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$102+ Cheap flights from Portland, ME to Boston (PWM - BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BOS
ago. 3 — ago. 101
dom. 8/3
dom. 8/10
1 adult, Economy
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Cheap flight deals from Portland to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) 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 julio 29, 2025.

Round-trip from

$203
(JetBlue)

One-way from

$102
(Priceline)
From Portland to Boston Logan Intl
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One-way flight from Portland to Boston Logan Intl
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Find flight deals from Portland to Boston

Cheapest flights from Portland to Boston
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 julio 29, 2025.

This JetBlue deal was found by Cheapflights users on 7/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/236:10 amPWM - BOS
1 stop6h 52mJetBlue
mar. 8/267:40 pmBOS - PWM
1 stop4h 37mJetBlue
Deal found 7/29$203
This Delta deal was found by Cheapflights users on 7/27. 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.
mié. 8/136:00 amPWM - BOS
1 stop8h 14mDelta
mar. 8/199:59 amBOS - PWM
1 stop14h 49mDelta
Deal found 7/27$343
This United Airlines deal was found by Cheapflights users on 7/28. 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.
sáb. 9/206:23 pmPWM - BOS
1 stop15h 33mUnited Airlines
lun. 9/225:30 amBOS - PWM
2 stops17h 33mUnited Airlines
Deal found 7/28$479
This American Airlines deal was found by Cheapflights users on 7/28. 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.
dom. 9/79:00 amPWM - BOS
1 stop9h 59mAmerican Airlines
dom. 9/1412:30 pmBOS - PWM
1 stop7h 49mAmerican Airlines
Deal found 7/28$498
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/129:46 amPWM - BOS
2 stops13h 24mMultiple Airlines
dom. 9/142:53 pmBOS - PWM
1 stop18h 13mMultiple Airlines
Deal found 7/28$512

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 2,558,603 searches. Data last updated julio 29, 2025.
Use the filters below to find and compare flights from Portland to Boston that are best for you.

Fly from

Portland

Fly to

Boston

Route

Depart

Return

Price

PortlandBoston

PWM - BOS

PWMBOS

Portland

sáb. 8/23

6:10 am-1:02 pm

1 stop6h 52m

Boston Logan Intl

mar. 8/26

7:40 pm-12:17 am

1 stop4h 37m

$203

PortlandBoston

PWM - BOS

PWMBOS

Portland

mié. 8/13

6:00 am-2:14 pm

1 stop8h 14m

Boston Logan Intl

mar. 8/19

9:59 am-12:48 am

1 stop14h 49m

$343

PortlandBoston

PWM - BOS

PWMBOS

Portland

sáb. 9/20

6:23 pm-9:56 am

1 stop15h 33m

Boston Logan Intl

lun. 9/22

5:30 am-11:03 pm

2 stops17h 33m

$479

PortlandBoston

PWM - BOS

PWMBOS

Portland

dom. 9/7

9:00 am-6:59 pm

1 stop9h 59m

Boston Logan Intl

dom. 9/14

12:30 pm-8:19 pm

1 stop7h 49m

$498

PortlandBoston

PWM - BOS

PWMBOS

Portland

vie. 9/12

9:46 am-11:10 pm

2 stops13h 24m

Boston Logan Intl

dom. 9/14

2:53 pm-9:06 am

1 stop18h 13m

$512

PortlandBoston

PWM - BOS

PWMBOS

Portland

sáb. 8/23

6:05 am-9:36 am

1 stop3h 31m

$102

PortlandBoston

PWM - BOS

PWMBOS

Portland

jue. 8/7

12:46 pm-10:37 am

1 stop21h 51m

$198

PortlandBoston

PWM - BOS

PWMBOS

Portland

sáb. 8/23

8:07 pm-10:34 pm

2 stops26h 27m

$220

PortlandBoston

PWM - BOS

PWMBOS

Portland

mar. 9/16

3:11 pm-5:34 pm

2 stops26h 23m

$304

PortlandBoston

PWM - BOS

PWMBOS

Portland

jue. 8/7

6:05 am-3:18 pm

2 stops9h 13m

$490

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 11 results
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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.
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

What is the cheapest month to book a flight from Portland, Maine to Boston?

Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Boston (average of $218). Flying from Portland, Maine to Boston in July is currently the most expensive (average of $311). 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 PWM 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 julio 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 64% on flights from Portland, Maine to Boston by exploring options for tickets at noon.

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 julio 29, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and JetBlue from Portland to Boston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,979 reviews

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.3
Good
2,913 reviews
Delta
8.0
Very good
7,979 reviews

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,979 reviews

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Sun Country Air
6.9
Okay
333 reviews
Delta
8.0
Very good
7,979 reviews

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Portland, Maine to Boston round-trip?

    Our cheapest airline available from Portland, Maine to Boston is JetBlue. Our recent data shows that you can find tickets from as low as $203 on this airline. Additional options worth looking into are Delta and United Airlines, starting at $343 and $479 round-trip.

  • What are the cheapest airlines to fly from Portland, Maine to Boston one-way?

    $102 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Sun Country Air and United Airlines, with prices starting from $198 and $304, respectively.

  • Can I find deals for flights from Portland to Boston that include hotel bookings?

    Yes. In addition to deals on Portland to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Boston.

  • Can I find deals for business class flights from Portland to Boston?

    Yes. Cheapflights offers flight deals from Portland to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Boston?

    Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Boston (average of $218). Flying from Portland, Maine to Boston in July is currently the most expensive (average of $311). 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.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Watertown
Warwick
Seabrook
Waltham
Framingham
Lowell
Randolph
Smithfield
Cranston
Chestnut Hill
York Beach
Chelsea
Saco
Burlington
Hampton Beach
Swansea
Lincoln
Quincy

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