$164+ Cheap flights from Boston to Portland, ME (BOS - PWM)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PWM
Nov 23 — Nov 301
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Boston to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Boston to Portland
Cheapest
Best
Last-minute
One-way
Cheapest flights from Boston to PortlandExplore 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 October 24, 2026.
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 October 24, 2026.
This Southwest deal was found by Cheapflights users on 10/22. 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.
Thu 12/33:30 pm -
1 stop6h 20m
Wed 12/912:45 pm -
1 stop6h 00m
Deal found 10/22![Southwest logo]()
$258
This JetBlue deal was found by Cheapflights users on 10/20. 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.
Tue 11/106:39 pm -
1 stop5h 04m
Wed 11/116:30 am -
1 stop4h 11m
Deal found 10/20![JetBlue logo]()
$297
This Southwest deal was found by Cheapflights users on 10/21. 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.
Fri 11/275:35 am -
1 stop4h 55m
Tue 12/13:25 pm -
1 stop6h 30m
Deal found 10/21![Southwest logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:08 am -
1 stop22h 00m
Wed 12/912:28 pm -
2 stops21h 11m
Deal found 10/23![Multiple Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 10/20. 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.
Tue 11/175:30 am -
1 stop6h 40m
Tue 11/245:25 am -
1 stop4h 15m
Deal found 10/20![Southwest logo]()
$360
This Southwest deal was found by Cheapflights users on 10/24. 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.
Sat 12/53:05 pm -
1 stop6h 45m
Sat 12/123:20 pm -
1 stop4h 05m
Deal found 10/24![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 10/22. 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.
Fri 11/67:45 pm -
1 stop4h 10m
Tue 11/1010:25 am -
1 stop4h 05m
Deal found 10/22![Southwest logo]()
$411
This Southwest deal was found by Cheapflights users on 10/24. 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.
Sat 11/147:25 am -
1 stop7h 20m
Mon 11/235:20 am -
1 stop4h 20m
Deal found 10/24![Southwest logo]()
$417
This Priceline deal was found by Cheapflights users on 10/21. 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.
Wed 11/46:39 pm -
1 stop5h 04m
Sun 11/86:30 am -
1 stop4h 11m
Deal found 10/21![JetBlue logo]()
$431
Best flights from Boston to PortlandDiscover carefully curated flight deals from Boston to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
Discover carefully curated flight deals from Boston to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2026.
This Southwest deal was found by Cheapflights users on 10/22. 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.
Thu 12/33:30 pm -
1 stop6h 20m
Wed 12/912:45 pm -
1 stop6h 00m
Deal found 10/22![Southwest logo]()
$258
This JetBlue deal was found by Cheapflights users on 10/20. 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.
Tue 11/106:39 pm -
1 stop5h 04m
Wed 11/116:30 am -
1 stop4h 11m
Deal found 10/20![JetBlue logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:08 am -
1 stop22h 00m
Wed 12/912:28 pm -
2 stops21h 11m
Deal found 10/22![Multiple Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 10/24. 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.
Sat 12/53:05 pm -
1 stop6h 45m
Sat 12/123:20 pm -
1 stop4h 05m
Deal found 10/24![Southwest logo]()
$397
This Priceline deal was found by Cheapflights users on 10/20. 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.
Wed 11/46:39 pm -
1 stop5h 04m
Sun 11/86:30 am -
1 stop4h 11m
Deal found 10/20![JetBlue logo]()
$431
This Southwest deal was found by Cheapflights users on 10/24. 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.
Thu 12/245:30 pm -
1 stop4h 20m
Fri 12/255:15 am -
1 stop7h 05m
Deal found 10/24![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 10/22. 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.
Fri 11/67:45 pm -
1 stop4h 10m
Tue 11/1010:25 am -
1 stop4h 05m
Deal found 10/22![Southwest logo]()
$411
This Southwest deal was found by Cheapflights users on 10/24. 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.
Sat 11/147:25 am -
1 stop7h 20m
Mon 11/235:20 am -
1 stop4h 20m
Deal found 10/24![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 10/21. 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.
Thu 12/245:30 pm -
1 stop4h 20m
Tue 12/295:25 am -
1 stop4h 15m
Deal found 10/21![Southwest logo]()
$457
This Southwest deal was found by Cheapflights users on 10/21. 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.
Wed 11/255:00 pm -
1 stop6h 55m
Tue 12/13:25 pm -
1 stop6h 30m
Deal found 10/21![Southwest logo]()
$531
Last-minute flights from Boston to PortlandDiscover last-minute flight deals from Boston to Portland. Data last updated October 24, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Portland. Data last updated October 24, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 10/24. 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 10/258:10 pm -
1 stop3h 33m
Sun 11/16:30 am -
1 stop4h 11m
Deal found 10/24![JetBlue logo]()
$644
This JetBlue deal was found by Cheapflights users on 10/21. 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.
Tue 10/276:39 pm -
1 stop5h 04m
Tue 11/36:30 am -
1 stop4h 11m
Deal found 10/21![JetBlue logo]()
$637
This JetBlue deal was found by Cheapflights users on 10/24. 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.
Fri 10/304:10 pm -
1 stop7h 33m
Fri 11/66:30 am -
1 stop4h 11m
Deal found 10/24![JetBlue logo]()
$588
This Priceline deal was found by Cheapflights users on 10/21. 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.
Wed 11/46:39 pm -
1 stop5h 04m
Sun 11/86:30 am -
1 stop4h 11m
Deal found 10/21![JetBlue logo]()
$431
This Southwest deal was found by Cheapflights users on 10/22. 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.
Fri 11/67:45 pm -
1 stop4h 10m
Tue 11/1010:25 am -
1 stop4h 05m
Deal found 10/22![Southwest logo]()
$411
This JetBlue deal was found by Cheapflights users on 10/20. 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.
Tue 11/106:39 pm -
1 stop5h 04m
Wed 11/116:30 am -
1 stop4h 11m
Deal found 10/20![JetBlue logo]()
$297
This Southwest deal was found by Cheapflights users on 10/24. 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.
Sat 11/147:25 am -
1 stop7h 20m
Mon 11/235:20 am -
1 stop4h 20m
Deal found 10/24![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 10/20. 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.
Tue 11/175:30 am -
1 stop6h 40m
Tue 11/245:25 am -
1 stop4h 15m
Deal found 10/20![Southwest logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1712:15 pm -
2 stops20h 53m
Tue 11/245:09 pm -
1 stop15h 21m
Deal found 10/20![Multiple Airlines logo]()
$600
This Southwest deal was found by Cheapflights users on 10/21. 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.
Wed 11/255:00 pm -
1 stop6h 55m
Tue 12/13:25 pm -
1 stop6h 30m
Deal found 10/21![Southwest logo]()
$531
This Southwest deal was found by Cheapflights users on 10/21. 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.
Fri 11/275:35 am -
1 stop4h 55m
Tue 12/13:25 pm -
1 stop6h 30m
Deal found 10/21![Southwest logo]()
$301
One-way flights from Boston to PortlandSearch for one-way flight options from Boston to Portland. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
Search for one-way flight options from Boston to Portland. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.
This Southwest deal was found by Cheapflights users on 10/20. 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.
Fri 12/45:30 am -
1 stop4h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 10/23. 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.
Sun 12/137:25 am -
1 stop5h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1311:35 am -
2 stops46h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$195
This Priceline deal was found by Cheapflights users on 10/21. 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.
Sat 11/76:39 pm -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![JetBlue logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:57 am -
2 stops30h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:15 pm -
2 stops28h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:27 am -
3 stops45h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$246
This Priceline deal was found by Cheapflights users on 10/22. 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.
Tue 11/36:39 pm -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![JetBlue logo]()
$270
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:30 am -
2 stops13h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![United Airlines logo]()
$423
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 October 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $258 (Southwest) |
One-way from | $164 (Southwest) |
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 7,457,451 searches. Data last updated October 24, 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
Cheapest round-trip
Quickest round-trip
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Fri 12/4
5:30 am-9:50 am
1 stop4h 20m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Sun 12/13
7:25 am-1:05 pm
1 stop5h 40m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$181
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Sun 12/13
11:35 am-10:14 am
2 stops46h 39m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Sat 11/7
6:39 pm-11:43 pm
1 stop5h 04m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$216
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Tue 11/3
12:15 pm-4:24 pm
2 stops28h 09m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$236
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Sat 11/7
11:27 am-9:08 am
3 stops45h 41m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$246
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Thu 12/3
3:30 pm-9:50 pm
1 stop6h 20m
Portland
Wed 12/9
12:45 pm-6:45 pm
1 stop6h 00m
$258
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Fri 12/4
11:57 am-11:48 am
3 stops23h 51m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$273
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Tue 11/10
6:39 pm-11:43 pm
1 stop5h 04m
Portland
Wed 11/11
6:30 am-10:41 am
1 stop4h 11m
$297
BostonPortland
BOS Boston Logan Intl - PWM Portland
BOSPWM
Boston Logan Intl
Thu 12/3
11:08 am-9:08 am
1 stop22h 00m
Portland
Wed 12/9
12:28 pm-9:39 am
2 stops21h 11m
$389
Showing 1-10 of 19 resultsSorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
BOS-PWM
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.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsLewiston
North Conway
Brunswick
Conway
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Boston
Popular flights
Portland flight routes