 stop
Delta Logo
4:54 pm - 9:53 pm
BOS
-
PDX
7h 59m
1 stop
$238Delta
Sun, Mar 8 - Tue, Mar 17
Delta Logo
6:00 am - 7:15 pm
PDX
-
BOS
10h 15m
1 stop
Delta Logo
6:57 pm - 12:15 am
BOS
-
PDX
8h 18m
1 stop
$242Delta
Tue, Feb 24 - Sun, Mar 1

United Airlines flights from Portland to Boston

Our best United Airlines deals on Portland to Boston flight tickets
United Airlines
Mar 9
PDX11:59 pmPortland
9h 57m
2 stops
BOS12:56 pmBoston Logan Intl
Mar 11
BOS6:00 amBoston Logan Intl
8h 51m
1 stop
PDX11:51 amPortland
$263
United Airlines
Mar 7
PDX10:19 pmPortland
7h 37m
1 stop
BOS8:56 amBoston Logan Intl
Mar 16
BOS1:57 pmBoston Logan Intl
10h 55m
1 stop
PDX9:52 pmPortland
$275
United Airlines
May 26
PDX10:40 pmPortland
7h 59m
1 stop
BOS9:39 amBoston Logan Intl
May 30
BOS6:35 pmBoston Logan Intl
8h 17m
1 stop
PDX11:52 pmPortland
$276

Southwest flights from Portland to Boston

Our best Southwest deals on Portland to Boston flight tickets
Southwest
Apr 11
PDX11:55 pmPortland
8h 00m
1 stop
BOS10:55 amBoston Logan Intl
Apr 14
BOS2:25 pmBoston Logan Intl
10h 35m
2 stops
PDX10:00 pmPortland
$264
Southwest
Mar 3
PDX6:45 amPortland
12h 20m
2 stops
BOS10:05 pmBoston Logan Intl
Mar 10
BOS2:00 pmBoston Logan Intl
11h 10m
2 stops
PDX10:10 pmPortland
$269
Southwest
Mar 25
PDX11:55 pmPortland
8h 15m
1 stop
BOS11:10 amBoston Logan Intl
Apr 8
BOS11:40 amBoston Logan Intl
9h 50m
2 stops
PDX6:30 pmPortland
$278

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 8, 2026.
Use the filters below to find and compare flights from Portland to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 3/9

11:15 pm-9:16 am

1 stop7h 01m

Boston Logan Intl

Mon 3/16

6:45 pm-11:59 pm

1 stop8h 14m

$197

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 3/28

7:00 am-3:27 pm

Nonstop5h 27m

Boston Logan Intl

Sat 4/4

6:00 am-9:23 am

Nonstop6h 23m

$206

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/1

11:59 pm-10:46 am

1 stop7h 47m

Boston Logan Intl

Wed 4/22

4:38 pm-11:53 pm

1 stop10h 15m

$208

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 4/11

6:22 am-9:12 pm

1 stop11h 50m

Boston Logan Intl

Tue 4/14

3:59 pm-10:42 pm

1 stop9h 43m

$211

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 3/28

7:00 am-3:27 pm

Nonstop5h 27m

Boston Logan Intl

Sat 4/4

6:00 am-9:23 am

Nonstop6h 23m

$212

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 3/6

5:30 am-3:59 pm

1 stop7h 29m

Boston Logan Intl

Wed 3/18

4:54 pm-9:53 pm

1 stop7h 59m

$218

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 2/24

11:40 pm-1:46 pm

1 stop11h 06m

Boston Logan Intl

Tue 3/24

5:31 pm-12:20 am

1 stop9h 49m

$219

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/8

7:00 am-3:27 pm

Nonstop5h 27m

Boston Logan Intl

Mon 4/13

6:00 am-9:23 am

Nonstop6h 23m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 3/8

5:30 am-3:42 pm

1 stop7h 12m

Boston Logan Intl

Tue 3/17

4:54 pm-9:53 pm

1 stop7h 59m

$238

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 2/24

6:00 am-7:15 pm

1 stop10h 15m

Boston Logan Intl

Sun 3/1

6:57 pm-12:15 am

1 stop8h 18m

$242

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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, May 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 $297. If you aren’t able to travel during the month of May, then book flights to Boston from Portland during February instead. Flights to Boston in February, while not as cheap as those in May, still average around $317.

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 $352. 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 $443.

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 at noon. momondo users have found flights departing from Portland to Boston at noon for as low as $255. 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 $486 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 weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $380 when searching 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 $274 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.

Can stopping save me money on Portland to Boston flights?

You could potentially save up to 9% on your flight if you consider stops on a Portland to Boston flight.

How have Portland to Boston flight prices changed over time?

As of February 2026, prices for Portland to Boston flights are approximately 7% 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

$188

Fastest flight time

5h 20m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Portland in the past 72 hours is $188. The best round-trip flight deal from Portland to Boston found on momondo in the last 72 hours is $317.
The fastest flight from Portland to Boston takes 5h 20m
Direct flights go from Portland to Boston every day.
There is 1 airport in Boston. From Portland there are direct flights to Boston Logan Intl (BOS).
Search flight deals

  • 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
DeltaPriceFrom $108Free CancellationRating
7.9
8,172 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $108Free CancellationRating
7.8
2,829 reviews
Search Hawaiian Airlines flights
JetBluePriceFrom $108Free CancellationRating
7.2
2,896 reviews
Search JetBlue flights
American AirlinesPriceFrom $162Free CancellationRating
7.2
11,249 reviews
Search American Airlines flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,280 reviews
Search Southwest flights
United AirlinesPriceFrom $236Free CancellationRating
7.4
9,254 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $251Free CancellationRating
8.0
11,850 reviews
Search Alaska Airlines flights

  • Alaska Airlines Flights From Portland to Boston

    Alaska Airlines flies from Portland to Boston around 5 times per week, with 11,850 momondo users rating the airline 8.0/10. The cheapest Alaska Airlines deal from Portland to Boston in the last 72 hours was $251 (round-trip), much lower than the average airfare cost of $474 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 (7.8/10, 2,829 ratings). Hawaiian Airlines flies from Portland to Boston around 5 times per week, with deals starting from $108 round-trip and rising to an average price of around $314.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
York Beach
Kennebunkport
Plymouth
Cambridge
South Yarmouth
Narragansett
Gloucester
Falmouth
Nashua
Brockton
Laconia
Warwick
Sturbridge
Chatham
Concord

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.

An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
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