$141+ 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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Jul 8 — Jul 151
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 August or January, 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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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 June 8, 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 June 8, 2026.
This United Airlines deal was found by Cheapflights users on 6/4. 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.
Tue 8/1111:17 pm
PDX
- BOS
1 stop7h 31m
United Airlines
Tue 8/186:00 am
BOS
- PDX
1 stop8h 28m
United Airlines
Deal found 6/4![United Airlines logo]()
$284
This United Airlines deal was found by Cheapflights users on 6/3. 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 8/272:27 pm
PDX
- BOS
1 stop7h 47m
United Airlines
Fri 9/45:08 pm
BOS
- PDX
1 stop8h 46m
United Airlines
Deal found 6/3![United Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 6/5. 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 9/97:05 am
PDX
- BOS
2 stops11h 20m
Southwest
Wed 9/165:25 am
BOS
- PDX
1 stop8h 15m
Southwest
Deal found 6/5![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 6/5. 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 8/711:30 pm
PDX
- BOS
1 stop9h 55m
Southwest
Wed 8/125:25 am
BOS
- PDX
1 stop8h 15m
Southwest
Deal found 6/5![Southwest logo]()
$287
This United Airlines deal was found by Cheapflights users on 6/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2610:27 am
PDX
- BOS
1 stop8h 26m
United Airlines
Sat 7/49:40 am
BOS
- PDX
1 stop8h 29m
United Airlines
Deal found 6/7![United Airlines logo]()
$290
This Southwest deal was found by Cheapflights users on 6/3. 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 7/45:30 am
PDX
- BOS
2 stops11h 50m
Southwest
Tue 7/145:00 am
BOS
- PDX
1 stop11h 55m
Southwest
Deal found 6/3![Southwest logo]()
$293
This United Airlines deal was found by Cheapflights users on 6/4. 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 8/192:27 pm
PDX
- BOS
1 stop7h 47m
United Airlines
Sun 8/306:00 am
BOS
- PDX
1 stop8h 28m
United Airlines
Deal found 6/4![United Airlines logo]()
$294
This Southwest deal was found by Cheapflights users on 6/7. 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.
Sat 8/88:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Wed 8/125:25 am
BOS
- PDX
1 stop8h 15m
Southwest
Deal found 6/7![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 6/3. 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 10/1311:35 pm
PDX
- BOS
1 stop10h 40m
Southwest
Tue 10/275:15 am
BOS
- PDX
1 stop9h 05m
Southwest
Deal found 6/3![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 6/5. 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 8/198:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Mon 8/2412:40 pm
BOS
- PDX
2 stops11h 30m
Southwest
Deal found 6/5![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 6/7. 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.
Thu 8/68:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Fri 8/2112:40 pm
BOS
- PDX
2 stops11h 30m
Southwest
Deal found 6/7![Southwest logo]()
$306
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 June 8, 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 June 8, 2026.
This Southwest deal was found by Cheapflights users on 6/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Sat 8/227:05 am
BOS
- PDX
1 stop8h 25m
Southwest
Deal found 6/6![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 6/8. 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 8/1411:02 pm
PDX
- BOS
2 stops10h 48m
United Airlines
Mon 8/315:01 pm
BOS
- PDX
1 stop8h 51m
United Airlines
Deal found 6/8![United Airlines logo]()
$352
This JetBlue deal was found by Cheapflights users on 6/4. 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 7/1911:44 pm
PDX
- BOS
Nonstop5h 20m
JetBlue
Sun 7/267:36 pm
BOS
- PDX
Nonstop6h 12m
JetBlue
Deal found 6/4![JetBlue logo]()
$372
This Alaska Airlines deal was found by Cheapflights users on 6/5. 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.
Mon 7/69:19 am
PDX
- BOS
1 stop11h 40m
Alaska Airlines
Mon 7/136:03 am
BOS
- PDX
Nonstop6h 16m
Alaska Airlines
Deal found 6/5![Alaska Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 6/3. 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 8/229:45 am
PDX
- BOS
1 stop7h 05m
Southwest
Sat 8/295:30 am
BOS
- PDX
2 stops11h 30m
Southwest
Deal found 6/3![Southwest logo]()
$320
This United Airlines deal was found by Cheapflights users on 6/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:45 am
PDX
- BOS
1 stop9h 57m
United Airlines
Tue 11/31:30 pm
BOS
- PDX
2 stops12h 08m
United Airlines
Deal found 6/7![United Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 6/4. 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 8/148:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Mon 8/311:10 pm
BOS
- PDX
2 stops11h 00m
Southwest
Deal found 6/4![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 6/5. 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 10/2011:35 pm
PDX
- BOS
2 stops10h 05m
Southwest
Sat 10/241:25 pm
BOS
- PDX
2 stops11h 10m
Southwest
Deal found 6/5![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 6/8. 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.
Wed 8/1210:45 pm
PDX
- BOS
1 stop8h 05m
Southwest
Sat 8/155:30 am
BOS
- PDX
1 stop8h 10m
Southwest
Deal found 6/8![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 6/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/711:30 pm
PDX
- BOS
1 stop9h 55m
Southwest
Wed 8/122:10 pm
BOS
- PDX
2 stops11h 05m
Southwest
Deal found 6/6![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 6/5. 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 7/811:30 pm
PDX
- BOS
2 stops9h 40m
Southwest
Sun 7/1210:05 pm
BOS
- PDX
2 stops14h 50m
Southwest
Deal found 6/5![Southwest logo]()
$406
Last-minute flights from Portland to BostonDiscover last-minute flight deals from Portland to Boston. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Boston. Data last updated June 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/3. 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 6/119:47 pm
PDX
- BOS
1 stop8h 34m
American Airlines
Mon 7/134:06 pm
BOS
- PDX
1 stop11h 49m
American Airlines
Deal found 6/3![American Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 6/3. 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 6/1710:52 pm
PDX
- BOS
1 stop8h 01m
United Airlines
Tue 6/306:00 am
BOS
- PDX
1 stop9h 07m
United Airlines
Deal found 6/3![United Airlines logo]()
$311
This United Airlines deal was found by Cheapflights users on 6/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2610:27 am
PDX
- BOS
1 stop8h 26m
United Airlines
Sat 7/49:40 am
BOS
- PDX
1 stop8h 29m
United Airlines
Deal found 6/7![United Airlines logo]()
$290
This Expedia deal was found by Cheapflights users on 6/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:29 pm
PDX
- BOS
Nonstop5h 23m
Multiple Airlines
Fri 7/106:03 am
BOS
- PDX
Nonstop6h 16m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 6/3. 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 7/45:30 am
PDX
- BOS
2 stops11h 50m
Southwest
Tue 7/145:00 am
BOS
- PDX
1 stop11h 55m
Southwest
Deal found 6/3![Southwest logo]()
$293
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/610:30 pm
PDX
- BOS
1 stop8h 25m
American Airlines
Mon 7/134:06 pm
BOS
- PDX
1 stop11h 49m
American Airlines
Deal found 6/7![American Airlines logo]()
$292
This Cheapflightsfares deal was found by Cheapflights users on 6/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/611:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Mon 7/137:19 pm
BOS
- PDX
Nonstop6h 12m
JetBlue
Deal found 6/7![JetBlue logo]()
$322
This JetBlue deal was found by Cheapflights users on 6/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/82:16 pm
PDX
- BOS
Nonstop5h 24m
JetBlue
Sat 7/119:55 am
BOS
- PDX
Nonstop6h 08m
JetBlue
Deal found 6/8![JetBlue logo]()
$327
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:30 pm
PDX
- BOS
1 stop7h 13m
American Airlines
Sun 7/196:01 am
BOS
- PDX
1 stop8h 32m
American Airlines
Deal found 6/7![American Airlines logo]()
$313
This American Airlines deal was found by Cheapflights users on 6/4. 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 7/145:07 am
PDX
- BOS
1 stop8h 48m
American Airlines
Tue 7/283:03 pm
BOS
- PDX
1 stop11h 27m
American Airlines
Deal found 6/4![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 6/4. 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 7/1610:30 pm
PDX
- BOS
1 stop7h 13m
American Airlines
Tue 7/283:03 pm
BOS
- PDX
1 stop11h 27m
American Airlines
Deal found 6/4![American Airlines 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 June 8, 2026.
Search for one-way flight options from Portland to Boston. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
This United Airlines deal was found by Cheapflights users on 6/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/611:40 pm
PDX
- BOS
1 stop8h 25m
United Airlines
Deal found 6/7![United Airlines logo]()
$141
This Southwest deal was found by Cheapflights users on 6/8. 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.
Sat 9/262:40 pm
PDX
- BOS
1 stop12h 20m
Southwest
Deal found 6/8![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 6/5. 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 7/2111:30 pm
PDX
- BOS
1 stop9h 45m
Southwest
Deal found 6/5![Southwest logo]()
$149
This Cheapflightsfares deal was found by Cheapflights users on 6/3. 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 7/311:29 pm
PDX
- BOS
Nonstop5h 23m
JetBlue
Deal found 6/3![JetBlue logo]()
$154
This Southwest deal was found by Cheapflights users on 6/5. 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
PDX
- BOS
1 stop9h 45m
Southwest
Deal found 6/5![Southwest logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 6/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2911:29 pm
PDX
- BOS
Nonstop5h 23m
JetBlue
Deal found 6/7![JetBlue logo]()
$159
This Southwest deal was found by Cheapflights users on 6/4. 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 8/88:00 am
PDX
- BOS
1 stop13h 25m
Southwest
Deal found 6/4![Southwest logo]()
$163
This JetBlue deal was found by Cheapflights users on 6/5. 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 8/311:27 pm
PDX
- BOS
Nonstop5h 21m
JetBlue
Deal found 6/5![JetBlue logo]()
$164
This Southwest deal was found by Cheapflights users on 6/5. 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 9/16:45 am
PDX
- BOS
2 stops11h 35m
Southwest
Deal found 6/5![Southwest logo]()
$168
This Delta deal was found by Cheapflights users on 6/3. 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 6/2910:35 pm
PDX
- BOS
1 stop9h 40m
Delta
Deal found 6/3![Delta logo]()
$169
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/2310:40 pm
PDX
- BOS
1 stop7h 49m
United Airlines
Deal found 6/5![United Airlines logo]()
$170
This United Airlines deal was found by Cheapflights users on 6/4. 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 10/152:27 pm
PDX
- BOS
1 stop7h 32m
United Airlines
Deal found 6/4![United Airlines logo]()
$171
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 June 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $284 (United Airlines) |
One-way from | $141 (United Airlines) |
Popular in | December |
Cheapest in | August |
Average price | $392 |
Good round-trip deal | $386 or less |
Good one-way deal | $178 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 June 8, 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
Sat 8/8
8:00 am-12:25 am
1 stop13h 25m
Boston Logan Intl
Sat 8/22
7:05 am-12:30 pm
1 stop8h 25m
$297
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 8/22
9:45 am-7:50 pm
1 stop7h 05m
Boston Logan Intl
Sat 8/29
5:30 am-2:00 pm
2 stops11h 30m
$320
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 8/14
8:00 am-12:25 am
1 stop13h 25m
Boston Logan Intl
Mon 8/31
1:10 pm-9:10 pm
2 stops11h 00m
$337
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 10/20
11:35 pm-12:40 pm
2 stops10h 05m
Boston Logan Intl
Sat 10/24
1:25 pm-9:35 pm
2 stops11h 10m
$346
PortlandBoston
PDX - BOS
PDXBOS
Portland
Wed 8/12
10:45 pm-9:50 am
1 stop8h 05m
Boston Logan Intl
Sat 8/15
5:30 am-10:40 am
1 stop8h 10m
$347
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 8/14
11:02 pm-12:50 pm
2 stops10h 48m
Boston Logan Intl
Mon 8/31
5:01 pm-10:52 pm
1 stop8h 51m
$352
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 10/31
8:45 am-9:42 pm
1 stop9h 57m
Boston Logan Intl
Tue 11/3
1:30 pm-10:38 pm
2 stops12h 08m
$352
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 8/7
11:30 pm-12:25 pm
1 stop9h 55m
Boston Logan Intl
Wed 8/12
2:10 pm-10:15 pm
2 stops11h 05m
$352
Quickest round-trip
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sun 7/19
11:44 pm-8:04 am
Nonstop5h 20m
Boston Logan Intl
Sun 7/26
7:36 pm-10:48 pm
Nonstop6h 12m
$372
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 7/6
9:19 am-11:59 pm
1 stop11h 40m
Boston Logan Intl
Mon 7/13
6:03 am-9:19 am
Nonstop6h 16m
$397
Showing 1-10 of 23 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 June.
| 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
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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 62 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, August is the cheapest month in which you can book a flight from Portland to Boston (average of $318). Flying from Portland to Boston in December is currently the most expensive (average of $512). 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 June 8, 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 25% 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 June 8, 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
Food
7.1
Overall
7.9
Entertainment
7.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Food
7.1
Overall
7.9
Entertainment
7.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Food
7.1
Overall
7.9
Entertainment
7.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Food
7.1
Overall
7.9
Entertainment
7.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Food
7.1
Overall
7.9
Entertainment
7.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Food
7.1
Overall
7.9
Entertainment
7.0
Crew
8.5
Comfort
7.8
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
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
Hampton Beach
Brockton
Watertown
Seekonk
Cranston
Warwick
Peabody
Auburn
York Beach
Chelsea
Londonderry
Swansea
Old Orchard Beach
Lowell
Smithfield
Braintree
Sandwich
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 June 8, 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 June 8, 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 June 8, 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 June 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$371 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$118 | Average$282 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$165 | Average$341 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$286 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$390 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$370 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$278 | Average$505 | FlexibilityNo cancel fee | On-time75% |