$167+ Cheap flights from Portland to Boston (PDX - BOS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Oct 7 — Oct 141
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Boston with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Portland to Boston Logan Intl are usually found in January or May, booked 39 days in advance, depart on a Friday or Thursday 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 September 7, 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 September 7, 2026.
This SmartFares deal was found by Cheapflights users on 9/6. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:44 pm -
Nonstop5h 28m
Wed 10/284:46 pm -
Nonstop6h 14m
Deal found 9/6![Alaska Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/217:02 am -
1 stop7h 35m
Sat 10/2410:36 am -
1 stop8h 20m
Deal found 9/3![United Airlines logo]()
$343
This United Airlines deal was found by Cheapflights users on 9/3. 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.
Sat 11/1411:10 pm -
1 stop7h 07m
Tue 11/176:00 am -
2 stops10h 22m
Deal found 9/3![United Airlines logo]()
$348
This lol.travel deal was found by Cheapflights users on 9/6. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:03 am -
Nonstop5h 40m
Sat 11/79:03 am -
Nonstop6h 20m
Deal found 9/6![Alaska Airlines logo]()
$351
This Alaska Airlines deal was found by Cheapflights users on 9/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:49 pm -
1 stop12h 32m
Thu 10/297:51 am -
1 stop13h 27m
Deal found 9/4![Alaska Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/78:30 am -
1 stop7h 52m
Wed 10/212:15 pm -
1 stop8h 55m
Deal found 9/3![United Airlines logo]()
$360
This Expedia deal was found by Cheapflights users on 9/7. 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.
Tue 11/310:59 pm -
Nonstop5h 21m
Wed 11/49:03 am -
Nonstop6h 20m
Deal found 9/7![Alaska Airlines logo]()
$362
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:44 pm -
Nonstop5h 28m
Tue 10/277:51 am -
1 stop13h 27m
Deal found 9/3![Alaska Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/2111:30 pm -
1 stop7h 03m
Tue 10/276:00 am -
2 stops10h 22m
Deal found 9/3![United Airlines logo]()
$365
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 September 7, 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 September 7, 2026.
This Southwest deal was found by Cheapflights users on 9/3. 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.
Thu 11/127:00 pm -
2 stops10h 05m
Sun 11/155:00 am -
1 stop8h 40m
Deal found 9/3![Southwest logo]()
$375
This United Airlines deal was found by Cheapflights users on 9/4. 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.
Fri 10/22:27 pm -
1 stop7h 27m
Tue 10/69:23 am -
1 stop9h 33m
Deal found 9/4![United Airlines logo]()
$377
This Alaska Airlines deal was found by Cheapflights users on 9/5. 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 12/219:50 pm -
Nonstop5h 30m
Tue 1/54:56 pm -
Nonstop6h 25m
Deal found 9/5![Alaska Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3011:35 pm -
2 stops9h 55m
Sun 11/85:00 am -
1 stop8h 40m
Deal found 9/7![Southwest logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/189:44 pm -
Nonstop5h 28m
Sat 10/317:51 am -
1 stop12h 00m
Deal found 9/6![Alaska Airlines logo]()
$417
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:03 am -
1 stop17h 25m
Sun 11/19:03 am -
Nonstop6h 20m
Deal found 9/6![Alaska Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 9/3. 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 2/2510:59 pm -
2 stops13h 26m
Mon 3/11:30 pm -
2 stops12h 42m
Deal found 9/3![United Airlines logo]()
$497
This Southwest deal was found by Cheapflights users on 9/6. 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 11/207:00 pm -
2 stops10h 05m
Fri 12/45:30 am -
2 stops10h 05m
Deal found 9/6![Southwest logo]()
$477
This Alaska Airlines deal was found by Cheapflights users on 9/2. 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.
Wed 12/239:50 pm -
Nonstop5h 30m
Thu 12/316:00 am -
Nonstop6h 40m
Deal found 9/2![Alaska Airlines logo]()
$447
This United Airlines deal was found by Cheapflights users on 9/5. 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.
Mon 12/2111:59 pm -
1 stop7h 18m
Tue 1/57:15 am -
2 stops14h 24m
Deal found 9/5![United Airlines logo]()
$512
This Alaska Airlines deal was found by Cheapflights users on 9/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:09 am -
1 stop13h 50m
Mon 10/264:46 pm -
Nonstop6h 14m
Deal found 9/4![Alaska Airlines logo]()
$452
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/72:27 pm -
1 stop7h 27m
Sun 10/116:00 am -
1 stop8h 33m
Deal found 9/6![United Airlines logo]()
$513
Last-minute flights from Portland to BostonDiscover last-minute flight deals from Portland to Boston. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Boston. Data last updated September 7, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/78:30 am -
1 stop7h 52m
Wed 10/212:15 pm -
1 stop8h 55m
Deal found 9/3![United Airlines logo]()
$360
This Alaska Airlines deal was found by Cheapflights users on 9/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:49 pm -
1 stop12h 32m
Thu 10/297:51 am -
1 stop13h 27m
Deal found 9/4![Alaska Airlines logo]()
$359
This SmartFares deal was found by Cheapflights users on 9/6. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:44 pm -
Nonstop5h 28m
Wed 10/284:46 pm -
Nonstop6h 14m
Deal found 9/6![Alaska Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/217:02 am -
1 stop7h 35m
Sat 10/2410:36 am -
1 stop8h 20m
Deal found 9/3![United Airlines logo]()
$343
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:44 pm -
Nonstop5h 28m
Tue 10/277:51 am -
1 stop13h 27m
Deal found 9/3![Alaska Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 9/3. 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 10/2111:30 pm -
1 stop7h 03m
Tue 10/276:00 am -
2 stops10h 22m
Deal found 9/3![United Airlines logo]()
$365
This Travelocity deal was found by Cheapflights users on 9/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:44 pm -
Nonstop5h 28m
Tue 11/39:03 am -
Nonstop6h 20m
Deal found 9/2![Alaska Airlines logo]()
$367
This Expedia deal was found by Cheapflights users on 9/2. 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.
Tue 10/279:44 pm -
Nonstop5h 28m
Wed 10/287:51 am -
1 stop12h 00m
Deal found 9/2![Alaska Airlines logo]()
$369
This lol.travel deal was found by Cheapflights users on 9/6. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:03 am -
Nonstop5h 40m
Sat 11/79:03 am -
Nonstop6h 20m
Deal found 9/6![Alaska Airlines logo]()
$351
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 September 7, 2026.
Search for one-way flight options from Portland to Boston. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This United Airlines deal was found by Cheapflights users on 9/3. 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.
Sat 10/317:00 am -
1 stop11h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![United Airlines logo]()
$167
This Southwest deal was found by Cheapflights users on 9/3. 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.
Mon 10/2611:35 pm -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 9/3. 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.
Fri 11/1311:20 am -
2 stops9h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$177
This Alaska Airlines deal was found by Cheapflights users on 9/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/62:53 pm -
1 stop11h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Alaska Airlines logo]()
$180
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/37:00 am -
Nonstop5h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Alaska Airlines logo]()
$184
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:30 pm -
1 stop9h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$188
This United Airlines deal was found by Cheapflights users on 9/4. 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 9/2911:30 pm -
1 stop8h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![United Airlines logo]()
$189
This Alaska Airlines deal was found by Cheapflights users on 9/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:53 pm -
1 stop11h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Alaska Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 9/5. 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 11/410:15 am -
2 stops10h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 9/3. 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.
Mon 9/2110:45 pm -
1 stop7h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 9/2. 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 10/129:15 pm -
2 stops15h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/65:45 pm -
1 stop9h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$204
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 September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $340 (SmartFares) |
One-way from | $167 (United Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $411 |
Good round-trip deal | $391 or less |
Good one-way deal | $228 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 7,457,451 searches. Data last updated September 7, 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
Quickest round-trip
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Wed 3/3
7:00 am-3:27 pm
Nonstop5h 27m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$184
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Tue 10/6
9:44 pm-6:12 am
Nonstop5h 28m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$184
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Mon 10/5
11:35 pm-12:30 pm
1 stop9h 55m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$189
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Tue 11/3
10:47 am-11:35 pm
1 stop9h 48m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$189
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Thu 10/1
10:58 am-10:45 pm
1 stop8h 47m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$189
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Thu 10/22
2:27 pm-12:54 am
1 stop7h 27m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$189
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Sat 3/6
5:45 pm-6:33 am
1 stop9h 48m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$194
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Tue 3/2
5:00 am-4:46 pm
1 stop8h 46m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$194
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Thu 9/24
10:00 pm-11:15 am
1 stop10h 15m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$199
PortlandBoston
PDX Portland - BOS Boston Logan Intl
PDXBOS
Portland
Sun 2/28
7:40 pm-6:33 am
1 stop7h 53m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$199
Showing 1-10 of 24 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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Portland-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Portland to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Portland with our price prediction graph.
PDX-BOS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Portland to Boston
Prices
Airlines
More
How far ahead should I book a flight from Portland to Boston?
The best time to book flights from Portland to Boston is 90 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Portland to Boston?
Currently, January is the cheapest month in which you can book a flight from Portland to Boston (average of $327). Flying from Portland to Boston in December is currently the most expensive (average of $529). 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 September 7, 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 31% 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 September 7, 2026.
See what other customers who have flown with Alaska Airlines,Delta, andUnited Airlines from Portland to Boston have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
7.8
Overall
7.9
Food
7.0
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Food
7.0
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Food
7.0
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Food
7.0
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Food
7.0
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Boarding
8.1
Comfort
7.8
Overall
7.9
Food
7.0
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Related info for your journey
Find useful and relevant information for your journey from Portland to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
Brockton
Seekonk
Dedham
Cranston
Warwick
Pawtucket
Peabody
Auburn
Revere
York Beach
Londonderry
Fitchburg
North Falmouth
Swansea
Chelsea
Braintree
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Portland and Boston flights
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Top 7 airlines flying from Portland to Boston
Discover the top 7 airlines that operate flights from Portland to Boston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$119 | Average$292 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$337 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$208 | Average$412 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$227 | Average$364 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$236 | Average$379 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$289 | Average$511 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$337 | Average$427 | FlexibilityNo cancel fee | On-time85% |