$139+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
May 30 — Jun 61
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 Saturday or Wednesday 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 April 30, 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 April 30, 2026.
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/2210:40 pm
PDX
- BOS
1 stop8h 21m
American Airlines
Wed 5/276:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Deal found 4/28![American Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 4/29. 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 9/511:20 pm
PDX
- BOS
1 stop8h 10m
American Airlines
Tue 9/156:00 am
BOS
- PDX
1 stop8h 32m
American Airlines
Deal found 4/29![American Airlines logo]()
$272
This United Airlines deal was found by Cheapflights users on 4/26. 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 5/202:38 pm
PDX
- BOS
1 stop7h 21m
United Airlines
Tue 5/264:15 pm
BOS
- PDX
1 stop8h 33m
United Airlines
Deal found 4/26![United Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 4/29. 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 8/185:18 am
PDX
- BOS
1 stop11h 24m
American Airlines
Mon 8/246:00 am
BOS
- PDX
1 stop8h 50m
American Airlines
Deal found 4/29![American Airlines logo]()
$277
This United Airlines deal was found by Cheapflights users on 4/29. 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 7/110:52 pm
PDX
- BOS
1 stop7h 59m
United Airlines
Wed 7/86:45 pm
BOS
- PDX
1 stop8h 17m
United Airlines
Deal found 4/29![United Airlines logo]()
$279
This Vliegwinkel deal was found by Cheapflights users on 4/28. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:30 pm
PDX
- BOS
Nonstop5h 26m
Multiple Airlines
Sat 5/306:00 am
BOS
- PDX
Nonstop6h 11m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$281
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Thu 5/282:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Tue 6/210:06 am
BOS
- PDX
Nonstop6h 04m
JetBlue
Deal found 4/30![JetBlue logo]()
$282
This Flysmarter deal was found by Cheapflights users on 4/29. 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.
Sat 5/232:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Sat 5/3010:06 am
BOS
- PDX
Nonstop6h 04m
JetBlue
Deal found 4/29![JetBlue logo]()
$284
This United Airlines deal was found by Cheapflights users on 4/25. 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 12/510:00 am
PDX
- BOS
1 stop7h 22m
United Airlines
Mon 12/76:00 pm
BOS
- PDX
1 stop9h 54m
United Airlines
Deal found 4/25![United Airlines logo]()
$286
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 5/269:46 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Tue 6/26:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 4/28![Alaska Airlines logo]()
$287
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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 6/92:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Tue 6/169:57 am
BOS
- PDX
Nonstop6h 08m
JetBlue
Deal found 4/28![JetBlue logo]()
$292
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 April 30, 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 April 30, 2026.
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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 6/28:37 am
PDX
- BOS
Nonstop5h 31m
Alaska Airlines
Sat 6/66:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 4/29![Alaska Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 4/28. 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 9/96:45 am
PDX
- BOS
2 stops11h 40m
Southwest
Wed 9/165:25 am
BOS
- PDX
1 stop8h 15m
Southwest
Deal found 4/28![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 4/29. 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 8/317:14 pm
PDX
- BOS
1 stop7h 55m
Delta
Mon 9/75:30 am
BOS
- PDX
1 stop8h 14m
Delta
Deal found 4/29![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 4/28. 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 9/110:50 pm
PDX
- BOS
1 stop8h 03m
United Airlines
Tue 9/86:00 am
BOS
- PDX
2 stops12h 30m
United Airlines
Deal found 4/28![United Airlines logo]()
$417
This Alaska Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/239:44 am
PDX
- BOS
1 stop11h 15m
Alaska Airlines
Sat 5/306:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 4/25![Alaska Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 4/27. 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 8/177:55 pm
PDX
- BOS
2 stops10h 35m
Southwest
Wed 8/199:25 am
BOS
- PDX
1 stop8h 35m
Southwest
Deal found 4/27![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 4/27. 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 5/1611:12 pm
PDX
- BOS
1 stop6h 54m
Delta
Tue 5/195:51 am
BOS
- PDX
1 stop9h 39m
Delta
Deal found 4/27![Delta logo]()
$343
This Alaska Airlines deal was found by Cheapflights users on 4/27. 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.
Thu 7/29:56 pm
PDX
- BOS
Nonstop5h 24m
Alaska Airlines
Wed 7/156:03 am
BOS
- PDX
Nonstop6h 16m
Alaska Airlines
Deal found 4/27![Alaska Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 4/26. 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 6/1111:00 am
PDX
- BOS
2 stops10h 10m
Southwest
Tue 6/165:30 pm
BOS
- PDX
1 stop9h 00m
Southwest
Deal found 4/26![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 4/29. 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 6/2611:30 pm
PDX
- BOS
1 stop12h 50m
Southwest
Thu 7/24:45 pm
BOS
- PDX
1 stop10h 10m
Southwest
Deal found 4/29![Southwest logo]()
$397
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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 10/139:37 pm
PDX
- BOS
Nonstop5h 25m
Alaska Airlines
Fri 10/1610:00 am
BOS
- PDX
Nonstop6h 19m
Alaska Airlines
Deal found 4/29![Alaska Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 4/29. 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 9/157:05 am
PDX
- BOS
2 stops11h 20m
Southwest
Fri 9/188:40 am
BOS
- PDX
2 stops17h 25m
Southwest
Deal found 4/29![Southwest logo]()
$398
Last-minute flights from Portland to BostonDiscover last-minute flight deals from Portland to Boston. Data last updated April 30, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Boston. Data last updated April 30, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/1112:59 am
PDX
- BOS
1 stop9h 12m
American Airlines
Thu 5/283:00 pm
BOS
- PDX
1 stop9h 51m
American Airlines
Deal found 4/28![American Airlines logo]()
$272
This United Airlines deal was found by Cheapflights users on 4/26. 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 5/202:38 pm
PDX
- BOS
1 stop7h 21m
United Airlines
Tue 5/264:15 pm
BOS
- PDX
1 stop8h 33m
United Airlines
Deal found 4/26![United Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/2210:40 pm
PDX
- BOS
1 stop9h 50m
American Airlines
Mon 5/256:00 am
BOS
- PDX
1 stop8h 34m
American Airlines
Deal found 4/29![American Airlines logo]()
$262
This Vliegwinkel deal was found by Cheapflights users on 4/28. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:30 pm
PDX
- BOS
Nonstop5h 26m
Multiple Airlines
Sat 5/306:00 am
BOS
- PDX
Nonstop6h 11m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$281
This Flysmarter deal was found by Cheapflights users on 4/29. 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.
Sat 5/232:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Sat 5/3010:06 am
BOS
- PDX
Nonstop6h 04m
JetBlue
Deal found 4/29![JetBlue logo]()
$284
This Flighttix deal was found by Cheapflights users on 4/30. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:32 pm
PDX
- BOS
1 stop9h 12m
Alaska Airlines
Sat 5/306:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 4/30![Alaska Airlines logo]()
$294
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 5/269:46 pm
PDX
- BOS
Nonstop5h 34m
Alaska Airlines
Tue 6/26:00 am
BOS
- PDX
Nonstop6h 11m
Alaska Airlines
Deal found 4/28![Alaska Airlines logo]()
$287
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Thu 5/282:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Tue 6/210:06 am
BOS
- PDX
Nonstop6h 04m
JetBlue
Deal found 4/30![JetBlue logo]()
$282
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 April 30, 2026.
Search for one-way flight options from Portland to Boston. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/1812:35 pm
PDX
- BOS
2 stops43h 31m
Frontier
Deal found 4/27![Frontier logo]()
$139
This Super.com deal was found by Cheapflights users on 4/30. 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.
Tue 5/262:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Deal found 4/30![JetBlue logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:20 pm
PDX
- BOS
2 stops29h 07m
Frontier
Deal found 4/28![Frontier logo]()
$145
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 6/1911:29 pm
PDX
- BOS
Nonstop5h 23m
JetBlue
Deal found 4/30![JetBlue logo]()
$149
This JetBlue deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/222:30 pm
PDX
- BOS
Nonstop5h 26m
JetBlue
Deal found 4/27![JetBlue logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:38 pm
PDX
- BOS
2 stops31h 46m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$155
This United Airlines deal was found by Cheapflights users on 4/29. 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 6/710:40 pm
PDX
- BOS
1 stop7h 59m
United Airlines
Deal found 4/29![United Airlines logo]()
$157
This United Airlines deal was found by Cheapflights users on 4/27. 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 7/110:40 pm
PDX
- BOS
1 stop7h 59m
United Airlines
Deal found 4/27![United Airlines logo]()
$158
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/2510:52 pm
PDX
- BOS
1 stop9h 24m
United Airlines
Deal found 4/28![United Airlines logo]()
$161
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/1710:55 pm
PDX
- BOS
1 stop7h 30m
United Airlines
Deal found 4/28![United Airlines logo]()
$162
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 April 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $262 (American Airlines) |
One-way from | $139 (Kiwi.com) |
Popular in | December |
Cheapest in | August |
Average price | $424 |
Good round-trip deal | $348 or less |
Good one-way deal | $158 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 April 30, 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 6/2
8:37 am-5:08 pm
Nonstop5h 31m
Boston Logan Intl
Sat 6/6
6:00 am-9:11 am
Nonstop6h 11m
$287
PortlandBoston
PDX - BOS
PDXBOS
Portland
Wed 9/9
6:45 am-9:25 pm
2 stops11h 40m
Boston Logan Intl
Wed 9/16
5:25 am-10:40 am
1 stop8h 15m
$297
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 5/23
9:44 am-11:59 pm
1 stop11h 15m
Boston Logan Intl
Sat 5/30
6:00 am-9:11 am
Nonstop6h 11m
$297
Quickest round-trip
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 7/2
9:56 pm-6:20 am
Nonstop5h 24m
Boston Logan Intl
Wed 7/15
6:03 am-9:19 am
Nonstop6h 16m
$322
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 8/31
7:14 pm-6:09 am
1 stop7h 55m
Boston Logan Intl
Mon 9/7
5:30 am-10:44 am
1 stop8h 14m
$327
PortlandBoston
PDX - BOS
PDXBOS
Portland
Mon 8/17
7:55 pm-9:30 am
2 stops10h 35m
Boston Logan Intl
Wed 8/19
9:25 am-3:00 pm
1 stop8h 35m
$342
PortlandBoston
PDX - BOS
PDXBOS
Portland
Sat 5/16
11:12 pm-9:06 am
1 stop6h 54m
Boston Logan Intl
Tue 5/19
5:51 am-12:30 pm
1 stop9h 39m
$343
PortlandBoston
PDX - BOS
PDXBOS
Portland
Thu 6/11
11:00 am-12:10 am
2 stops10h 10m
Boston Logan Intl
Tue 6/16
5:30 pm-11:30 pm
1 stop9h 00m
$387
PortlandBoston
PDX - BOS
PDXBOS
Portland
Fri 6/26
11:30 pm-3:20 pm
1 stop12h 50m
Boston Logan Intl
Thu 7/2
4:45 pm-11:55 pm
1 stop10h 10m
$397
PortlandBoston
PDX - BOS
PDXBOS
Portland
Tue 9/15
7:05 am-9:25 pm
2 stops11h 20m
Boston Logan Intl
Fri 9/18
8:40 am-11:05 pm
2 stops17h 25m
$398
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 April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Portland-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Portland to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Portland with our price prediction graph.
PDX-BOS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Portland to Boston
Prices
Airlines
More
How far ahead should I book a flight from Portland to Boston?
The best time to book flights from Portland to Boston is 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 $307). Flying from Portland to Boston in December is currently the most expensive (average of $514). 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 April 30, 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 33% 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 April 30, 2026.
See what other customers who have flown with Alaska Airlines,Delta, andHawaiian 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.
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
7.9
Boarding
8.1
Food
7.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
7.9
Boarding
8.1
Food
7.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
7.9
Boarding
8.1
Food
7.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
7.9
Boarding
8.1
Food
7.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
7.9
Boarding
8.1
Food
7.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Comfort
7.8
Entertainment
7.0
Overall
7.9
Boarding
8.1
Food
7.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
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
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Warwick
Peabody
Seabrook
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Waltham
Lowell
Braintree
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Boston flight routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Portland
Popular flights
Alternative routes for Portland to Boston
See prices for flight routes from nearby airports that may be better suited for you.
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 April 30, 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 April 30, 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 April 30, 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 April 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$275 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$339 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$108 | Average$304 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$277 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$390 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$236 | Average$376 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$252 | Average$482 | FlexibilityNo cancel fee | On-time75% |