$145+ Cheap flights from Portland to Boston (PDX - 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Sep 10 — Sep 171
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Boston 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.Cheapflights Tip: The best prices from Portland to Boston Logan Intl are usually found in January or May, booked 39 days in advance, depart on a Tuesday or Friday and return on a Thursday
Cheap flight deals from Portland to Boston
Cheapest
Best
Last-minute
One-way
Cheapest flights from Portland to BostonExplore 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 August 11, 2026.
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 August 11, 2026.
This Southwest deal was found by Cheapflights users on 8/10. 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 9/108:00 am -
1 stop13h 30m
Fri 9/111:10 pm -
2 stops11h 05m
Deal found 8/10![Southwest logo]()
$290
This JetBlue deal was found by Cheapflights users on 8/10. 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.
Mon 8/2411:27 pm -
Nonstop5h 21m
Tue 8/259:55 am -
Nonstop6h 06m
Deal found 8/10![JetBlue logo]()
$292
This Southwest deal was found by Cheapflights users on 8/10. 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 8/2611:30 pm -
1 stop12h 25m
Wed 9/29:05 am -
1 stop12h 55m
Deal found 8/10![Southwest logo]()
$293
This Super.com deal was found by Cheapflights users on 8/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm -
Nonstop5h 21m
Wed 8/269:55 am -
Nonstop6h 06m
Deal found 8/10![JetBlue logo]()
$294
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:15 pm -
Nonstop5h 24m
Sat 9/59:55 am -
Nonstop6h 06m
Deal found 8/10![JetBlue logo]()
$295
This JetBlue deal was found by Cheapflights users on 8/10. 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.
Mon 8/2411:27 pm -
Nonstop5h 21m
Thu 8/277:19 pm -
Nonstop6h 10m
Deal found 8/10![JetBlue logo]()
$297
This JetBlue deal was found by Cheapflights users on 8/7. 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.
Mon 8/2411:27 pm -
Nonstop5h 21m
Sun 8/309:55 am -
Nonstop6h 06m
Deal found 8/7![JetBlue logo]()
$298
This Southwest deal was found by Cheapflights users on 8/10. 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 8/3111:30 pm -
2 stops11h 05m
Sat 9/53:55 pm -
1 stop8h 30m
Deal found 8/10![Southwest logo]()
$300
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Wed 9/25:59 am -
1 stop8h 35m
Mon 9/76:14 am -
1 stop8h 20m
Deal found 8/10![American Airlines logo]()
$311
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Fri 9/2511:08 pm -
1 stop8h 21m
Fri 10/21:34 pm -
1 stop9h 01m
Deal found 8/10![American Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Sat 8/295:59 am -
1 stop8h 35m
Sat 9/510:29 am -
1 stop10h 31m
Deal found 8/10![American Airlines logo]()
$314
Best flights from Portland to BostonDiscover carefully curated flight deals from Portland to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 11, 2026.
Discover carefully curated flight deals from Portland to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 11, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:36 pm -
Nonstop5h 33m
Sat 9/58:00 am -
1 stop28h 30m
Deal found 8/6![Alaska Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 8/10. 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 8/2411:30 pm -
1 stop7h 25m
Sun 8/305:55 am -
2 stops11h 10m
Deal found 8/10![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 8/6. 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.
Wed 9/302:10 pm -
1 stop8h 07m
Thu 10/86:00 am -
1 stop8h 56m
Deal found 8/6![Delta logo]()
$398
This United Airlines deal was found by Cheapflights users on 8/8. 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.
Fri 10/307:00 am -
1 stop7h 26m
Tue 11/36:00 am -
2 stops10h 22m
Deal found 8/8![United Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 8/7. 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 9/111:30 pm -
1 stop8h 05m
Mon 9/143:25 pm -
2 stops11h 20m
Deal found 8/7![Southwest logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 8/8. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:36 pm -
Nonstop5h 33m
Tue 9/298:00 am -
1 stop28h 30m
Deal found 8/8![Alaska Airlines logo]()
$425
This Southwest deal was found by Cheapflights users on 8/10. 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 9/257:00 pm -
2 stops10h 55m
Fri 10/211:50 am -
2 stops11h 55m
Deal found 8/10![Southwest logo]()
$405
This Alaska Airlines deal was found by Cheapflights users on 8/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:30 am -
1 stop15h 51m
Sat 10/3110:07 am -
Nonstop6h 12m
Deal found 8/10![Alaska Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 8/6. 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.
Thu 8/135:08 pm -
1 stop10h 22m
Thu 8/274:05 pm -
1 stop8h 57m
Deal found 8/6![Delta logo]()
$472
This Southwest deal was found by Cheapflights users on 8/10. 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 9/38:00 am -
1 stop13h 30m
Sun 9/610:40 am -
2 stops11h 05m
Deal found 8/10![Southwest logo]()
$473
Last-minute flights from Portland to BostonDiscover last-minute flight deals from Portland to Boston. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Boston. Data last updated August 11, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 8/10. 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.
Mon 8/2411:27 pm -
Nonstop5h 21m
Tue 8/259:55 am -
Nonstop6h 06m
Deal found 8/10![JetBlue logo]()
$292
This Super.com deal was found by Cheapflights users on 8/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm -
Nonstop5h 21m
Wed 8/269:55 am -
Nonstop6h 06m
Deal found 8/10![JetBlue logo]()
$294
This JetBlue deal was found by Cheapflights users on 8/10. 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.
Mon 8/2411:27 pm -
Nonstop5h 21m
Thu 8/277:19 pm -
Nonstop6h 10m
Deal found 8/10![JetBlue logo]()
$297
This JetBlue deal was found by Cheapflights users on 8/7. 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.
Mon 8/2411:27 pm -
Nonstop5h 21m
Sun 8/309:55 am -
Nonstop6h 06m
Deal found 8/7![JetBlue logo]()
$298
This Southwest deal was found by Cheapflights users on 8/10. 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 8/2611:30 pm -
1 stop12h 25m
Wed 9/29:05 am -
1 stop12h 55m
Deal found 8/10![Southwest logo]()
$293
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:15 pm -
Nonstop5h 24m
Sat 9/59:55 am -
Nonstop6h 06m
Deal found 8/10![JetBlue logo]()
$295
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Sat 8/295:59 am -
1 stop8h 35m
Sat 9/510:29 am -
1 stop10h 31m
Deal found 8/10![American Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 8/10. 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 8/3111:30 pm -
2 stops11h 05m
Sat 9/53:55 pm -
1 stop8h 30m
Deal found 8/10![Southwest logo]()
$300
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Wed 9/25:59 am -
1 stop8h 35m
Mon 9/76:14 am -
1 stop8h 20m
Deal found 8/10![American Airlines logo]()
$311
This Southwest deal was found by Cheapflights users on 8/10. 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 9/108:00 am -
1 stop13h 30m
Fri 9/111:10 pm -
2 stops11h 05m
Deal found 8/10![Southwest logo]()
$290
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Fri 9/2511:08 pm -
1 stop8h 21m
Fri 10/21:34 pm -
1 stop9h 01m
Deal found 8/10![American Airlines logo]()
$312
One-way flights from Portland to BostonSearch for one-way flight options from Portland to Boston. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
Search for one-way flight options from Portland to Boston. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Wed 9/25:56 pm -
2 stops14h 51m
Deal found 8/10![Frontier logo]()
$145
This Super.com deal was found by Cheapflights users on 8/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:27 pm -
Nonstop5h 21m
Deal found 8/9![JetBlue logo]()
$146
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm -
Nonstop5h 21m
Deal found 8/10![JetBlue logo]()
$147
This JetBlue deal was found by Cheapflights users on 8/10. 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.
Sun 9/611:40 pm -
Nonstop5h 20m
Deal found 8/10![JetBlue logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Wed 10/215:35 pm -
2 stops35h 45m
Deal found 8/10![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/1712:34 pm -
2 stops40h 46m
Deal found 8/10![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 9/15:56 pm -
2 stops36h 13m
Deal found 8/8![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 10/1612:34 pm -
2 stops40h 46m
Deal found 8/9![Frontier logo]()
$155
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Thu 9/2412:01 pm -
1 stop9h 29m
Deal found 8/10![American Airlines logo]()
$156
This Delta deal was found by Cheapflights users on 8/7. 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.
Fri 9/42:08 pm -
1 stop8h 17m
Deal found 8/7![Delta logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/2511:02 am -
2 stops21h 57m
Deal found 8/9![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 10/2212:34 pm -
2 stops42h 35m
Deal found 8/8![Frontier logo]()
$165
Find flight deals from Portland to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) 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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $290 (Southwest) |
One-way from | $145 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $364 |
Good round-trip deal | $334 or less |
Good one-way deal | $179 or less |
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 August 11, 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
Cheapest round-trip
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Tue 9/1
9:36 pm-6:09 am
Nonstop5h 33m
Boston Logan Intl
Sat 9/5
8:00 am-9:30 am
1 stop28h 30m
$360
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Mon 8/24
11:30 pm-9:55 am
1 stop7h 25m
Boston Logan Intl
Sun 8/30
5:55 am-2:05 pm
2 stops11h 10m
$382
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Fri 9/11
1:30 pm-12:35 am
1 stop8h 05m
Boston Logan Intl
Mon 9/14
3:25 pm-11:45 pm
2 stops11h 20m
$382
Quickest round-trip
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Wed 9/30
2:10 pm-1:17 am
1 stop8h 07m
Boston Logan Intl
Thu 10/8
6:00 am-11:56 am
1 stop8h 56m
$398
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Fri 9/25
7:00 pm-8:55 am
2 stops10h 55m
Boston Logan Intl
Fri 10/2
11:50 am-8:45 pm
2 stops11h 55m
$405
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Fri 10/30
7:00 am-5:26 pm
1 stop7h 26m
Boston Logan Intl
Tue 11/3
6:00 am-1:22 pm
2 stops10h 22m
$417
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Fri 9/25
9:36 pm-6:09 am
Nonstop5h 33m
Boston Logan Intl
Tue 9/29
8:00 am-9:30 am
1 stop28h 30m
$425
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Sat 10/17
10:30 am-5:21 am
1 stop15h 51m
Boston Logan Intl
Sat 10/31
10:07 am-1:19 pm
Nonstop6h 12m
$425
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Thu 8/13
5:08 pm-6:30 am
1 stop10h 22m
Boston Logan Intl
Thu 8/27
4:05 pm-10:02 pm
1 stop8h 57m
$472
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Thu 9/3
8:00 am-12:30 am
1 stop13h 30m
Boston Logan Intl
Sun 9/6
10:40 am-6:45 pm
2 stops11h 05m
$473
Showing 1-10 of 22 resultsSorted by cheapest first
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Portland-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland-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-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.
PDX-BOS
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.
Cheapflights Insights
Everything you need to know about your flight from Portland to Boston
Prices
Airlines
More
How far ahead should I book a flight from Portland to Boston?
The best time to book flights from Portland to Boston is 90 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Portland to Boston?
Currently, January is the cheapest month in which you can book a flight from Portland to Boston (average of $327). Flying from Portland to Boston in December is currently the most expensive (average of $517). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from PDX to BOS?
Find hourly flight availability from Portland to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 11, 2026.
A simple way to save on the total cost of your ticket is to fly from Portland to Boston at noon. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight in the morning.
What’s the top layover airport for flights from Portland to Boston?
Share of 1-stop round-trip flights from Portland to Boston chosen by Cheapflights users in the past 12 months, using the same layover each way.
Chicago (ORD) – chosen by Cheapflights users on 50% of 1-stop itineraries from Portland to Boston on Cheapflights.
What’s the cheapest layover airport for flights from Portland to Boston?
Average round-trip fare for 1-stop flights from Portland to Boston, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Minneapolis (MSP) is the most affordable 1-stop option, with an average round-trip price of $164.
What’s the fastest layover option from Portland to Boston?
Shortest average travel time for 1-stop one-way flights from Portland to Boston, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Minneapolis (MSP) have the shortest average one-way travel time for 1-stop routes: 7h 09m.
Which airport typically offers the quickest layover for flights from Portland to Boston?
Average layover duration for 1-stop one-way flights from Portland to Boston, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Chicago (ORD) offer the fastest connection on this route, with an average layover time of 0h 46m.
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated August 11, 2026.
See what other customers who have flown with Alaska Airlines,Delta, andUnited Airlines from Portland to Boston have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
7.8
Overall
7.9
Crew
8.5
Entertainment
7.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Crew
8.5
Entertainment
7.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Crew
8.5
Entertainment
7.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Crew
8.5
Entertainment
7.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Crew
8.5
Entertainment
7.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Crew
8.5
Entertainment
7.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
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.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Cambridge
Concord
Brockton
Seekonk
Cranston
Dedham
Warwick
Peabody
Auburn
Chelsea
York Beach
Londonderry
Swansea
Revere
Fitchburg
North Falmouth
Braintree
Sandwich
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Other flights to Boston
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Portland and Boston flights
Browse other Portland and Boston flight options. Last updated on August 11, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on August 11, 2026.
Popular flight searches
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Top 7 airlines flying from Portland to Boston
Discover the top 7 airlines that operate flights from Portland to Boston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$119 | Average$288 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$318 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$208 | Average$402 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$218 | Average$368 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$236 | Average$372 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$286 | Average$503 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$297 | Average$457 | FlexibilityNo cancel fee | On-time85% |