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Cheap flights from Pittsburgh to Boston from $153

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Pittsburgh to Boston departing on 5/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

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Breeze Airways Logo
12:43 pm - 2:26 pm
PIT
-
PWM
1h 43mnonstop
Breeze Airways Logo
3:16 pm - 5:09 pm
PWM
-
PIT
1h 53mnonstop
$153Breeze Airways
dom., may. 24 - mar., may. 26
Breeze Airways Logo
12:21 pm - 7:16 pm
PIT
-
PWM
6h 55m2 stops
Breeze Airways Logo
3:16 pm - 5:09 pm
PWM
-
PIT
1h 53mnonstop
$199Breeze Airways
dom., may. 24 - mar., may. 26
Delta Logo
6:05 am - 11:20 am
PIT
-
PWM
5h 15m1 stop
Delta Logo
12:10 pm - 6:32 pm
PWM
-
PIT
6h 22m1 stop
$259Delta
mar., ene. 27 - mar., feb. 3
Delta Logo
5:04 pm - 12:20 am
PIT
-
PWM
7h 16m1 stop
Delta Logo
2:35 pm - 9:20 pm
PWM
-
PIT
6h 45m1 stop
$290Delta
lun., ene. 12 - mar., ene. 13
United Airlines Logo
7:55 pm - 11:59 pm
PIT
-
PWM
4h 04m1 stop
United Airlines Logo
2:55 pm - 7:09 pm
PWM
-
PIT
4h 14m1 stop
$292United Airlines
jue., ene. 1 - lun., ene. 5
American Airlines Logo
7:41 am - 12:05 pm
PIT
-
PWM
4h 24m1 stop
American Airlines Logo
5:20 am - 2:41 pm
PWM
-
PIT
9h 21m2 stops
$295American Airlines
lun., ene. 12 - mar., ene. 13
United Airlines Logo
7:55 pm - 11:59 pm
PIT
-
PWM
4h 04m1 stop
United Airlines Logo
7:27 pm - 11:38 pm
PWM
-
PIT
4h 11m1 stop
$317United Airlines
jue., ene. 1 - mar., ene. 6
Southwest Logo
1:15 pm - 10:15 pm
PIT
-
PWM
9h 00m2 stops
Southwest Logo
5:45 am - 3:40 pm
PWM
-
PIT
9h 55m2 stops
$319Southwest
lun., ene. 12 - mar., ene. 13
United Airlines Logo
7:55 pm - 11:59 pm
PIT
-
PWM
4h 04m1 stop
United Airlines Logo
5:30 am - 9:44 am
PWM
-
PIT
4h 14m1 stop
$343United Airlines
mié., dic. 31 - dom., ene. 4
American Airlines Logo
4:39 pm - 8:15 pm
PIT
-
PWM
3h 36m1 stop
American Airlines Logo
6:38 am - 2:56 pm
PWM
-
PIT
8h 18m1 stop
$352American Airlines
lun., may. 25 - mié., may. 27

Breeze Airways flights from Pittsburgh to Portland, Maine

Our best Breeze Airways deals on Pittsburgh to Portland, Maine flight tickets
Breeze Airways
May 24
PIT12:43 pmPittsburgh
1h 43m
PWM2:26 pmPortland
May 26
PWM3:16 pmPortland
1h 53m
PIT5:09 pmPittsburgh
$153
Find similar
Breeze Airways
May 24
PIT12:21 pmPittsburgh
6h 55m
2 stops
PWM7:16 pmPortland
May 26
PWM3:16 pmPortland
1h 53m
PIT5:09 pmPittsburgh
$199
Find similar

American Airlines flights from Pittsburgh to Portland, Maine

Our best American Airlines deals on Pittsburgh to Portland, Maine flight tickets
American Airlines
Jan 12
PIT7:41 amPittsburgh
4h 24m
1 stop
PWM12:05 pmPortland
Jan 13
PWM5:20 amPortland
9h 21m
2 stops
PIT2:41 pmPittsburgh
$295
Find similar
American Airlines
May 25
PIT4:39 pmPittsburgh
3h 36m
1 stop
PWM8:15 pmPortland
May 27
PWM6:38 amPortland
8h 18m
1 stop
PIT2:56 pmPittsburgh
$352
Find similar
American Airlines
Feb 20
PIT8:04 amPittsburgh
3h 43m
1 stop
PWM11:47 amPortland
Feb 23
PWM5:03 pmPortland
6h 08m
1 stop
PIT11:11 pmPittsburgh
$399
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Portland, Maine 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, momondo users made 832,500 searches. Data last updated diciembre 15, 2025.
Use the filters below to find and compare flights from Pittsburgh to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

dom. 5/24

12:43 pm-2:26 pm

Nonstop1h 43m

Portland

mar. 5/26

3:16 pm-5:09 pm

Nonstop1h 53m

$153

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

dom. 5/24

12:21 pm-7:16 pm

2 stops6h 55m

Portland

mar. 5/26

3:16 pm-5:09 pm

Nonstop1h 53m

$199

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

mar. 1/27

6:05 am-11:20 am

1 stop5h 15m

Portland

mar. 2/3

12:10 pm-6:32 pm

1 stop6h 22m

$259

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

lun. 1/12

5:04 pm-12:20 am

1 stop7h 16m

Portland

mar. 1/13

2:35 pm-9:20 pm

1 stop6h 45m

$290

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

jue. 1/1

7:55 pm-11:59 pm

1 stop4h 04m

Portland

lun. 1/5

2:55 pm-7:09 pm

1 stop4h 14m

$292

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

lun. 1/12

7:41 am-12:05 pm

1 stop4h 24m

Portland

mar. 1/13

5:20 am-2:41 pm

2 stops9h 21m

$295

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

jue. 1/1

7:55 pm-11:59 pm

1 stop4h 04m

Portland

mar. 1/6

7:27 pm-11:38 pm

1 stop4h 11m

$317

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

lun. 1/12

1:15 pm-10:15 pm

2 stops9h 00m

Portland

mar. 1/13

5:45 am-3:40 pm

2 stops9h 55m

$319

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

mié. 12/31

7:55 pm-11:59 pm

1 stop4h 04m

Portland

dom. 1/4

5:30 am-9:44 am

1 stop4h 14m

$343

PittsburghPortland

PIT - PWM

PITPWM

Pittsburgh

lun. 5/25

4:39 pm-8:15 pm

1 stop3h 36m

Portland

mié. 5/27

6:38 am-2:56 pm

1 stop8h 18m

$352

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Pittsburgh to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Portland, Maine?

The cheapest month to fly to Portland, Maine from Pittsburgh is in May. Flight prices, which tend to average around $202, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of May, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $253.

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Pittsburgh is on a Thursday. momondo users have found tickets for Thursday departures for as low as $200. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Tuesday is the most expensive day to depart from Pittsburgh because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $239.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the morning is the cheapest time of day to fly from Pittsburgh to Portland, Maine when you can find flight prices for as low as $207. Flying to Portland, Maine in the morning is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $391. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Pittsburgh to Portland flight route?

Fly from Pittsburgh to Portland for the best Pittsburgh - Portland flight prices

How far in advance should I book a flight to Portland, Maine?

You are more likely to see cheaper flights to Portland, Maine from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $330 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Pittsburgh for as low as $217 on momondo.

What cabin class options are available on Pittsburgh to Portland flights?

There are 2 cabin classes available to choose from on Pittsburgh to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Pittsburgh to Portland, Maine flights?

No. A direct flight is the cheapest option for a flight between Pittsburgh to Portland, Maine.

How have Pittsburgh to Portland, Maine flight prices changed over time?

As of December 2025, prices for Pittsburgh to Portland, Maine flights are approximately 28% cheaper when compared to flights at the same time last year.

When to book flights from Pittsburgh to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Pittsburgh to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Pittsburgh to Portland, Maine (PIT to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pittsburgh to Portland, Maine

Fastest flight time

1h 43m

Direct flights

Mon

Airports in Portland, Maine

1 airport
The fastest flight from Pittsburgh to Portland, Maine takes 1h 43m
Direct flights go from Pittsburgh to Portland, Maine on Monday. There are no airlines offering direct flights.
There is 1 airport in Portland, Maine. From Pittsburgh there are direct flights to Portland (PWM).
Search flight deals

  • How far is Pittsburgh to Portland by plane?

    The distance between Pittsburgh and Portland is about 546.2 mi. Typically, this will take 1h 43m by plane in normal conditions.

  • When did momondo last update prices for flights from Pittsburgh Airport to Portland Airport?

    Prices for flights from Pittsburgh Airport to Portland Airport are updated daily.

  • How many operators does momondo search for flights from Pittsburgh Airport to Portland Airport?

  • How old do you have to be to fly from Pittsburgh Airport to Portland Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Pittsburgh Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Pittsburgh to Portland, Maine?

  • What is the most popular airline from Pittsburgh to Portland, Maine?

Best airlines flying from Pittsburgh to Portland, Maine

Compare and see reviews for airlines that fly from Pittsburgh to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
Breeze AirwaysPriceFrom $128Free CancellationRating
8.2
248 reviews
Search Breeze Airways flights
DeltaPriceFrom $129Free CancellationRating
7.9
8,008 reviews
Search Delta flights
American AirlinesPriceFrom $218Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
United AirlinesPriceFrom $238Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights
SouthwestPriceFrom $258Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Bartlett
Brunswick
Auburn
Gorham
Windham
Intervale
Oxford
Bath
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Pittsburgh to Portland?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Pittsburgh to Portland. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Pittsburgh to Portland with flexible booking policies on momondo?

momondo does allow users to show only those flights to Portland from Pittsburgh which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Pittsburgh to Portland?

momondo helps you find the best flight between Pittsburgh and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Pittsburgh to Portland right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Pittsburgh to Portland flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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