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$114+ Cheap flights from Portland, ME to Boston (PWM - BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BOS
mag 29 — giu 51
ven 5/29
ven 6/5
1 adult, Economy
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Cheap flight deals from Portland to Boston

Cheapest flights from Portland to Boston
Explore the most affordable flight options available from Portland to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on aprile 29, 2026.

This Flysmarter deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 5/216:00 am
PWM
-
BOS
1 stop5h 02m
JetBlue
mer 5/276:40 pm
BOS
-
PWM
1 stop5h 18m
JetBlue
Deal found 4/29$223
This Priceline deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 5/216:00 am
PWM
-
BOS
1 stop5h 02m
JetBlue
sab 5/233:55 pm
BOS
-
PWM
1 stop8h 03m
JetBlue
Deal found 4/27$227
This JetBlue deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sab 5/236:00 am
PWM
-
BOS
1 stop5h 36m
JetBlue
mer 5/276:40 pm
BOS
-
PWM
1 stop5h 18m
JetBlue
Deal found 4/26$261
This Orbitz deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven 5/222:36 pm
PWM
-
BOS
1 stop9h 25m
JetBlue
sab 5/303:55 pm
BOS
-
PWM
1 stop8h 03m
JetBlue
Deal found 4/25$280
This Priceline deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sab 6/132:30 pm
PWM
-
BOS
1 stop4h 04m
JetBlue
dom 6/148:14 pm
BOS
-
PWM
1 stop4h 11m
JetBlue
Deal found 4/26$294
This Expedia deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 5/246:00 am
PWM
-
BOS
1 stop5h 02m
JetBlue
dom 5/315:20 am
BOS
-
PWM
1 stop8h 10m
JetBlue
Deal found 4/26$298
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer 5/133:39 pm
PWM
-
BOS
1 stop7h 15m
American Airlines
sab 5/1610:00 am
BOS
-
PWM
1 stop5h 07m
American Airlines
Deal found 4/29$313
This JetBlue deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar 5/127:20 am
PWM
-
BOS
1 stop7h 08m
JetBlue
sab 5/165:25 pm
BOS
-
PWM
1 stop5h 38m
JetBlue
Deal found 4/27$333
This Expedia deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun 5/256:00 am
PWM
-
BOS
1 stop8h 50m
JetBlue
lun 6/13:52 pm
BOS
-
PWM
1 stop8h 06m
JetBlue
Deal found 4/27$335

Find flight deals from Portland to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated aprile 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$223
(Flysmarter)

One-way from

$114
(Priceline)
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
Search Deals
From Portland to Boston Logan Intl
Search Deals
One-way flight from Portland to Boston Logan Intl
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated aprile 29, 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

Cheapest round-trip

PortlandBoston

PWM - BOS

PWMBOS

Portland

gio 5/21

6:00 am-11:02 am

1 stop5h 02m

Boston Logan Intl

sab 5/23

3:55 pm-11:58 pm

1 stop8h 03m

$227
Quickest round-trip

PortlandBoston

PWM - BOS

PWMBOS

Portland

sab 5/23

6:00 am-11:36 am

1 stop5h 36m

Boston Logan Intl

mer 5/27

6:40 pm-11:58 pm

1 stop5h 18m

$261

PortlandBoston

PWM - BOS

PWMBOS

Portland

mer 5/13

3:39 pm-10:54 pm

1 stop7h 15m

Boston Logan Intl

sab 5/16

10:00 am-3:07 pm

1 stop5h 07m

$313

PortlandBoston

PWM - BOS

PWMBOS

Portland

mer 5/13

3:39 pm-7:22 am

1 stop15h 43m

Boston Logan Intl

dom 5/17

6:00 am-9:54 am

1 stop3h 54m

$313

PortlandBoston

PWM - BOS

PWMBOS

Portland

mar 5/12

7:20 am-2:28 pm

1 stop7h 08m

Boston Logan Intl

sab 5/16

5:25 pm-11:03 pm

1 stop5h 38m

$333

PortlandBoston

PWM - BOS

PWMBOS

Portland

sab 5/9

7:20 am-2:28 pm

1 stop7h 08m

Boston Logan Intl

dom 5/10

5:02 pm-11:02 pm

1 stop6h 00m

$333

PortlandBoston

PWM - BOS

PWMBOS

Portland

lun 5/25

6:00 am-2:50 pm

1 stop8h 50m

Boston Logan Intl

lun 6/1

3:52 pm-11:58 pm

1 stop8h 06m

$335

PortlandBoston

PWM - BOS

PWMBOS

Portland

mer 10/14

5:50 am-12:40 pm

1 stop6h 50m

Boston Logan Intl

lun 10/26

2:40 pm-9:55 pm

1 stop7h 15m

$347

PortlandBoston

PWM - BOS

PWMBOS

Portland

sab 5/23

6:00 am-3:16 pm

1 stop9h 16m

Boston Logan Intl

sab 5/30

6:45 pm-11:58 pm

1 stop5h 13m

$372

PortlandBoston

PWM - BOS

PWMBOS

Portland

sab 5/23

9:52 am-9:42 pm

1 stop11h 50m

Boston Logan Intl

sab 5/30

12:01 pm-7:16 pm

2 stops31h 15m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 20 resultsSorted by cheapest first
1
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Compare providers for flights from Portland to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Boston in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Portland to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland, Maine to Boston?

    Departing from Portland, Maine to Boston will take you 5h 02m. Airlines will cover a distance of 95 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Portland to Boston that include hotel bookings?

    Yes. In addition to deals on Portland to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Boston.

  • Can I find deals for business class flights from Portland to Boston?

    Yes. Cheapflights offers flight deals from Portland to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Medford
Cambridge
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Warwick
Peabody
Seabrook
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Waltham
Lowell
Braintree

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