$144+ 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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Aug 12 — Aug 191
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 August, booked 44 days in advance, depart on a Tuesday or Friday and return on a Wednesday
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 July 13, 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 July 13, 2026.
This American Airlines deal was found by Cheapflights users on 7/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:59 pm
PDX
- BOS
1 stop8h 36m
American Airlines
Mon 8/316:00 am
BOS
- PDX
1 stop8h 50m
American Airlines
Deal found 7/9![American Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 7/10. 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 11/57:00 pm
PDX
- BOS
2 stops10h 05m
Southwest
Mon 11/95:20 am
BOS
- PDX
2 stops11h 30m
Southwest
Deal found 7/10![Southwest logo]()
$315
This lol.travel deal was found by Cheapflights users on 7/10. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Fri 8/149:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/10![JetBlue logo]()
$316
This Southwest deal was found by Cheapflights users on 7/11. 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 9/116:15 am
PDX
- BOS
1 stop8h 40m
Southwest
Mon 9/143:25 pm
BOS
- PDX
2 stops11h 15m
Southwest
Deal found 7/11![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 7/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/712:50 pm
PDX
- BOS
1 stop7h 58m
American Airlines
Tue 8/116:00 am
BOS
- PDX
1 stop8h 50m
American Airlines
Deal found 7/9![American Airlines logo]()
$318
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:00 pm
PDX
- BOS
2 stops11h 50m
Southwest
Mon 8/249:40 am
BOS
- PDX
1 stop8h 20m
Southwest
Deal found 7/8![Southwest logo]()
$319
This Alaska Airlines deal was found by Cheapflights users on 7/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:36 pm
PDX
- BOS
Nonstop5h 33m
Alaska Airlines
Wed 8/269:33 am
BOS
- PDX
Nonstop6h 06m
Alaska Airlines
Deal found 7/9![Alaska Airlines logo]()
$322
This Super.com deal was found by Cheapflights users on 7/9. 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.
Sat 8/82:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Mon 8/179:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/9![JetBlue logo]()
$323
This Cheapflightsfares deal was found by Cheapflights users on 7/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/182:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Fri 8/219:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/9![JetBlue logo]()
$324
This Southwest deal was found by Cheapflights users on 7/10. 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 9/238:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Wed 10/145:35 am
BOS
- PDX
2 stops11h 15m
Southwest
Deal found 7/10![Southwest logo]()
$325
This JetBlue deal was found by Cheapflights users on 7/13. 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 8/1711:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Fri 8/217:19 pm
BOS
- PDX
Nonstop6h 10m
JetBlue
Deal found 7/13![JetBlue logo]()
$327
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 July 13, 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 July 13, 2026.
This Delta deal was found by Cheapflights users on 7/11. 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 10/68:44 pm
PDX
- BOS
1 stop7h 51m
Delta
Thu 10/156:00 am
BOS
- PDX
1 stop8h 46m
Delta
Deal found 7/11![Delta logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 7/12. 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 8/119:56 pm
PDX
- BOS
Nonstop5h 24m
Alaska Airlines
Tue 8/184:33 pm
BOS
- PDX
1 stop29h 04m
Alaska Airlines
Deal found 7/12![Alaska Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Tue 9/82:45 pm
BOS
- PDX
2 stops10h 30m
Southwest
Deal found 7/8![Southwest logo]()
$368
This Delta deal was found by Cheapflights users on 7/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/185:30 am
PDX
- BOS
1 stop7h 26m
Delta
Sat 10/316:05 am
BOS
- PDX
1 stop8h 58m
Delta
Deal found 7/10![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 7/12. 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 9/126:50 am
PDX
- BOS
2 stops10h 00m
Southwest
Sat 9/195:30 am
BOS
- PDX
2 stops11h 30m
Southwest
Deal found 7/12![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 7/12. 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.
Mon 9/710:35 pm
PDX
- BOS
1 stop9h 43m
Delta
Mon 9/146:05 am
BOS
- PDX
1 stop8h 30m
Delta
Deal found 7/12![Delta logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 7/11. 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 10/277:06 am
PDX
- BOS
1 stop19h 22m
Alaska Airlines
Fri 11/64:30 pm
BOS
- PDX
Nonstop6h 23m
Alaska Airlines
Deal found 7/11![Alaska Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 7/13. 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 8/115:30 am
PDX
- BOS
1 stop7h 40m
Delta
Fri 8/144:05 pm
BOS
- PDX
1 stop10h 51m
Delta
Deal found 7/13![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2011:30 pm
PDX
- BOS
2 stops10h 00m
Southwest
Mon 8/245:50 am
BOS
- PDX
2 stops10h 00m
Southwest
Deal found 7/8![Southwest logo]()
$383
This Delta deal was found by Cheapflights users on 7/11. 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.
Sat 7/257:05 am
PDX
- BOS
1 stop9h 11m
Delta
Tue 7/283:40 pm
BOS
- PDX
1 stop9h 20m
Delta
Deal found 7/11![Delta logo]()
$367
Last-minute flights from Portland to BostonDiscover last-minute flight deals from Portland to Boston. Data last updated July 13, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Boston. Data last updated July 13, 2026 and is based on user searches.
This Flysmarter deal was found by Cheapflights users on 7/12. 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.
Thu 8/611:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Fri 8/149:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/12![JetBlue logo]()
$325
This lol.travel deal was found by Cheapflights users on 7/10. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Fri 8/149:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/10![JetBlue logo]()
$316
This American Airlines deal was found by Cheapflights users on 7/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/712:50 pm
PDX
- BOS
1 stop7h 58m
American Airlines
Tue 8/116:00 am
BOS
- PDX
1 stop8h 50m
American Airlines
Deal found 7/9![American Airlines logo]()
$318
This Super.com deal was found by Cheapflights users on 7/9. 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.
Sat 8/82:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Mon 8/179:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/9![JetBlue logo]()
$323
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:30 pm
PDX
- BOS
2 stops10h 00m
Southwest
Tue 8/255:25 am
BOS
- PDX
1 stop8h 15m
Southwest
Deal found 7/9![Southwest logo]()
$328
This JetBlue deal was found by Cheapflights users on 7/13. 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 8/1711:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Fri 8/217:19 pm
BOS
- PDX
Nonstop6h 10m
JetBlue
Deal found 7/13![JetBlue logo]()
$327
This American Airlines deal was found by Cheapflights users on 7/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:59 pm
PDX
- BOS
1 stop8h 36m
American Airlines
Mon 8/316:00 am
BOS
- PDX
1 stop8h 50m
American Airlines
Deal found 7/9![American Airlines logo]()
$314
This Cheapflightsfares deal was found by Cheapflights users on 7/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/182:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Fri 8/219:55 am
BOS
- PDX
Nonstop6h 06m
JetBlue
Deal found 7/8![JetBlue logo]()
$324
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:00 pm
PDX
- BOS
2 stops11h 50m
Southwest
Mon 8/249:40 am
BOS
- PDX
1 stop8h 20m
Southwest
Deal found 7/8![Southwest logo]()
$319
This Alaska Airlines deal was found by Cheapflights users on 7/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:36 pm
PDX
- BOS
Nonstop5h 33m
Alaska Airlines
Wed 8/269:33 am
BOS
- PDX
Nonstop6h 06m
Alaska Airlines
Deal found 7/9![Alaska Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 7/13. 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 8/317:55 pm
PDX
- BOS
2 stops10h 35m
Southwest
Sat 9/55:50 am
BOS
- PDX
1 stop9h 40m
Southwest
Deal found 7/13![Southwest logo]()
$317
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 July 13, 2026.
Search for one-way flight options from Portland to Boston. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1411:30 pm
PDX
- BOS
1 stop9h 55m
Southwest
Deal found 7/8![Southwest logo]()
$144
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Thu 8/610:40 pm
PDX
- BOS
1 stop7h 49m
United Airlines
Deal found 7/8![United Airlines logo]()
$145
This Super.com deal was found by Cheapflights users on 7/10. 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.
Sat 8/1511:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 7/10![JetBlue logo]()
$161
This Cheapflightsfares deal was found by Cheapflights users on 7/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/192:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Deal found 7/8![JetBlue logo]()
$162
This JetBlue deal was found by Cheapflights users on 7/12. 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.
Thu 8/62:15 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Deal found 7/12![JetBlue logo]()
$164
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Tue 8/410:30 pm
PDX
- BOS
1 stop7h 16m
American Airlines
Deal found 7/10![American Airlines logo]()
$170
This Super.com deal was found by Cheapflights users on 7/10. 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.
Fri 7/2411:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 7/10![JetBlue logo]()
$171
This Cheapflightsfares deal was found by Cheapflights users on 7/13. 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.
Fri 7/312:16 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Deal found 7/13![JetBlue logo]()
$172
This American Airlines deal was found by Cheapflights users on 7/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:58 pm
PDX
- BOS
1 stop8h 14m
American Airlines
Deal found 7/9![American Airlines logo]()
$173
This Delta deal was found by Cheapflights users on 7/12. 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 9/222:10 pm
PDX
- BOS
1 stop8h 07m
Delta
Deal found 7/12![Delta logo]()
$174
This Southwest deal was found by Cheapflights users on 7/12. 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 8/266:45 am
PDX
- BOS
2 stops11h 40m
Southwest
Deal found 7/12![Southwest logo]()
$179
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 July 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $314 (American Airlines) |
One-way from | $144 (Southwest) |
Popular in | December |
Cheapest in | January |
Average price | $413 |
Good round-trip deal | $336 or less |
Good one-way deal | $174 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 July 13, 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 - BOS
PDXBOS
Portland
Tue 10/6
8:44 pm-7:35 am
1 stop7h 51m
Boston Logan Intl
Thu 10/15
6:00 am-11:46 am
1 stop8h 46m
$347
Quickest round-trip
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sun 10/18
5:30 am-3:56 pm
1 stop7h 26m
Boston Logan Intl
Sat 10/31
6:05 am-12:03 pm
1 stop8h 58m
$347
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 9/7
10:35 pm-11:18 am
1 stop9h 43m
Boston Logan Intl
Mon 9/14
6:05 am-11:35 am
1 stop8h 30m
$347
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 8/11
5:30 am-4:10 pm
1 stop7h 40m
Boston Logan Intl
Fri 8/14
4:05 pm-11:56 pm
1 stop10h 51m
$347
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 8/11
9:56 pm-6:20 am
Nonstop5h 24m
Boston Logan Intl
Tue 8/18
4:33 pm-6:37 pm
1 stop29h 04m
$355
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 7/25
7:05 am-7:16 pm
1 stop9h 11m
Boston Logan Intl
Tue 7/28
3:40 pm-10:00 pm
1 stop9h 20m
$367
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 9/4
8:00 am-12:25 am
1 stop13h 25m
Boston Logan Intl
Tue 9/8
2:45 pm-10:15 pm
2 stops10h 30m
$368
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 9/12
6:50 am-7:50 pm
2 stops10h 00m
Boston Logan Intl
Sat 9/19
5:30 am-2:00 pm
2 stops11h 30m
$374
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 8/20
11:30 pm-12:30 pm
2 stops10h 00m
Boston Logan Intl
Mon 8/24
5:50 am-12:50 pm
2 stops10h 00m
$383
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 10/27
7:06 am-5:28 am
1 stop19h 22m
Boston Logan Intl
Fri 11/6
4:30 pm-7:53 pm
Nonstop6h 23m
$390
Showing 1-10 of 21 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 July.
| 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
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How far ahead should I book a flight from Portland to Boston?
The best time to book flights from Portland to Boston is 43 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 $324). Flying from Portland to Boston in December is currently the most expensive (average of $500). 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 July 13, 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 28% 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 July 13, 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.
Food
7.1
Crew
8.5
Entertainment
7.0
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Food
7.1
Crew
8.5
Entertainment
7.0
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Food
7.1
Crew
8.5
Entertainment
7.0
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Food
7.1
Crew
8.5
Entertainment
7.0
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Food
7.1
Crew
8.5
Entertainment
7.0
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Food
7.1
Crew
8.5
Entertainment
7.0
Boarding
8.1
Overall
7.9
Comfort
7.8
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
Cambridge
Concord
Brockton
Hampton Beach
Seekonk
Cranston
Warwick
Dedham
Peabody
Randolph
Auburn
Fitchburg
York Beach
Chelsea
Londonderry
Swansea
North Falmouth
Smithfield
Braintree
Browse thousands of different options on Cheapflights for your next trip
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Other flights to Boston
Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 13, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Boston by cabin class
Find flights from Portland to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Boston flights
Browse other Portland and Boston flight options. Last updated on July 13, 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 July 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 July 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$411 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$118 | Average$278 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$296 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$389 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$205 | Average$368 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$236 | Average$372 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$278 | Average$498 | FlexibilityNo cancel fee | On-time75% |