Cheap Flights from Portland, OR to Boston, MA from $108

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On Cheapflightsplus.com you will find 6 direct and 405 connecting flights from Portland to Boston. You can compare airfare deals from 7 airlines and multiple travel sites from $108, book and save on cheap plane tickets and last minute offers. Also check out PDX-BOS flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Portland to Boston Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $108 (one-way), $185 (round-trip).

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Best Flights from Portland to Boston Today

Take a look at the list of non stop flights and flights with layovers from Portland to Boston with the lowest price of $108. The fastest direct flight takes 5h 23m and the fastest connecting – 7h 1m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $108 Find flight	21:37 Portland Portland	06:00+1 день Boston Logan	5h 23m	Hawaiian Airlines	HA6331
from $112 Find flight	21:37 Portland Portland	06:00+1 день Boston Logan	5h 23m	Alaska Airlines	AS436
from $159 Find flight	07:00 Portland Portland	15:25 Boston Logan	5h 25m	Hawaiian Airlines	HA6330
from $121 Find flight	18:13 Portland Portland	09:49+1 день Boston Logan	12h 36m layover 6h 22m - Des Moines	Allegiant Air	G4438 G4446
from $155 Find flight	21:30 Portland Portland	08:00+1 день Boston Logan	7h 30m layover 1h 5m - Seattle	Hawaiian Airlines	HA6414 HA6628
from $126 Find flight	18:39 Portland Portland	08:39+1 день Boston Logan	11h 0m layover 2h 5m - Las Vegas 1h 15m - Detroit	Spirit Airlines	NK2099 NK2144 NK2149
from $154 Find flight	16:37 Portland Portland	15:37+1 день Boston Logan	20h 0m layover 6h 21m - Indianapolis 3h 40m - Miami	Allegiant Air	G43511 G4603 NK2126

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 18, 2025

Flight Schedule Portland (Oregon) to Boston (Massachusetts)

Full flight schedule will help you in detecting at what time planes fly from Portland to Boston. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
07:00 — 15:25	07:00 — 15:25 HA6330 Hawaiian Airlines Portland — Boston	5h 25m	Find flight from$159
07:00 — 15:26	07:00 — 15:26 HA6218 Hawaiian Airlines Portland — Boston	5h 26m	Find flight from$195
07:00 — 15:25	07:00 — 15:25 AS358 Alaska Airlines Portland — Boston	5h 25m	Find flight from$235
13:37 — 08:41 +1 day	13:37 — 15:48 NK2513 Spirit Airlines Portland — Las Vegas 6h 41m stop 22:29 — 05:23 NK2144 Spirit Airlines Las Vegas — Detroit 1h 22m stop 06:45 — 08:41 NK2149 Spirit Airlines Detroit — Boston	16h 4m including layover	Find flight from$126
13:37 — 14:44 +1 day	13:37 — 15:48 NK2513 Spirit Airlines Portland — Las Vegas 5h 36m stop 21:24 — 05:14 NK954 Spirit Airlines Las Vegas — Miami 6h 15m stop 11:29 — 14:44 NK2126 Spirit Airlines Miami — Boston	22h 7m including layover	Find flight from$140
15:27 — 10:28 +1 day	15:27 — 22:17 G4568 Allegiant Air Portland — Grand Rapids 10h 13m stop 08:30 — 10:28 G4557 Allegiant Air Grand Rapids — Boston	16h 1m including layover	Find flight from$137
16:37 — 15:37 +1 day	16:35 — 23:37 G43511 Allegiant Air Portland — Indianapolis 6h 21m stop 06:00 — 08:37 G4603 Allegiant Air Indianapolis — Miami 3h 40m stop 12:29 — 15:44 NK2126 Spirit Airlines Miami — Boston	20h including layover	Find flight from$154
17:40 — 14:44 +1 day	17:40 — 19:49 NK2099 Spirit Airlines Portland — Las Vegas 1h 35m stop 21:24 — 05:14 NK954 Spirit Airlines Las Vegas — Miami 6h 15m stop 11:29 — 14:44 NK2126 Spirit Airlines Miami — Boston	18h 4m including layover	Find flight from$144
17:46 — 09:19 +1 day	17:46 — 23:00 SY296 Sun Country Airlines Portland — Minneapolis 6h 36m stop 05:36 — 09:19 SY249 Sun Country Airlines Minneapolis — Boston	12h 33m including layover	Find flight from$158
18:13 — 09:49 +1 day	18:13 — 23:38 G4438 Allegiant Air Portland — Des Moines 6h 22m stop 06:00 — 09:49 G4446 Allegiant Air Des Moines — Boston	12h 36m including layover	Find flight from$121
18:39 — 08:39 +1 day	17:40 — 19:49 NK2099 Spirit Airlines Portland — Las Vegas 2h 5m stop 22:29 — 05:23 NK2144 Spirit Airlines Las Vegas — Detroit 1h 15m stop 06:45 — 08:41 NK2149 Spirit Airlines Detroit — Boston	11h including layover	Find flight from$126
21:30 — 08:00 +1 day	21:30 — 22:29 HA6414 Hawaiian Airlines Portland — Seattle 1h 5m stop 23:34 — 08:00 HA6628 Hawaiian Airlines Seattle — Boston	7h 30m including layover	Find flight from$155
21:37 — 06:00 +1 day	21:37 — 06:00 HA6331 Hawaiian Airlines Portland — Boston	5h 23m	Find flight from$108
21:37 — 06:00 +1 day	21:37 — 06:00 AS436 Alaska Airlines Portland — Boston	5h 23m	Find flight from$112
21:42 — 06:10 +1 day	21:42 — 06:10 AS514 Alaska Airlines Portland — Boston	5h 28m	Find flight from$113

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on September 18, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Portland to Boston depends on and how to choose the most interesting flight option for you.

Distance between Portland and Boston is 4072 miles. Time difference between the cities is 3h. Airplanes depart 05:00 to 23:59 from 1 Portland airport and arrive 05:00 to 23:59 to 4 Boston airports. Average flight time is 5h 25m.

The fastest flight 5h 23m
Average flight time 5h 25m
The earliest flight 05:00
The latest flight 23:59
Distance 2531 ml

The cheapest months to travel to Boston are july (from 108 $), june (from 108 $), august (from 108 $).

The most expensive months are february (from 334 $), november (from 319 $), january (from 289 $).

What is the lowest airfare Portland to Boston?

The cheapest plane ticket found by our users is $108. This airfare is for economy class on one-way HA6331 flight by Hawaiian Airlines for July 5, 2025 which leaves Portland in Portland at 21:37 am and arrives at Boston Logan at 06:00.

Economy class

$108

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Business class

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First class

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Popular Airlines on the Route

The flight Portland — Boston is served by 7 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 82 departures per week at the price of from $ 112 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 5114.

Direct flights

There are 6 nonstop flights on the route. The fastest direct flight is HA6331 by Hawaiian Airlines takes 5h 23m and the cheapest is HA6331 by Hawaiian Airlines for $108.

AS - Alaska Airlines

from $112

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HA - Hawaiian Airlines

from $108

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Connecting Flights

There are 405 flights with layovers on the route. The fastest connecting flight is AS3408 by Alaska Airlines takes 7h 1m and the cheapest is HA6331 by Hawaiian Airlines for $121.

AS - Alaska Airlines

from $162

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SY - Sun Country Airlines

from $158

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TK - Turkish Airlines

from $2766

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HA - Hawaiian Airlines

from $155

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UA - United Airlines

from $193

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G4 - Allegiant Air

from $121

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NK - Spirit Airlines

from $126

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Airports

You can fly from Portland to Boston from 1 airports (Portland).

Portland airports

Portland-PDX

from $108
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Boston airports

Boston City Heliport-JBC

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Boston RT128 Rail-ZRU

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Boston South Rail-ZTO

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Logan-BOS

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Airplanes

There are flights to Boston from Portland by 7 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.

Boeing 737-800

from $289

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Top Domestic Destinations from Portland

You may also consider searching for discounted plane tickets to some other popular places from Portland within United States.

Portland — Boston

from $62

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Portland — San Francisco

from $56

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Portland — Dallas

from $59

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Portland — Boise

from $66

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Portland — Miami

from $65

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Portland — Houston

from $79

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Portland — San Jose

from $59

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Portland — Orlando

from $63

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Portland — Tampa

from $67

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Portland — Minneapolis

from $55

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Top International Destinations from Portland

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Portland — Paris

from $69

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Portland — Dublin

from $78

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Portland — Mexico City

from $55

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Portland — Frankfurt

from $70

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Portland — Sydney

from $79

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Portland — Madrid

from $71

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Portland — Bangkok

from $60

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How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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