$119+ 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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Mar 19 — Mar 261
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 May or August, booked 63 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday
Cheap flight deals from Portland to Boston
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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 February 17, 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 February 17, 2026.
This Delta deal was found by Cheapflights users on 2/16. 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 9/87:14 pm
PDX
- BOS
1 stop7h 55m
Delta
Wed 9/165:30 am
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/16![Delta logo]()
$197
This American Airlines deal was found by Cheapflights users on 2/16. 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 4/111:59 pm
PDX
- BOS
1 stop8h 39m
American Airlines
Wed 4/223:59 pm
BOS
- PDX
1 stop10h 58m
American Airlines
Deal found 2/16![American Airlines logo]()
$208
This American Airlines deal was found by Cheapflights users on 2/16. 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 3/1010:35 pm
PDX
- BOS
1 stop8h 30m
American Airlines
Mon 3/164:04 pm
BOS
- PDX
1 stop10h 05m
American Airlines
Deal found 2/16![American Airlines logo]()
$209
This Delta deal was found by Cheapflights users on 2/16. 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 3/1112:30 am
PDX
- BOS
1 stop7h 25m
Delta
Thu 3/191:55 pm
BOS
- PDX
1 stop11h 28m
Delta
Deal found 2/16![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 2/16. 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 9/77:14 pm
PDX
- BOS
1 stop7h 55m
Delta
Sat 9/125:40 am
BOS
- PDX
1 stop10h 14m
Delta
Deal found 2/16![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 2/16. 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 3/36:40 am
PDX
- BOS
1 stop11h 20m
American Airlines
Mon 3/95:31 pm
BOS
- PDX
1 stop9h 44m
American Airlines
Deal found 2/16![American Airlines logo]()
$219
This Orbitz deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/511:40 pm
PDX
- BOS
Nonstop5h 20m
Multiple Airlines
Tue 6/96:00 am
BOS
- PDX
Nonstop6h 11m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 2/14. 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 5/2611:40 pm
PDX
- BOS
Nonstop5h 20m
JetBlue
Thu 5/287:05 pm
BOS
- PDX
Nonstop6h 20m
JetBlue
Deal found 2/14![JetBlue logo]()
$226
This CheapOair deal was found by Cheapflights users on 2/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:46 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Tue 6/96:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 2/15![Alaska Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 2/16. 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 4/2111:55 pm
PDX
- BOS
1 stop13h 10m
Southwest
Tue 4/282:25 pm
BOS
- PDX
2 stops11h 45m
Southwest
Deal found 2/16![Southwest logo]()
$230
This Delta deal was found by Cheapflights users on 2/16. 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 4/2011:15 pm
PDX
- BOS
1 stop6h 56m
Delta
Tue 4/285:50 am
BOS
- PDX
1 stop9h 59m
Delta
Deal found 2/16![Delta logo]()
$238
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 February 17, 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 February 17, 2026.
This Delta deal was found by Cheapflights users on 2/14. 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 3/1311:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Mon 3/166:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/14![Delta logo]()
$218
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Wed 3/46:57 pm
PDX
- BOS
2 stops9h 48m
United Airlines
Tue 3/106:00 am
BOS
- PDX
1 stop8h 51m
United Airlines
Deal found 2/15![United Airlines logo]()
$258
This Alaska Airlines deal was found by Cheapflights users on 2/13. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:05 am
PDX
- BOS
1 stop19h 44m
Alaska Airlines
Tue 6/26:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 2/13![Alaska Airlines logo]()
$272
This Delta deal was found by Cheapflights users on 2/14. 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 5/17:05 pm
PDX
- BOS
1 stop7h 55m
Delta
Sun 5/37:37 am
BOS
- PDX
1 stop10h 16m
Delta
Deal found 2/14![Delta logo]()
$218
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sun 3/111:59 pm
PDX
- BOS
1 stop7h 50m
United Airlines
Wed 3/47:45 am
BOS
- PDX
1 stop10h 42m
United Airlines
Deal found 2/15![United Airlines logo]()
$259
This Delta deal was found by Cheapflights users on 2/16. 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 4/206:05 pm
PDX
- BOS
1 stop9h 50m
Delta
Thu 4/306:45 pm
BOS
- PDX
1 stop8h 11m
Delta
Deal found 2/16![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 2/13. 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.
Thu 8/1311:39 am
PDX
- BOS
1 stop7h 41m
Delta
Sun 8/163:30 pm
BOS
- PDX
1 stop11h 23m
Delta
Deal found 2/13![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 2/16. 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 3/412:09 pm
PDX
- BOS
1 stop10h 00m
Delta
Mon 3/96:44 pm
BOS
- PDX
1 stop8h 10m
Delta
Deal found 2/16![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 2/14. 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 5/57:05 pm
PDX
- BOS
1 stop7h 55m
Delta
Sun 5/107:45 am
BOS
- PDX
1 stop10h 07m
Delta
Deal found 2/14![Delta logo]()
$248
This Delta deal was found by Cheapflights users on 2/16. 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 4/1811:15 pm
PDX
- BOS
1 stop6h 56m
Delta
Thu 4/306:45 pm
BOS
- PDX
1 stop8h 11m
Delta
Deal found 2/16![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 2/13. 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.
Fri 3/1311:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Fri 3/206:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/13![Delta logo]()
$269
Last-minute flights from Portland to BostonDiscover last-minute flight deals from Portland to Boston. Data last updated February 17, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Boston. Data last updated February 17, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/17. 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 3/312:04 pm
PDX
- BOS
1 stop8h 47m
American Airlines
Tue 3/104:50 pm
BOS
- PDX
1 stop10h 30m
American Airlines
Deal found 2/17![American Airlines logo]()
$219
This Delta deal was found by Cheapflights users on 2/16. 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 3/67:11 pm
PDX
- BOS
1 stop7h 49m
Delta
Wed 3/114:54 pm
BOS
- PDX
1 stop7h 59m
Delta
Deal found 2/16![Delta logo]()
$242
This American Airlines deal was found by Cheapflights users on 2/16. 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 3/1010:35 pm
PDX
- BOS
1 stop8h 30m
American Airlines
Mon 3/164:04 pm
BOS
- PDX
1 stop10h 05m
American Airlines
Deal found 2/16![American Airlines logo]()
$209
This Southwest deal was found by Cheapflights users on 2/15. 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 3/106:00 pm
PDX
- BOS
2 stops11h 05m
Southwest
Tue 3/176:00 pm
BOS
- PDX
1 stop8h 10m
Southwest
Deal found 2/15![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 2/16. 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 3/1112:30 am
PDX
- BOS
1 stop7h 25m
Delta
Thu 3/191:55 pm
BOS
- PDX
1 stop11h 28m
Delta
Deal found 2/16![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 2/13. 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.
Thu 3/121:55 pm
PDX
- BOS
1 stop7h 04m
Delta
Sun 3/155:50 am
BOS
- PDX
1 stop9h 58m
Delta
Deal found 2/13![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 2/14. 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 3/1311:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Mon 3/166:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/14![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 2/16. 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 3/1311:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Wed 3/181:55 pm
BOS
- PDX
1 stop11h 28m
Delta
Deal found 2/16![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 2/16. 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 3/247:45 pm
PDX
- BOS
1 stop8h 05m
Delta
Tue 3/317:10 am
BOS
- PDX
1 stop9h 01m
Delta
Deal found 2/16![Delta logo]()
$246
This Delta deal was found by Cheapflights users on 2/15. 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 3/265:36 pm
PDX
- BOS
1 stop10h 14m
Delta
Mon 3/306:45 pm
BOS
- PDX
1 stop8h 14m
Delta
Deal found 2/15![Delta logo]()
$248
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 February 17, 2026.
Search for one-way flight options from Portland to Boston. Find affordable one-way fares based on user searches. Data last updated February 17, 2026.
This American Airlines deal was found by Cheapflights users on 2/14. 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 6/3010:30 pm
PDX
- BOS
1 stop8h 31m
American Airlines
Deal found 2/14![American Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 2/16. 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 3/1311:15 pm
PDX
- BOS
1 stop7h 01m
Delta
Deal found 2/16![Delta logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 2/14. 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.
Mon 4/1311:58 am
PDX
- BOS
2 stops33h 53m
Frontier
Deal found 2/14![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:48 pm
PDX
- BOS
2 stops23h 40m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$123
This Expedia deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:25 pm
PDX
- BOS
1 stop9h 16m
Alaska Airlines
Deal found 2/15![Alaska Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 4/151:48 pm
PDX
- BOS
2 stops17h 17m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$125
This United Airlines deal was found by Cheapflights users on 2/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/210:38 pm
PDX
- BOS
1 stop9h 07m
United Airlines
Deal found 2/13![United Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 5/131:48 pm
PDX
- BOS
2 stops18h 57m
Frontier
Deal found 2/16![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Mon 5/1811:48 am
PDX
- BOS
2 stops34h 03m
Frontier
Deal found 2/16![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1612:27 pm
PDX
- BOS
2 stops20h 18m
Frontier
Deal found 2/13![Frontier logo]()
$134
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Wed 3/46:57 pm
PDX
- BOS
2 stops9h 48m
United Airlines
Deal found 2/15![United Airlines logo]()
$135
This American Airlines deal was found by Cheapflights users on 2/14. 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 8/157:00 am
PDX
- BOS
1 stop8h 29m
American Airlines
Deal found 2/14![American Airlines logo]()
$140
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 February 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (Delta) |
One-way from | $119 (American Airlines) |
Popular in | December |
Cheapest in | May |
Average price | $387 |
Good round-trip deal | $317 or less |
Good one-way deal | $188 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 February 17, 2026.
Use the filters below to find and compare flights from Portland to Boston that are best for you.
Fly from
Portland
Fly to
Boston
Route
Depart
Return
Price
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 3/13
11:15 pm-9:16 am
1 stop7h 01m
Boston Logan Intl
Mon 3/16
6:45 pm-11:59 pm
1 stop8h 14m
$218
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 5/1
7:05 pm-6:00 am
1 stop7h 55m
Boston Logan Intl
Sun 5/3
7:37 am-2:53 pm
1 stop10h 16m
$218
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 4/20
6:05 pm-6:55 am
1 stop9h 50m
Boston Logan Intl
Thu 4/30
6:45 pm-11:56 pm
1 stop8h 11m
$238
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 8/13
11:39 am-10:20 pm
1 stop7h 41m
Boston Logan Intl
Sun 8/16
3:30 pm-11:53 pm
1 stop11h 23m
$239
PortlandBoston
PDX - BOS
PDXBOS
Portland
Wed 3/4
12:09 pm-1:09 am
1 stop10h 00m
Boston Logan Intl
Mon 3/9
6:44 pm-11:54 pm
1 stop8h 10m
$242
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 5/5
7:05 pm-6:00 am
1 stop7h 55m
Boston Logan Intl
Sun 5/10
7:45 am-2:52 pm
1 stop10h 07m
$248
PortlandBoston
PDX - BOS
PDXBOS
Portland
Wed 3/4
6:57 pm-7:45 am
2 stops9h 48m
Boston Logan Intl
Tue 3/10
6:00 am-11:51 am
1 stop8h 51m
$258
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sun 3/1
11:59 pm-10:49 am
1 stop7h 50m
Boston Logan Intl
Wed 3/4
7:45 am-3:27 pm
1 stop10h 42m
$259
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 4/18
11:15 pm-9:11 am
1 stop6h 56m
Boston Logan Intl
Thu 4/30
6:45 pm-11:56 pm
1 stop8h 11m
$259
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 3/13
11:15 pm-9:16 am
1 stop7h 01m
Boston Logan Intl
Fri 3/20
6:45 pm-11:59 pm
1 stop8h 14m
$269
Showing 1-10 of 20 results
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 February.
| 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
How far ahead should I book a flight from Portland to Boston?
Use this chart to determine the optimal time to book a round-trip flight from Portland to Boston. Price data was last updated on February 13, 2026.
The best time to book flights from Portland to Boston is 57 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, April is the cheapest month in which you can book a flight from Portland to Boston (average of $108). Flying from Portland to Boston in October is currently the most expensive (average of $197). 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 February 17, 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 49% on your trip compared to booking a flight in the morning.
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 February 17, 2026.
See what other customers who have flown with Alaska Airlines, Delta, and Hawaiian 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
Entertainment
7.0
Boarding
8.1
Overall
8.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.1
Entertainment
7.0
Boarding
8.1
Overall
8.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.1
Entertainment
7.0
Boarding
8.1
Overall
8.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.1
Entertainment
7.0
Boarding
8.1
Overall
8.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.1
Entertainment
7.0
Boarding
8.1
Overall
8.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.1
Entertainment
7.0
Boarding
8.1
Overall
8.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
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 locationsMedford
Cambridge
Hampton Beach
Watertown
Seekonk
Brockton
Concord
Seabrook
Cranston
Lincoln
Warwick
Smithfield
Peabody
Quincy
York Beach
Londonderry
Swansea
Old Orchard Beach
Waltham
Lowell
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.
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Alternative routes for Portland to Boston
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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 February 17, 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 February 17, 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 February 17, 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 February 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$287 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$314 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$108 | Average$286 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$277 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$206 | Average$398 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$385 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$251 | Average$474 | FlexibilityNo cancel fee | On-time75% |