Cheap Flights from Portland, OR to Boston, MA from $111

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 $111, 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: $111 (one-way), $190 (round-trip).
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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 Arrival Flight Details Flight Duration Price
07:00 — 15:25
07:00 — 15:25 HA6330 Hawaiian Airlines
Portland — Boston
5h 25m
Find flight
from$163
07:00 — 15:26
07:00 — 15:26 HA6218 Hawaiian Airlines
Portland — Boston
5h 26m
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from$201
07:00 — 15:25
07:00 — 15:25 AS358 Alaska Airlines
Portland — Boston
5h 25m
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from$242
21:37 — 06:00
+1 day
21:37 — 06:00 HA6331 Hawaiian Airlines
Portland — Boston
5h 23m
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from$111
21:37 — 06:00
+1 day
21:37 — 06:00 AS436 Alaska Airlines
Portland — Boston
5h 23m
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from$115
21:42 — 06:10
+1 day
21:42 — 06:10 AS514 Alaska Airlines
Portland — Boston
5h 28m
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from$116
07:58 — 09:19
+1 day
07:58 — 13:12 SY1634 Sun Country Airlines
Portland — Minneapolis
16h 24m stop
05:36 — 09:19 SY249 Sun Country Airlines
Minneapolis — Boston
22h 21m
including layover
Find flight
from$198
10:30 — 16:00
+1 day
10:30 — 12:17 AS128 Alaska Airlines
Portland — San Francisco
18h 54m stop
07:11 — 16:00 AS356 Alaska Airlines
San Francisco — Boston
26h 30m
including layover
Find flight
from$198
10:55 — 23:55
10:55 — 14:30 UA1027 United Airlines
Portland — Denver
3h 22m stop
17:52 — 23:55 UA503 United Airlines
Denver — Boston
10h
including layover
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from$199
11:57 — 23:59
11:58 — 12:55 HA6228 Hawaiian Airlines
Portland — Seattle
2h 51m stop
15:40 — 00:06 HA6627 Hawaiian Airlines
Seattle — Boston
9h 2m
including layover
Find flight
from$179
11:57 — 23:59
11:58 — 12:55 AS2124 Alaska Airlines
Portland — Seattle
2h 51m stop
15:40 — 00:06 AS460 Alaska Airlines
Seattle — Boston
9h 2m
including layover
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from$188
14:12 — 00:59
+1 day
14:12 — 20:25 UA1492 United Airlines
Portland — Chicago
1h 7m stop
21:32 — 00:59 UA1779 United Airlines
Chicago — Boston
7h 47m
including layover
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from$199
14:30 — 16:00
+1 day
14:30 — 16:17 AS836 Alaska Airlines
Portland — San Francisco
14h 54m stop
07:11 — 16:00 AS356 Alaska Airlines
San Francisco — Boston
22h 30m
including layover
Find flight
from$198
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
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from$141
16:46 — 08:00
+1 day
16:46 — 17:50 HA4831 Hawaiian Airlines
Portland — Seattle
5h 44m stop
23:34 — 08:00 HA6628 Hawaiian Airlines
Seattle — Boston
12h 14m
including layover
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from$198
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$163
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
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from$125
19:34 — 08:00
+1 day
19:34 — 20:35 AS3252 Alaska Airlines
Portland — Seattle
2h 59m stop
23:34 — 08:00 AS536 Alaska Airlines
Seattle — Boston
9h 26m
including layover
Find flight
from$166
19:40 — 08:00
+1 day
19:40 — 20:35 HA6412 Hawaiian Airlines
Portland — Seattle
3h 5m stop
23:40 — 08:00 HA6628 Hawaiian Airlines
Seattle — Boston
9h 20m
including layover
Find flight
from$180
20:45 — 07:20
+1 day
20:45 — 21:41 HA6399 Hawaiian Airlines
Portland — Seattle
1h 19m stop
23:00 — 07:20 HA6628 Hawaiian Airlines
Seattle — Boston
7h 35m
including layover
Find flight
from$180
20:59 — 08:00
+1 day
20:59 — 21:54 HA6567 Hawaiian Airlines
Portland — Seattle
1h 46m stop
23:40 — 08:00 HA6628 Hawaiian Airlines
Seattle — Boston
8h 1m
including layover
Find flight
from$180
22:21 — 09:49
+1 day
22:20 — 06:29 UA498 United Airlines
Portland — Newark
2h stop
08:30 — 09:49 UA2669 United Airlines
Newark — Boston
8h 28m
including layover
Find flight
from$198
22:55 — 09:26
+1 day
22:59 — 05:00 UA2228 United Airlines
Portland — Chicago
1h 4m stop
06:30 — 09:56 UA2104 United Airlines
Chicago — Boston
7h 31m
including layover
Find flight
from$198
23:59 — 10:37
+1 day
23:59 — 05:13 SY298 Sun Country Airlines
Portland — Minneapolis
1h 41m stop
06:54 — 10:37 SY251 Sun Country Airlines
Minneapolis — Boston
7h 38m
including layover
Find flight
from$183
23:59 — 10:37
+1 day
23:59 — 05:13 SY298 Sun Country Airlines
Portland — Minneapolis
1h 41m stop
06:54 — 10:37 SY1605 Sun Country Airlines
Minneapolis — Boston
7h 38m
including layover
Find flight
from$183
09:22 — 12:01
+1 day
09:11 — 16:18 G4371 Allegiant Air
Portland — Covington
5h 51m stop
22:20 — 23:10 G43085 Allegiant Air
Covington — Fort Walton Beach
8h 50m stop
08:00 — 12:01 G41443 Allegiant Air
Fort Walton Beach — Boston
23h 39m
including layover
Find flight
from$167
09:22 — 09:19
+1 day
09:22 — 16:29 G4371 Allegiant Air
Portland — Covington
3h 19m stop
19:48 — 20:48 SY220 Sun Country Airlines
Covington — Minneapolis
8h 48m stop
05:36 — 09:19 SY249 Sun Country Airlines
Minneapolis — Boston
20h 57m
including layover
Find flight
from$186
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$129
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$144
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$159
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$148
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$129
*Departure and arrival times - local. Updated on August 29, 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 111 $), june (from 111 $), august (from 111 $).

The most expensive months are february (from 344 $), november (from 328 $), january (from 297 $).

What is the lowest airfare Portland to Boston?

The cheapest plane ticket found by our users is $111. 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
$111
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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 $ 115 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 5261.

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 $111.

  • AS - Alaska Airlines
    from $115
    Find
  • HA - Hawaiian Airlines
    from $111
    Find
See more direct flights

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 $125.

  • AS - Alaska Airlines
    from $166
    Find
  • SY - Sun Country Airlines
    from $163
    Find
  • TK - Turkish Airlines
    from $2845
    Find
  • HA - Hawaiian Airlines
    from $159
    Find
  • UA - United Airlines
    from $198
    Find
  • G4 - Allegiant Air
    from $125
    Find
  • NK - Spirit Airlines
    from $129
    Find
See more connecting flights

Airports

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

Portland airports

  • Portland-PDX
    from $111
    Find

Boston airports

  • Boston City Heliport-JBC
    Find
  • Boston RT128 Rail-ZRU
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  • Boston South Rail-ZTO
    Find
  • Logan-BOS
    Find

How to book a plane ticket yourself?

How to book an air 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.

    To find a plane ticket, please select dates.

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