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Cheap flights from Portland to Boston from $119

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 10/11. 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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Cheap round-trip flights

United Airlines Logo
11:59 pm - 11:02 amPDX-BOS
8h 03m1 stop
United Airlines Logo
12:25 pm - 6:40 pmBOS-PDX
9h 15m1 stop
$237United Airlines
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Fri, Oct 17 - Sat, Nov 1
American Airlines Logo
11:48 am - 11:27 pmPDX-BOS
8h 39m1 stop
American Airlines Logo
2:30 pm - 11:26 pmBOS-PDX
11h 56m1 stop
$239American Airlines
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Sat, Nov 1 - Sat, Nov 8
Southwest Logo
5:05 am - 4:55 pmPDX-BOS
8h 50m2 stops
Southwest Logo
6:45 am - 1:30 pmBOS-PDX
9h 45m1 stop
$242Southwest
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Sat, Nov 1 - Wed, Nov 5
Delta Logo
12:40 am - 10:48 amPDX-BOS
7h 08m1 stop
Delta Logo
6:15 am - 12:20 pmBOS-PDX
9h 05m1 stop
$247Delta
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Fri, Oct 17 - Wed, Oct 22
Southwest Logo
7:40 am - 8:50 pmPDX-BOS
10h 10m2 stops
Southwest Logo
6:45 am - 6:40 pmBOS-PDX
14h 55m1 stop
$248Southwest
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Sat, Dec 6 - Mon, Dec 8
Delta Logo
11:10 am - 11:59 pmPDX-BOS
9h 49m1 stop
Delta Logo
6:55 pm - 11:53 pmBOS-PDX
7h 58m1 stop
$266Delta
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Tue, Oct 14 - Mon, Nov 3
Hawaiian Airlines Logo
9:33 pm - 6:00 amPDX-BOS
5h 27mnonstop
Hawaiian Airlines Logo
4:46 pm - 8:07 pmBOS-PDX
6h 21mnonstop
$309Hawaiian Airlines
Find Deal
Thu, Oct 23 - Fri, Oct 31
Hawaiian Airlines Logo
9:33 pm - 6:00 amPDX-BOS
5h 27mnonstop
Hawaiian Airlines Logo
4:46 pm - 8:07 pmBOS-PDX
6h 21mnonstop
$324Hawaiian Airlines
Find Deal
Thu, Oct 23 - Fri, Oct 31
Alaska Airlines Logo
9:33 pm - 6:00 amPDX-BOS
5h 27mnonstop
Alaska Airlines Logo
6:15 am - 9:37 amBOS-PDX
6h 22mnonstop
$337Alaska Airlines
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Sun, Oct 19 - Thu, Oct 23
Alaska Airlines Logo
1:25 pm - 11:59 pmPDX-BOS
7h 34m1 stop
Alaska Airlines Logo
6:15 am - 9:37 amBOS-PDX
6h 22mnonstop
$340Alaska Airlines
Find Deal
Sat, Oct 18 - Fri, Oct 24

Hawaiian Airlines flights from Portland to Boston

Our best Hawaiian Airlines deals on Portland to Boston flight tickets
Hawaiian Airlines
Oct 23
PDX9:33 pmPortland
5h 27m
BOS6:00 amBoston Logan Intl
Oct 31
BOS4:46 pmBoston Logan Intl
6h 21m
PDX8:07 pmPortland
$309
Find similar
Hawaiian Airlines
Oct 23
PDX9:33 pmPortland
5h 27m
BOS6:00 amBoston Logan Intl
Oct 31
BOS4:46 pmBoston Logan Intl
6h 21m
PDX8:07 pmPortland
$324
Find similar
Hawaiian Airlines
Oct 23
PDX9:33 pmPortland
5h 27m
BOS6:00 amBoston Logan Intl
Oct 31
BOS7:00 amBoston Logan Intl
26h 17m
1 stop
PDX6:17 amPortland
$339
Find similar

Southwest flights from Portland to Boston

Our best Southwest deals on Portland to Boston flight tickets
Southwest
Nov 1
PDX5:05 amPortland
8h 50m
2 stops
BOS4:55 pmBoston Logan Intl
Nov 5
BOS6:45 amBoston Logan Intl
9h 45m
1 stop
PDX1:30 pmPortland
$242
Find similar
Southwest
Dec 6
PDX7:40 amPortland
10h 10m
2 stops
BOS8:50 pmBoston Logan Intl
Dec 8
BOS6:45 amBoston Logan Intl
14h 55m
1 stop
PDX6:40 pmPortland
$248
Find similar
Southwest
Dec 6
PDX7:40 amPortland
10h 10m
2 stops
BOS8:50 pmBoston Logan Intl
Dec 13
BOS5:20 amBoston Logan Intl
9h 55m
1 stop
PDX12:15 pmPortland
$257
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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 September 17, 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 10/17

11:59 pm-11:02 am

1 stop8h 03m

Boston Logan Intl

Sat 11/1

12:25 pm-6:40 pm

1 stop9h 15m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 11/1

11:48 am-11:27 pm

1 stop8h 39m

Boston Logan Intl

Sat 11/8

2:30 pm-11:26 pm

1 stop11h 56m

$239

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 11/1

5:05 am-4:55 pm

2 stops8h 50m

Boston Logan Intl

Wed 11/5

6:45 am-1:30 pm

1 stop9h 45m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 10/17

12:40 am-10:48 am

1 stop7h 08m

Boston Logan Intl

Wed 10/22

6:15 am-12:20 pm

1 stop9h 05m

$247

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 12/6

7:40 am-8:50 pm

2 stops10h 10m

Boston Logan Intl

Mon 12/8

6:45 am-6:40 pm

1 stop14h 55m

$248

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 10/14

11:10 am-11:59 pm

1 stop9h 49m

Boston Logan Intl

Mon 11/3

6:55 pm-11:53 pm

1 stop7h 58m

$266

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 10/23

9:33 pm-6:00 am

Nonstop5h 27m

Boston Logan Intl

Fri 10/31

4:46 pm-8:07 pm

Nonstop6h 21m

$309

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 10/23

9:33 pm-6:00 am

Nonstop5h 27m

Boston Logan Intl

Fri 10/31

4:46 pm-8:07 pm

Nonstop6h 21m

$324

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 10/19

9:33 pm-6:00 am

Nonstop5h 27m

Boston Logan Intl

Thu 10/23

6:15 am-9:37 am

Nonstop6h 22m

$337

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 10/18

1:25 pm-11:59 pm

1 stop7h 34m

Boston Logan Intl

Fri 10/24

6:15 am-9:37 am

Nonstop6h 22m

$340

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, 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 $302. If you aren’t able to travel during the month of February, then book flights to Boston from Portland during August instead. Flights to Boston in August, while not as cheap as those in February, 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 $354. 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 $448.

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 $513 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 $390 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 $305 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?

No. A direct flight is the cheapest option for a flight between Portland to Boston.

How have Portland to Boston flight prices changed over time?

As of September 2025, prices for Portland to Boston flights are approximately 3% more expensive 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

$248

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 $248. The best round-trip flight deal from Portland to Boston found on momondo in the last 72 hours is $407.
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 27m.

  • 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 $115Free CancellationRating
7.8
2,729 reviews
Search Hawaiian Airlines flights
Spirit AirlinesPriceFrom $118Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights
DeltaPriceFrom $129Free CancellationRating
7.9
7,961 reviews
Search Delta flights
JetBluePriceFrom $142Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
Sun Country AirPriceFrom $158Free CancellationRating
6.9
330 reviews
Search Sun Country Air flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $216Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
United AirlinesPriceFrom $236Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $258Free CancellationRating
8.0
10,000 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 10,000 momondo users rating the airline 8.0/10. The cheapest Alaska Airlines deal from Portland to Boston in the last 72 hours was $258 (round-trip), much lower than the average airfare cost of $484 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, 2,729 ratings). Hawaiian Airlines flies from Portland to Boston around 9 times per week, with deals starting from $115 round-trip and rising to an average price of around $353.

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
Cambridge
South Yarmouth
Narragansett
Nashua
Gloucester
Brockton
Laconia
Falmouth
Concord
Everett
Wells
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.
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