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Portland

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

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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Jun 29 — Jul 61
Mon 6/29
Mon 7/6
1 adult, Economy
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Cheap flight deals from Boston to Portland

Cheapest flights from Boston to Portland
Explore the most affordable flight options available from Boston to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 30, 2026.

This JetBlue deal was found by Cheapflights users on 5/27. 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.
Sat 7/44:43 pm
BOS
-
PWM
1 stop7h 42m
JetBlue
Wed 7/82:40 pm
PWM
-
BOS
1 stop4h 19m
JetBlue
Deal found 5/27$227
This Priceline deal was found by Cheapflights users on 5/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:43 am
BOS
-
PWM
1 stop3h 47m
JetBlue
Sun 7/126:00 am
PWM
-
BOS
1 stop5h 33m
JetBlue
Deal found 5/25$261
This Expedia deal was found by Cheapflights users on 5/28. 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.
Fri 6/268:14 pm
BOS
-
PWM
1 stop4h 11m
JetBlue
Fri 7/32:30 pm
PWM
-
BOS
1 stop4h 19m
JetBlue
Deal found 5/28$293
This Priceline deal was found by Cheapflights users on 5/26. 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.
Thu 6/258:14 pm
BOS
-
PWM
1 stop4h 11m
JetBlue
Thu 7/22:30 pm
PWM
-
BOS
1 stop4h 19m
JetBlue
Deal found 5/26$294
This Priceline deal was found by Cheapflights users on 5/26. 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.
Mon 6/225:15 am
BOS
-
PWM
1 stop8h 20m
JetBlue
Tue 7/71:25 pm
PWM
-
BOS
1 stop5h 34m
JetBlue
Deal found 5/26$295
This Priceline deal was found by Cheapflights users on 5/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:15 am
BOS
-
PWM
1 stop8h 20m
JetBlue
Mon 6/296:00 am
PWM
-
BOS
1 stop5h 35m
JetBlue
Deal found 5/25$329
This Expedia deal was found by Cheapflights users on 5/28. 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.
Sat 6/278:30 pm
BOS
-
PWM
1 stop3h 55m
JetBlue
Sat 7/42:30 pm
PWM
-
BOS
1 stop4h 19m
JetBlue
Deal found 5/28$330
This Delta deal was found by Cheapflights users on 5/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/712:35 pm
BOS
-
PWM
2 stops10h 55m
Delta
Thu 7/166:00 am
PWM
-
BOS
1 stop25h 26m
Delta
Deal found 5/27$359
This JetBlue deal was found by Cheapflights users on 5/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:54 pm
BOS
-
PWM
1 stop5h 31m
JetBlue
Wed 6/172:30 pm
PWM
-
BOS
1 stop4h 04m
JetBlue
Deal found 5/29$361
This Priceline deal was found by Cheapflights users on 5/26. 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.
Fri 6/56:40 pm
BOS
-
PWM
1 stop5h 18m
JetBlue
Wed 6/106:00 am
PWM
-
BOS
1 stop5h 02m
JetBlue
Deal found 5/26$405
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:20 pm
BOS
-
PWM
1 stop6h 45m
Southwest
Mon 6/295:35 am
PWM
-
BOS
1 stop4h 15m
Southwest
Deal found 5/25$418
This Southwest deal was found by Cheapflights users on 5/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:45 am
BOS
-
PWM
1 stop4h 00m
Southwest
Mon 7/205:20 pm
PWM
-
BOS
1 stop4h 20m
Southwest
Deal found 5/27$437

Find flight deals from Boston to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Portland (PWM). 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 May 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$227
(JetBlue)

One-way from

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

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Portland 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 May 30, 2026.
Use the filters below to find and compare flights from Boston to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 6/27

7:05 pm-12:25 am

1 stop5h 20m

Portland

Sat 7/4

6:38 am-2:24 pm

1 stop7h 46m

$227

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Fri 7/10

7:39 pm-12:16 am

1 stop4h 37m

Portland

Tue 7/14

1:25 pm-6:59 pm

1 stop5h 34m

$227
Quickest round-trip

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Thu 6/25

8:14 pm-12:25 am

1 stop4h 11m

Portland

Thu 7/2

6:00 am-9:45 am

1 stop3h 45m

$227

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 6/24

8:14 pm-12:25 am

1 stop4h 11m

Portland

Wed 7/1

2:30 pm-6:49 pm

1 stop4h 19m

$227

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sun 7/19

7:39 pm-12:16 am

1 stop4h 37m

Portland

Sat 7/25

6:41 am-2:24 pm

1 stop7h 43m

$227

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Tue 7/21

5:01 am-12:30 pm

1 stop7h 29m

Portland

Sat 7/25

6:41 am-2:24 pm

1 stop7h 43m

$227

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Sat 7/4

4:43 pm-12:25 am

1 stop7h 42m

Portland

Wed 7/8

2:40 pm-6:59 pm

1 stop4h 19m

$227

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 7/22

7:39 pm-12:16 am

1 stop4h 37m

Portland

Fri 7/31

6:00 am-11:33 am

1 stop5h 33m

$261
Cheapest one-way

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Wed 6/24

8:14 pm-12:25 am

1 stop4h 11m

$114

BostonPortland

BOS - PWM

BOSPWM

Boston Logan Intl

Mon 7/20

8:41 am-1:45 pm

1 stop5h 04m

$114

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Compare providers for flights from Boston to Portland

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 Boston to Portland in May.
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 Boston-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Portland, Maine 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 Boston-Portland, Maine 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 Boston to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Boston 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 Boston to Portland. 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 Boston to Portland, Maine?

    Airlines like JetBlue fly from Boston to Portland, Maine in about 5h 20m. The time it takes to get you to your destination can typically vary by up to . The distance from Boston to Portland, Maine is about 95 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Boston to Portland 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 Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Lewiston
Conway

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