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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 6/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:30 am - 5:10 pm
PDX
-
BOS
7h 40m1 stop
Southwest Logo
5:20 am - 10:45 am
BOS
-
PDX
8h 25m1 stop
$208Southwest
Fri, Jan 30 - Sun, Feb 1
JetBlue Logo
11:40 pm - 8:00 am
PDX
-
BOS
5h 20mnonstop
JetBlue Logo
7:05 pm - 10:25 pm
BOS
-
PDX
6h 20mnonstop
$217JetBlue
Wed, Jun 3 - Sun, Jun 7
Southwest Logo
11:05 am - 10:30 pm
PDX
-
BOS
8h 25m1 stop
Southwest Logo
5:20 am - 10:45 am
BOS
-
PDX
8h 25m1 stop
$219Southwest
Mon, Jan 12 - Mon, Jan 19
Southwest Logo
6:20 am - 8:50 pm
PDX
-
BOS
11h 30m2 stops
Southwest Logo
4:50 pm - 10:15 pm
BOS
-
PDX
8h 25m1 stop
$224Southwest
Wed, Jan 7 - Fri, Jan 9
Delta Logo
9:45 pm - 10:02 am
PDX
-
BOS
9h 17m1 stop
Delta Logo
5:50 am - 12:46 pm
BOS
-
PDX
9h 56m1 stop
$228Delta
Mon, Jan 5 - Tue, Jan 13
American Airlines Logo
11:59 pm - 11:31 am
PDX
-
BOS
8h 32m1 stop
American Airlines Logo
11:21 am - 8:24 pm
BOS
-
PDX
12h 03m1 stop
$236American Airlines
Thu, Jan 29 - Sun, Feb 1
United Airlines Logo
11:59 pm - 12:46 pm
PDX
-
BOS
9h 47m1 stop
United Airlines Logo
6:00 am - 11:57 am
BOS
-
PDX
8h 57m1 stop
$237United Airlines
Fri, Jan 16 - Mon, Jan 19
Delta Logo
12:16 pm - 10:02 pm
PDX
-
BOS
6h 46m1 stop
Delta Logo
5:20 pm - 12:17 am
BOS
-
PDX
9h 57m1 stop
$241Delta
Thu, Dec 25 - Tue, Jan 20
United Airlines Logo
1:24 pm - 11:46 pm
PDX
-
BOS
7h 22m1 stop
United Airlines Logo
6:00 am - 2:48 pm
BOS
-
PDX
11h 48m2 stops
$242United Airlines
Thu, Jan 8 - Wed, Jan 14
United Airlines Logo
1:24 pm - 11:46 pm
PDX
-
BOS
7h 22m1 stop
United Airlines Logo
6:00 am - 2:48 pm
BOS
-
PDX
11h 48m2 stops
$253United Airlines
Mon, Jan 26 - Wed, Jan 28

American Airlines flights from Portland to Boston

Our best American Airlines deals on Portland to Boston flight tickets
American Airlines
Jan 29
PDX11:59 pmPortland
8h 32m
1 stop
BOS11:31 amBoston Logan Intl
Feb 1
BOS11:21 amBoston Logan Intl
12h 03m
1 stop
PDX8:24 pmPortland
$236
Find similar
American Airlines
Feb 12
PDX11:46 amPortland
9h 13m
1 stop
BOS11:59 pmBoston Logan Intl
Feb 17
BOS3:15 pmBoston Logan Intl
9h 25m
1 stop
PDX9:40 pmPortland
$288
Find similar
American Airlines
Dec 13
PDX8:35 amPortland
8h 57m
1 stop
BOS8:32 pmBoston Logan Intl
Dec 16
BOS12:25 pmBoston Logan Intl
11h 25m
1 stop
PDX8:50 pmPortland
$476
Find similar

United Airlines flights from Portland to Boston

Our best United Airlines deals on Portland to Boston flight tickets
United Airlines
Jan 16
PDX11:59 pmPortland
9h 47m
1 stop
BOS12:46 pmBoston Logan Intl
Jan 19
BOS6:00 amBoston Logan Intl
8h 57m
1 stop
PDX11:57 amPortland
$237
Find similar
United Airlines
Jan 8
PDX11:59 pmPortland
10h 14m
2 stops
BOS1:13 pmBoston Logan Intl
Jan 13
BOS3:15 pmBoston Logan Intl
8h 57m
1 stop
PDX9:12 pmPortland
$242
Find similar
United Airlines
Jan 26
PDX1:24 pmPortland
7h 22m
1 stop
BOS11:46 pmBoston Logan Intl
Jan 28
BOS6:00 amBoston Logan Intl
11h 48m
2 stops
PDX2:48 pmPortland
$253
Find similar

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 December 8, 2025.
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

Fri 1/30

6:30 am-5:10 pm

1 stop7h 40m

Boston Logan Intl

Sun 2/1

5:20 am-10:45 am

1 stop8h 25m

$208

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 6/3

11:40 pm-8:00 am

Nonstop5h 20m

Boston Logan Intl

Sun 6/7

7:05 pm-10:25 pm

Nonstop6h 20m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 1/12

11:05 am-10:30 pm

1 stop8h 25m

Boston Logan Intl

Mon 1/19

5:20 am-10:45 am

1 stop8h 25m

$219

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 1/7

6:20 am-8:50 pm

2 stops11h 30m

Boston Logan Intl

Fri 1/9

4:50 pm-10:15 pm

1 stop8h 25m

$224

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 1/5

9:45 pm-10:02 am

1 stop9h 17m

Boston Logan Intl

Tue 1/13

5:50 am-12:46 pm

1 stop9h 56m

$228

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 1/29

11:59 pm-11:31 am

1 stop8h 32m

Boston Logan Intl

Sun 2/1

11:21 am-8:24 pm

1 stop12h 03m

$236

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 1/16

11:59 pm-12:46 pm

1 stop9h 47m

Boston Logan Intl

Mon 1/19

6:00 am-11:57 am

1 stop8h 57m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 12/25

12:16 pm-10:02 pm

1 stop6h 46m

Boston Logan Intl

Tue 1/20

5:20 pm-12:17 am

1 stop9h 57m

$241

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 1/8

1:24 pm-11:46 pm

1 stop7h 22m

Boston Logan Intl

Wed 1/14

6:00 am-2:48 pm

2 stops11h 48m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 1/26

1:24 pm-11:46 pm

1 stop7h 22m

Boston Logan Intl

Wed 1/28

6:00 am-2:48 pm

2 stops11h 48m

$253

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 January instead. Flights to Boston in January, while not as cheap as those in May, still average around $298.

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 $357. 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 $437.

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 $262. 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 $503 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 $382 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 $279 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 December 2025, prices for Portland to Boston flights are approximately 16% 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

$168

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 $168. The best round-trip flight deal from Portland to Boston found on momondo in the last 72 hours is $377.
The fastest flight from Portland to Boston takes 5h 20m
Direct flights go from Portland to Boston every day.
There is 1 airport near Boston: 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
Hawaiian AirlinesPriceFrom $122Free CancellationRating
7.8
2,818 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $124Free CancellationRating
7.9
8,013 reviews
Search Delta flights
JetBluePriceFrom $130Free CancellationRating
7.2
2,896 reviews
Search JetBlue flights
Sun Country AirPriceFrom $158Free CancellationRating
6.9
334 reviews
Search Sun Country Air flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights
SouthwestPriceFrom $206Free CancellationRating
8.0
4,252 reviews
Search Southwest flights
United AirlinesPriceFrom $236Free CancellationRating
7.4
9,076 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $255Free CancellationRating
8.0
11,413 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 11,413 momondo users rating the airline 8.0/10. The cheapest Alaska Airlines deal from Portland to Boston in the last 72 hours was $255 (round-trip), much lower than the average airfare cost of $480 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, 2,818 ratings). Hawaiian Airlines flies from Portland to Boston around 8 times per week, with deals starting from $122 round-trip and rising to an average price of around $360.

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
Plymouth
Kennebunkport
South Yarmouth
Cambridge
Narragansett
Gloucester
Nashua
Falmouth
Laconia
Brockton
Concord
Everett
Sturbridge
Chatham

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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