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Cheap flights from Portland, Maine to Maryland from $108

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Maryland departing on 5/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Find the cheapest flights from Portland, Maine to Maryland

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:30 am - 7:22 am
PWM
-
IAD
1h 52mnonstop
United Airlines Logo
10:10 pm - 11:59 pm
IAD
-
PWM
1h 49mnonstop
$249United Airlines
Thu, May 14 - Sun, May 17
American Airlines Logo
5:17 pm - 7:12 pm
PWM
-
DCA
1h 55mnonstop
American Airlines Logo
10:20 pm - 11:59 pm
DCA
-
PWM
1h 39mnonstop
$249American Airlines
Thu, May 21 - Mon, May 25
American Airlines Logo
6:00 am - 7:50 am
PWM
-
DCA
1h 50mnonstop
American Airlines Logo
3:20 pm - 10:47 pm
DCA
-
PWM
7h 27m
1 stop
$251American Airlines
Tue, May 19 - Tue, May 26
Delta Logo
2:38 pm - 6:53 pm
PWM
-
IAD
4h 15m
1 stop
Delta Logo
11:05 am - 4:00 pm
IAD
-
PWM
4h 55m
1 stop
$252Delta
Wed, May 20 - Mon, Jun 15
United Airlines Logo
6:00 am - 11:28 am
PWM
-
IAD
5h 28m
1 stop
United Airlines Logo
10:10 pm - 11:51 pm
IAD
-
PWM
1h 41mnonstop
$259United Airlines
Fri, May 22 - Mon, May 25
Delta Logo
6:00 am - 11:42 am
PWM
-
IAD
5h 42m
1 stop
Delta Logo
7:33 pm - 12:43 am
IAD
-
PWM
5h 10m
1 stop
$261Delta
Tue, May 12 - Wed, May 13
Multiple Airlines Logo
5:01 pm - 9:15 am
PWM
-
BWI
16h 14m
2 stops
Multiple Airlines Logo
3:26 pm - 9:12 am
BWI
-
PWM
17h 46m
1 stop
$282Multiple Airlines
Wed, Jun 3 - Fri, Jun 5
Southwest Logo
6:10 am - 7:55 am
PWM
-
BWI
1h 45mnonstop
Southwest Logo
10:35 pm - 12:05 am
BWI
-
PWM
1h 30mnonstop
$287Southwest
Wed, Jun 3 - Fri, Jun 5
Southwest Logo
3:55 pm - 5:40 pm
PWM
-
BWI
1h 45mnonstop
Southwest Logo
9:00 pm - 10:35 pm
BWI
-
PWM
1h 35mnonstop
$294Southwest
Wed, May 20 - Wed, May 27
Multiple Airlines Logo
7:56 pm - 7:43 am
PWM
-
BWI
35h 47m
2 stops
Multiple Airlines Logo
3:26 pm - 9:12 am
BWI
-
PWM
17h 46m
1 stop
$300Multiple Airlines
Sun, May 31 - Sun, Jun 7

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American Airlines flights from Portland, Maine to Maryland

Our best American Airlines deals on Portland, Maine to Maryland flight tickets
American Airlines
May 21
PWM5:17 pmPortland
1h 55m
DCA7:12 pmWashington, D.C. Reagan-National
May 25
DCA10:20 pmWashington, D.C. Reagan-National
1h 39m
PWM11:59 pmPortland
$249
American Airlines
May 19
PWM6:00 amPortland
1h 50m
DCA7:50 amWashington, D.C. Reagan-National
May 26
DCA3:20 pmWashington, D.C. Reagan-National
7h 27m
1 stop
PWM10:47 pmPortland
$251
American Airlines
May 22
PWM5:57 pmPortland
5h 57m
1 stop
DCA11:54 pmWashington, D.C. Reagan-National
May 25
DCA10:20 pmWashington, D.C. Reagan-National
1h 39m
PWM11:59 pmPortland
$259

JetBlue flights from Portland, Maine to Maryland

Our best JetBlue deals on Portland, Maine to Maryland flight tickets
JetBlue
Jun 1
PWM2:37 pmPortland
8h 22m
1 stop
DCA10:59 pmWashington, D.C. Reagan-National
Jun 4
DCA6:00 amWashington, D.C. Reagan-National
7h 35m
1 stop
PWM1:35 pmPortland
$313
JetBlue
Jun 9
PWM2:37 pmPortland
8h 22m
1 stop
DCA10:59 pmWashington, D.C. Reagan-National
Jun 11
DCA6:15 amWashington, D.C. Reagan-National
7h 20m
1 stop
PWM1:35 pmPortland
$328
JetBlue
May 23
PWM6:00 amPortland
12h 52m
2 stops
PHL6:52 pmPhiladelphia
May 24
PHL9:21 amPhiladelphia
14h 37m
2 stops
PWM11:58 pmPortland
$417

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Maryland 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 April 21, 2026.
Use the filters below to find and compare flights from Portland, Maine to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandWashington, D.C.

PWM - IAD

PWMIAD

Portland

Thu 5/14

5:30 am-7:22 am

Nonstop1h 52m

Washington, D.C. Dulles Intl

Sun 5/17

10:10 pm-11:59 pm

Nonstop1h 49m

$249

PortlandWashington, D.C.

PWM - DCA

PWMDCA

Portland

Thu 5/21

5:17 pm-7:12 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

Mon 5/25

10:20 pm-11:59 pm

Nonstop1h 39m

$249

PortlandWashington, D.C.

PWM - DCA

PWMDCA

Portland

Tue 5/19

6:00 am-7:50 am

Nonstop1h 50m

Washington, D.C. Reagan-National

Tue 5/26

3:20 pm-10:47 pm

1 stop7h 27m

$251

PortlandWashington, D.C.

PWM - IAD

PWMIAD

Portland

Wed 5/20

2:38 pm-6:53 pm

1 stop4h 15m

Washington, D.C. Dulles Intl

Mon 6/15

11:05 am-4:00 pm

1 stop4h 55m

$252

PortlandWashington, D.C.

PWM - IAD

PWMIAD

Portland

Fri 5/22

6:00 am-11:28 am

1 stop5h 28m

Washington, D.C. Dulles Intl

Mon 5/25

10:10 pm-11:51 pm

Nonstop1h 41m

$259

PortlandWashington, D.C.

PWM - IAD

PWMIAD

Portland

Tue 5/12

6:00 am-11:42 am

1 stop5h 42m

Washington, D.C. Dulles Intl

Wed 5/13

7:33 pm-12:43 am

1 stop5h 10m

$261

PortlandBaltimore

PWM - BWI

PWMBWI

Portland

Wed 6/3

5:01 pm-9:15 am

2 stops16h 14m

Baltimore/Washington

Fri 6/5

3:26 pm-9:12 am

1 stop17h 46m

$282
Quickest round-trip

PortlandBaltimore

PWM - BWI

PWMBWI

Portland

Wed 6/3

6:10 am-7:55 am

Nonstop1h 45m

Baltimore/Washington

Fri 6/5

10:35 pm-12:05 am

Nonstop1h 30m

$287

PortlandBaltimore

PWM - BWI

PWMBWI

Portland

Wed 5/20

3:55 pm-5:40 pm

Nonstop1h 45m

Baltimore/Washington

Wed 5/27

9:00 pm-10:35 pm

Nonstop1h 35m

$294

PortlandBaltimore

PWM - BWI

PWMBWI

Portland

Sun 5/31

7:56 pm-7:43 am

2 stops35h 47m

Baltimore/Washington

Sun 6/7

3:26 pm-9:12 am

1 stop17h 46m

$300

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Maryland from

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

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 Maryland?

The cheapest month to fly to Maryland from Portland, Maine is in February. Flight prices, which tend to average around $234, are often lower during this time because this is during the off-season. If you don’t want to visit Maryland in February, then you should wait until September to fly from Portland, Maine, when ticket prices are also cheap, with an average price of $242.

What is the cheapest day to depart on your flight to Maryland?

The cheapest day to depart from Portland, Maine to Maryland is on a Friday. Travelers who choose to depart for Maryland on a Friday will often find tickets for as low as $358. The most expensive day to fly to Maryland is Sunday, with ticket prices averaging around $507.

What is the cheapest time of day to depart on your flight to Maryland?

Our most recent data shows that the best time of day to fly to Maryland is in the afternoon. Flights from Portland, Maine to Maryland during this time can be as low as $381. In contrast, the most expensive time of day to depart to Maryland is at noon when prices are around $451.

What is the cheapest Portland to Maryland flight route?

Fly from Portland to Baltimore/Washington for the best Portland - Maryland flight prices

How far in advance should I book a flight to Maryland?

You are more likely to see cheaper flights to Maryland from Portland, Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Maryland for around $342 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Maryland from Portland, Maine for as low as $189 on momondo.

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

There is only 1 cabin class available to choose from on Portland to Maryland 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 Portland, Maine to Maryland flights?

You could potentially save up to 11% on your flight if you consider stops on a Portland, Maine to Maryland flight.

Cheap Portland, Maine to Maryland flight deals and tips

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

Best Price Found

$190

Fastest flight time

1h 35m

Direct flights

Every day

Airports in Maryland

112 airports
The best one-way flight to Maryland from Portland, Maine in the past 72 hours is $190. The best round-trip flight deal from Portland, Maine to Maryland found on momondo in the last 72 hours is $406.
The fastest flight from Portland, Maine to Maryland takes 1h 35m
Direct flights go from Portland, Maine to Maryland every day.
There are 112 airports in Maryland. From Portland, Maine there are direct flights to Washington, D.C. Reagan-National (DCA), Philadelphia (PHL), Baltimore/Washington (BWI), Washington, D.C. Dulles Intl (IAD).
Search flight deals

Frequently asked questions about flying from Portland, Maine to Maryland

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Maryland.

  • What documentation or ID do you need to fly to Maryland?

    The required travel and health documents for your Maryland 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 Maryland. 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 Portland, Maine to Maryland?

Best airlines flying from Portland, Maine to Maryland

Compare and see reviews for airlines that fly from Portland, Maine to Maryland with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $248Free CancellationRating
8.0
4,331 reviews
Search Southwest flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Maryland from Portland.

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

Yes. momondo allows you to filter the results for Portland to Maryland flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Portland and Maryland 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 Portland to Maryland right now. Can momondo alert me if prices change?

Price alerts on flights to Maryland from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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