PWM - BOS

$149 Find Cheap Flights from Portland to Boston - Compare and Save

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Everything you should know

Cheapest round-trip
$279
Typical prices: $296-$925
JetBlue
Tue 11/6Mon 11/12
PWM - BOS • 1 stop
Cheapest one-way
$149
Typical prices: $118-$961
JetBlue
Wed 11/7
PWM - BOS • 1 stop
When to travel
June
Cheapest • 56% price drop
January
Most popular
Good to know
+1
Good to know
+1
Top layover airports
New York John F Kennedy Intl (JFK)
Cheapest • Avg $262 (round-trip)
Newark (EWR)
Shortest trip • 4h 33m (one-way)
Insights
Insights
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Cheap Flights from Portland to Boston (PWM-BOS)

 

Cheap flights from Portland to Boston with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Fri, Nov 6 - Thu, Nov 12
JetBlue Logo
6:30 am - 10:41 amPWM  Portland-BOS Boston Logan Intl
4h 11m1 stop New York John F Kennedy Intl
JetBlue Logo
8:10 pm - 11:43 pmBOS  Boston Logan Intl-PWM Portland
3h 33m1 stop New York John F Kennedy Intl
$279JetBlue
Sat, Oct 31 - Wed, Nov 4
JetBlue Logo
6:30 am - 10:41 amPWM  Portland-BOS Boston Logan Intl
4h 11m1 stop New York John F Kennedy Intl
JetBlue Logo
8:10 pm - 11:43 pmBOS  Boston Logan Intl-PWM Portland
3h 33m1 stop New York John F Kennedy Intl
$297JetBlue
Sat, Oct 31 - Wed, Nov 4
JetBlue Logo
6:30 am - 10:41 amPWM  Portland-BOS Boston Logan Intl
4h 11m1 stop New York John F Kennedy Intl
JetBlue Logo
8:10 pm - 11:43 pmBOS  Boston Logan Intl-PWM Portland
3h 33m1 stop New York John F Kennedy Intl
$364JetBlue
Sun, Nov 1 - Sat, Nov 7
JetBlue Logo
6:30 am - 10:41 amPWM  Portland-BOS Boston Logan Intl
4h 11m1 stop New York John F Kennedy Intl
JetBlue Logo
9:42 am - 11:43 pmBOS  Boston Logan Intl-PWM Portland
14h 01m1 stop New York John F Kennedy Intl
$370JetBlue
Mon, Nov 9 - Mon, Nov 16
Southwest Logo
5:20 am - 9:40 amPWM  Portland-BOS Boston Logan Intl
4h 20m1 stop Baltimore/Washington
Southwest Logo
9:10 am - 2:45 pmBOS  Boston Logan Intl-PWM Portland
5h 35m1 stop Baltimore/Washington
$377Southwest
Wed, Dec 23 - Mon, Dec 28
Southwest Logo
5:20 pm - 9:20 pmPWM  Portland-BOS Boston Logan Intl
4h 00m1 stop Baltimore/Washington
Southwest Logo
5:25 am - 9:50 amBOS  Boston Logan Intl-PWM Portland
4h 25m1 stop Baltimore/Washington
$407Southwest
Thu, Dec 24 - Sat, Jan 2
Southwest Logo
10:25 am - 3:50 pmPWM  Portland-BOS Boston Logan Intl
5h 25m1 stop Baltimore/Washington
Southwest Logo
5:40 am - 9:25 amBOS  Boston Logan Intl-PWM Portland
3h 45m1 stop Baltimore/Washington
$427Southwest
Sat, Oct 24 - Tue, Oct 27
JetBlue Logo
6:00 am - 10:51 amPWM  Portland-BOS Boston Logan Intl
4h 51m1 stop New York John F Kennedy Intl
JetBlue Logo
8:10 pm - 11:43 pmBOS  Boston Logan Intl-PWM Portland
3h 33m1 stop New York John F Kennedy Intl
$431JetBlue
Tue, Nov 24 - Sat, Nov 28
Southwest Logo
5:25 am - 11:55 amPWM  Portland-BOS Boston Logan Intl
6h 30m1 stop Baltimore/Washington
Southwest Logo
5:40 am - 9:25 amBOS  Boston Logan Intl-PWM Portland
3h 45m1 stop Baltimore/Washington
$514Southwest
Sat, Oct 24 - Thu, Dec 31
Southwest Logo
9:25 am - 3:20 pmPWM  Portland-BOS Boston Logan Intl
5h 55m1 stop Baltimore/Washington
Southwest Logo
7:55 am - 2:45 pmBOS  Boston Logan Intl-PWM Portland
6h 50m1 stop Baltimore/Washington
$557Southwest

Price, demand and travel trends for Portland to Boston flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Portland to Boston?

Round-trip flights from Portland to Boston typically range from $296 to $925. The lowest price found in the past 5 days was $279, on JetBlue.

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Key details for Portland to Boston flights

Cheapest flight

$149
The most popular month to fly with an average 14% increase in travelers.
One-way flight from Portland to Boston

When to book flights from Portland to Boston

Are your dates flexible? Find out the best times to travel from Portland to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Portland to Boston flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Portland to Boston?

    Only Economy Class is available on flights from Portland to Boston.

  • How long is a flight from Portland to Boston?

    There are currently no nonstop flights available from Portland to Boston. Flights with 1 layover take between 4h 28m and 6h 36m in total, depending on the connection.

  • Do I need a passport to fly from Portland to Boston?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • Have flight prices from Portland to Boston changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $279 to $980. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Portland to Boston looking right now?

    One-way fares from Portland to Boston are currently lower than usual. Average one-way flight prices are about $243, which is 75% below the typical average for this route.

  • What car rental options are available at Boston Logan Intl Airport (BOS)?

    Boston Logan Intl Airport (BOS) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Thrifty
    • Sixt

  • Which airports can I use when flying from Portland to Boston?

    Flights from Portland to Boston usually depart from Portland (PWM) and arrive at Boston Logan Intl (BOS).

  • Which airports do connecting flights from Portland to Boston pass through?

    One-stop flights from Portland to Boston most commonly connect through:

    • Philadelphia (PHL) - 38% of one-stop connections
    • Baltimore/Washington (BWI) - 25% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 25% of one-stop connections
    • Newark (EWR) - 13% of one-stop connections

  • Can I save money by using flexible dates for flights from Portland to Boston?

    Yes. Flexible dates can save you up to 70% on flights from Portland to Boston. Thursday is the cheapest departure day at $296 round-trip on average, while Tuesday is the most expensive at $963, a difference of $667.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Portland to Boston?

    Flying via New York John F Kennedy Intl (JFK) gives the shortest average 1-stop total travel time at 4h 28m, compared with 4h 33m via Newark (EWR) and 4h 54m via Baltimore/Washington (BWI).

  • What popular places can I visit in Boston?

    Some of the most popular sights in Boston are TD Garden, Fenway Park and Boston Common. These are among the most viewed places in Boston on KAYAK.

Your guide to booking Portland to Boston flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Tuesday. On this route, Thursday flights average $296, about $667 less than Tuesday fares (69% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Portland to Boston trip for June. Fares historically average $228 round-trip in that month - typically $735 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Boston Logan Intl Airport.

    • Hyatt Regency Boston Harbor
    • Hilton Garden Inn Boston Logan Airport
    • Hilton Boston Logan Airport

More options for your flight from Portland to Boston

Complete your trip to Boston with a hotel stay or car rental

Car rentals in Boston
Hotels in Boston
Vacations in Boston