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Cheap flights Boston — Portland

from $297 4 077 km ~5h 18m 8 flights found 3 airlines cheapest on Tuesday
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $297 on 29.12.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 3 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
29 Dec 2026, Tue
American Airlines AA 2527
14:00
BOS Logan International Airport
22:54
PDX Portland International Airport
8h 54m 1 stop
View this ticket
28 Dec 2026, Mon
Southwest Airlines WN 816
06:25
BOS Logan International Airport
14:55
PDX Portland International Airport
8h 30m 2 stops
View this ticket
29 Dec 2026, Tue
Alaska Airlines AS 311
14:00
BOS Logan International Airport
20:40
PDX Portland International Airport
6h 40m Direct
View this ticket
29 Dec 2026, Tue
Southwest Airlines WN 816
06:25
BOS Logan International Airport
14:55
PDX Portland International Airport
8h 30m 2 stops
View this ticket
28 Dec 2026, Mon
Alaska Airlines AS 311
14:00
BOS Logan International Airport
20:40
PDX Portland International Airport
6h 40m Direct
View this ticket
27 Dec 2026, Sun
Alaska Airlines AS 311
14:00
BOS Logan International Airport
20:40
PDX Portland International Airport
6h 40m Direct
View this ticket
Route characteristics
Distance
4 077 km
Flight time
5h 18m
Time difference
-3h
Minimum price
from $297 (29.12.2026)
Average price
$350
Maximum price
$446
Departures per week
1
Cheapest day
Tuesday
Departure airports (1)
BOS Logan International Airport
Arrival airports (1)
PDX Portland International Airport
Airlines (3)
AA American Airlines WN Southwest Airlines AS Alaska Airlines
Agencies (4)
Trip.com City.Travel Kupi.com Tickets
Prices by day of week
Airlines — cheapest prices 3
American Airlines
American Airlines
1 flights · 1 days
$297
Southwest Airlines
Southwest Airlines
Low-cost 2 flights · 2 days
$308
Alaska Airlines
Alaska Airlines
5 flights · 4 days
$319
Where to buy tickets 4
Trip.com
4 tickets · 3 days
from $297
City.Travel
2 tickets · 2 days
from $308
Kupi.com
1 tickets · 1 days
from $319
Tickets
1 tickets · 1 days
from $421
Airports

From — Boston (1)

  • BOS Logan International Airport

To — Portland (1)

  • PDX Portland International Airport
Other destinations from Boston
Frequently asked questions about the route Boston — Portland
How long is the flight from Boston to Portland?
Approximate flight time — 5h 18m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Boston to Portland?
The straight-line distance — 4 077 km.
How much do flights from Boston to Portland cost?
The minimum price over 3 months — from $297 on 29.12.2026.
What is the average ticket price?
The average price — $350. Range: $297 — $446.
What is the time difference between Boston and Portland?
The difference — -3h.
From which airports does Boston operate flights?
From Boston: BOS (Logan International Airport).
To which airports in Portland do flights arrive?
To Portland: PDX (Portland International Airport).
Which airlines fly this route?
This route is served by 3 airlines: American Airlines, Southwest Airlines, Alaska Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $327. Total direct flights found: 3.
Which day of the week is cheapest?
The cheapest day of the week — Tuesday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Boston — Portland

Flights Boston — Portland is a popular route. The straight-line distance is 4 077 km. Flight time 5h 18m. Time difference -3h.

From Boston (BOS) flights depart from 1 airport: BOS. To Portland (PDX) — 1 arrival airport: PDX.

3 airlines operate on this route: American Airlines, Southwest Airlines, Alaska Airlines.

The minimum price for the next 3 months — from $297 (29.12.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $350, ranging from $297 to $446. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Tuesday.

Other destinations in United States from Boston