HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$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 7/31. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BOS
Jul 13 — Jul 201
Sun 7/13
Sun 7/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Boston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 July 8, 2025.

Round-trip from

$203
(JetBlue)

One-way from

$102
(JetBlue)
From Portland to Boston Logan Intl
Search Deals
One-way flight from Portland to Boston Logan Intl
Search Deals

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 July 8, 2025.

This JetBlue deal was found by Cheapflights users on 7/6. 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.
Sat 8/306:10 amPWM - BOS
1 stop3h 26mJetBlue
Sun 8/317:10 amBOS - PWM
1 stop6h 13mJetBlue
Deal found 7/6$203
This American Airlines deal was found by Cheapflights users on 7/7. 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.
Mon 7/217:00 amPWM - BOS
1 stop9h 10mAmerican Airlines
Thu 7/248:00 amBOS - PWM
1 stop4h 32mAmerican Airlines
Deal found 7/7$458
This Mytrip deal was found by Cheapflights users on 7/6. 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.
Sat 8/238:07 pmPWM - BOS
2 stops26h 27mMultiple Airlines
Tue 8/266:10 amBOS - PWM
2 stops29h 43mMultiple Airlines
Deal found 7/6$483
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Sat 8/236:41 pmPWM - BOS
2 stops15h 54mUnited Airlines
Tue 8/265:30 amBOS - PWM
1 stop4h 39mUnited Airlines
Deal found 7/6$548

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 July 8, 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

Sat 8/30

6:10 am-9:36 am

1 stop3h 26m

Boston Logan Intl

Sun 8/31

7:10 am-1:23 pm

1 stop6h 13m

$203

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 7/21

7:00 am-4:10 pm

1 stop9h 10m

Boston Logan Intl

Thu 7/24

8:00 am-12:32 pm

1 stop4h 32m

$458

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 8/23

8:07 pm-10:34 pm

2 stops26h 27m

Boston Logan Intl

Tue 8/26

6:10 am-11:53 am

2 stops29h 43m

$483

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sat 8/23

6:41 pm-10:35 am

2 stops15h 54m

Boston Logan Intl

Tue 8/26

5:30 am-10:09 am

1 stop4h 39m

$548

PortlandBoston

PWM - BOS

PWMBOS

Portland

Thu 7/31

6:10 am-9:51 am

1 stop3h 41m

$102

PortlandBoston

PWM - BOS

PWMBOS

Portland

Wed 8/27

8:07 pm-10:34 pm

2 stops26h 27m

$230

PortlandBoston

PWM - BOS

PWMBOS

Portland

Mon 7/21

7:28 am-1:43 pm

1 stop6h 15m

$282

PortlandBoston

PWM - BOS

PWMBOS

Portland

Sun 9/14

9:00 am-3:59 pm

1 stop6h 59m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

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 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 July 8, 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 July 8, 2025.
Get a feel of what it's like to fly with United Airlines, JetBlue, and American Airlines 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.
United Airlines
7.4
Good
8,844 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.0

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,844 reviews
United Airlines
7.4
Good
8,844 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.0

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
JetBlue
7.3
Good
2,910 reviews
United Airlines
7.4
Good
8,844 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.0

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,844 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.0

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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 American Airlines and United Airlines, starting at $458 and $548 round-trip.

  • 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 June is currently the most expensive (average of $306). 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 Portland?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.