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Cheap flights from Portland, Maine to Boston from $164

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, Maine to Boston departing on 3/26. 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.
JetBlue Logo
2:18 pm - 8:36 pm
PWM
-
BOS
6h 18m
1 stop
JetBlue Logo
3:55 pm - 11:36 pm
BOS
-
PWM
7h 41m
1 stop
$265JetBlue
Sat, May 30 - Wed, Jun 3
JetBlue Logo
6:00 am - 10:38 am
PWM
-
BOS
4h 38m
1 stop
JetBlue Logo
5:00 pm - 11:36 pm
BOS
-
PWM
6h 36m
1 stop
$302JetBlue
Thu, Apr 30 - Sun, May 3
Southwest Logo
2:50 pm - 9:50 pm
PWM
-
BOS
7h 00m
1 stop
Southwest Logo
4:45 pm - 11:25 pm
BOS
-
PWM
6h 40m
1 stop
$327Southwest
Mon, Apr 27 - Thu, Apr 30
JetBlue Logo
6:00 am - 10:48 am
PWM
-
BOS
4h 48m
1 stop
JetBlue Logo
6:35 pm - 11:47 pm
BOS
-
PWM
5h 12m
1 stop
$335JetBlue
Fri, Apr 3 - Mon, Apr 6
Southwest Logo
1:00 pm - 5:15 pm
PWM
-
BOS
4h 15m
1 stop
Southwest Logo
7:25 pm - 11:10 pm
BOS
-
PWM
3h 45m
1 stop
$337Southwest
Wed, May 6 - Sat, May 16
Multiple Airlines Logo
9:52 am - 11:18 pm
PWM
-
BOS
13h 26m
1 stop
Multiple Airlines Logo
7:00 am - 2:26 pm
BOS
-
PWM
31h 26m
2 stops
$342Multiple Airlines
Sat, May 30 - Wed, Jun 3
American Airlines Logo
5:10 pm - 9:22 am
PWM
-
BOS
16h 12m
1 stop
American Airlines Logo
7:18 pm - 9:54 am
BOS
-
PWM
14h 36m
1 stop
$348American Airlines
Fri, May 1 - Sun, May 10
Southwest Logo
2:50 pm - 9:05 pm
PWM
-
BOS
6h 15m
1 stop
Southwest Logo
5:30 am - 11:55 am
BOS
-
PWM
6h 25m
1 stop
$357Southwest
Thu, Mar 19 - Thu, Mar 26
Southwest Logo
12:35 pm - 6:05 pm
PWM
-
BOS
5h 30m
1 stop
Southwest Logo
7:10 pm - 11:05 pm
BOS
-
PWM
3h 55m
1 stop
$367Southwest
Mon, Mar 16 - Wed, Mar 18
Southwest Logo
2:50 pm - 9:05 pm
PWM
-
BOS
6h 15m
1 stop
Southwest Logo
9:00 am - 2:15 pm
BOS
-
PWM
5h 15m
1 stop
$377Southwest
Fri, Mar 20 - Fri, Mar 27

American Airlines flights from Portland, Maine to Boston

Our best American Airlines deals on Portland, Maine to Boston flight tickets
American Airlines
May 1
PWM5:10 pmPortland
16h 12m
1 stop
BOS9:22 amBoston Logan Intl
May 10
BOS7:18 pmBoston Logan Intl
14h 36m
1 stop
PWM9:54 amPortland
$348
American Airlines
Apr 21
PWM3:39 pmPortland
17h 42m
1 stop
BOS9:21 amBoston Logan Intl
Apr 26
BOS2:48 pmBoston Logan Intl
19h 06m
1 stop
PWM9:54 amPortland
$428
American Airlines
Apr 20
PWM3:39 pmPortland
15h 41m
1 stop
BOS7:20 amBoston Logan Intl
Apr 26
BOS7:18 pmBoston Logan Intl
14h 36m
1 stop
PWM9:54 amPortland
$508

JetBlue flights from Portland, Maine to Boston

Our best JetBlue deals on Portland, Maine to Boston flight tickets
JetBlue
May 30
PWM2:18 pmPortland
6h 18m
1 stop
BOS8:36 pmBoston Logan Intl
Jun 3
BOS3:55 pmBoston Logan Intl
7h 41m
1 stop
PWM11:36 pmPortland
$265
JetBlue
Apr 30
PWM6:00 amPortland
4h 38m
1 stop
BOS10:38 amBoston Logan Intl
May 3
BOS5:00 pmBoston Logan Intl
6h 36m
1 stop
PWM11:36 pmPortland
$302
JetBlue
Apr 3
PWM6:00 amPortland
4h 48m
1 stop
BOS10:48 amBoston Logan Intl
Apr 6
BOS6:35 pmBoston Logan Intl
5h 12m
1 stop
PWM11:47 pmPortland
$335

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine 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 21, 2026.
Use the filters below to find and compare flights from Portland, Maine to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 5/30

2:18 pm-8:36 pm

1 stop6h 18m

Boston Logan Intl

Wed 6/3

3:55 pm-11:36 pm

1 stop7h 41m

$265

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 4/30

6:00 am-10:38 am

1 stop4h 38m

Boston Logan Intl

Sun 5/3

5:00 pm-11:36 pm

1 stop6h 36m

$302

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 4/27

2:50 pm-9:50 pm

1 stop7h 00m

Boston Logan Intl

Thu 4/30

4:45 pm-11:25 pm

1 stop6h 40m

$327

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 4/3

6:00 am-10:48 am

1 stop4h 48m

Boston Logan Intl

Mon 4/6

6:35 pm-11:47 pm

1 stop5h 12m

$335

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 5/6

1:00 pm-5:15 pm

1 stop4h 15m

Boston Logan Intl

Sat 5/16

7:25 pm-11:10 pm

1 stop3h 45m

$337

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 5/30

9:52 am-11:18 pm

1 stop13h 26m

Boston Logan Intl

Wed 6/3

7:00 am-2:26 pm

2 stops31h 26m

$342

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 5/1

5:10 pm-9:22 am

1 stop16h 12m

Boston Logan Intl

Sun 5/10

7:18 pm-9:54 am

1 stop14h 36m

$348

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 3/19

2:50 pm-9:05 pm

1 stop6h 15m

Boston Logan Intl

Thu 3/26

5:30 am-11:55 am

1 stop6h 25m

$357

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 3/16

12:35 pm-6:05 pm

1 stop5h 30m

Boston Logan Intl

Wed 3/18

7:10 pm-11:05 pm

1 stop3h 55m

$367

PortlandBoston

PWM - BOS

PWMBOS

Portland

Fri 3/20

2:50 pm-9:05 pm

1 stop6h 15m

Boston Logan Intl

Fri 3/27

9:00 am-2:15 pm

1 stop5h 15m

$377

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, Maine 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 airline that flies from Portland to Boston Logan Intl?

Southwest is the most popular carrier operating from Portland to Boston Logan Intl

When to book flights from Portland, Maine to Boston

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

Cheap Portland, Maine to Boston (PWM to BOS) flight deals and tips

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

Fastest flight time

4h 38m

Direct flights

None
The fastest flight from Portland, Maine to Boston takes 4h 38m
There are no direct flights from Portland, Maine to Boston. There are no popular flight routes from Portland, Maine to Boston.
Search flight deals

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

    There are 98.5 mi between Portland and Boston Logan Intl. A reasonable flight in good conditions will take 4h 38m.

  • 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 updated daily.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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 required for your trip to Boston Logan Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Boston Logan Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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
Brockton
Nashua
Laconia
Warwick
Chatham
Sturbridge
Everett

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Portland to Boston. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Portland to Boston flights to just show those with flexible booking policies.

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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