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$114+ Cheap flights from Portland, ME (PWM) to Maryland

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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BWI
Apr 20 — Apr 271
Mon 4/20
Mon 4/27
1 adult, Economy
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Cheap flight deals from Portland to Maryland

Cheapest flights from Portland to Maryland
Explore the most affordable flight options available from Portland to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 21, 2026.

This American Airlines deal was found by Cheapflights users on 3/16. 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.
Thu 5/1410:47 am
PWM
-
DCA
Nonstop1h 49m
American Airlines
Mon 5/1810:16 pm
DCA
-
PWM
Nonstop1h 38m
American Airlines
Deal found 3/16$229
This American Airlines deal was found by Cheapflights users on 3/18. 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.
Tue 5/126:00 am
PWM
-
DCA
Nonstop1h 50m
American Airlines
Wed 5/138:27 am
DCA
-
PWM
Nonstop1h 40m
American Airlines
Deal found 3/18$241
This American Airlines deal was found by Cheapflights users on 3/16. 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 3/306:00 am
PWM
-
DCA
Nonstop1h 50m
American Airlines
Mon 4/610:20 pm
DCA
-
PWM
Nonstop1h 35m
American Airlines
Deal found 3/16$244
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Wed 6/37:16 pm
PWM
-
IAD
Nonstop1h 58m
United Airlines
Sat 6/610:10 pm
IAD
-
PWM
Nonstop1h 41m
United Airlines
Deal found 3/18$245
This American Airlines deal was found by Cheapflights users on 3/16. 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.
Thu 5/215:17 pm
PWM
-
DCA
Nonstop1h 55m
American Airlines
Tue 5/2610:20 pm
DCA
-
PWM
Nonstop1h 39m
American Airlines
Deal found 3/16$245
This United Airlines deal was found by Cheapflights users on 3/18. 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.
Wed 4/157:33 pm
PWM
-
IAD
Nonstop1h 56m
United Airlines
Wed 4/228:36 am
IAD
-
PWM
Nonstop1h 46m
United Airlines
Deal found 3/18$246
This American Airlines deal was found by Cheapflights users on 3/16. 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.
Sat 8/156:00 am
PWM
-
DCA
Nonstop1h 44m
American Airlines
Sun 8/1611:49 am
DCA
-
PWM
Nonstop1h 40m
American Airlines
Deal found 3/16$247
This United Airlines deal was found by Cheapflights users on 3/16. 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.
Thu 4/307:10 pm
PWM
-
IAD
Nonstop2h 01m
United Airlines
Sun 5/310:10 pm
IAD
-
PWM
Nonstop1h 49m
United Airlines
Deal found 3/16$249
This Southwest deal was found by Cheapflights users on 3/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:35 am
PWM
-
BWI
Nonstop1h 40m
Southwest
Tue 6/95:00 pm
BWI
-
PWM
Nonstop1h 30m
Southwest
Deal found 3/20$249
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Thu 4/96:00 am
PWM
-
DCA
Nonstop1h 50m
American Airlines
Sun 4/128:27 am
DCA
-
PWM
Nonstop1h 40m
American Airlines
Deal found 3/17$249
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Wed 6/35:42 am
PWM
-
PHL
1 stop9h 09m
American Airlines
Wed 6/34:48 pm
PHL
-
PWM
Nonstop1h 41m
American Airlines
Deal found 3/17$251
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Tue 4/217:33 pm
PWM
-
IAD
Nonstop1h 56m
United Airlines
Tue 4/288:36 am
IAD
-
PWM
Nonstop1h 46m
United Airlines
Deal found 3/17$253

Find flight deals from Portland to Maryland

Keep the following information in mind while searching for Portland to Maryland flight deals. Data was last updated March 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$229
(American Airlines)

One-way from

$114
(Delta)

Popular in

November

Cheapest in

February

Average price

$295

Good round-trip deal

$365 or less

Good one-way deal

$194 or less
Provider with most accurate pricing for Portland-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Washington, D.C. (WAS) flights.
Search Deals
From Portland to Maryland
Search Deals
One-way flight from Portland to Maryland
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Portland to Maryland.
Search Deals
Price to beat on a one-way flight from Portland to Maryland.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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, Cheapflights users made 2,558,603 searches. Data last updated March 21, 2026.
Use the filters below to find and compare flights from Portland 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

Wed 6/3

7:16 pm-9:14 pm

Nonstop1h 58m

Washington, D.C. Dulles Intl

Sat 6/6

10:10 pm-11:51 pm

Nonstop1h 41m

$245

PortlandWashington, D.C.

PWM - IAD

PWMIAD

Portland

Sat 5/2

7:10 pm-9:11 pm

Nonstop2h 01m

Washington, D.C. Dulles Intl

Sun 5/3

8:30 am-10:18 am

Nonstop1h 48m

$249

PortlandWashington, D.C.

PWM - IAD

PWMIAD

Portland

Fri 5/22

5:15 am-7:00 am

Nonstop1h 45m

Washington, D.C. Dulles Intl

Sun 5/24

10:10 pm-11:51 pm

Nonstop1h 41m

$249

PortlandWashington, D.C.

PWM - IAD

PWMIAD

Portland

Thu 8/20

6:00 am-11:26 am

1 stop5h 26m

Washington, D.C. Dulles Intl

Sat 8/22

5:25 pm-7:19 pm

Nonstop1h 54m

$259

PortlandWashington, D.C.

PWM - DCA

PWMDCA

Portland

Thu 4/9

6:03 am-10:01 am

1 stop3h 58m

Washington, D.C. Reagan-National

Thu 4/16

6:05 am-11:02 am

1 stop4h 57m

$269

PortlandWashington, D.C.

PWM - DCA

PWMDCA

Portland

Thu 4/9

6:00 am-10:30 am

1 stop4h 30m

Washington, D.C. Reagan-National

Sun 4/12

7:00 am-1:25 pm

1 stop6h 25m

$269

PortlandWashington, D.C.

PWM - DCA

PWMDCA

Portland

Thu 4/9

6:03 am-10:01 am

1 stop3h 58m

Washington, D.C. Reagan-National

Tue 4/14

12:30 pm-11:24 pm

2 stops10h 54m

$270

PortlandWashington, D.C.

PWM - DCA

PWMDCA

Portland

Thu 8/27

6:00 am-2:23 pm

2 stops8h 23m

Washington, D.C. Reagan-National

Sat 8/29

6:00 am-11:01 am

1 stop5h 01m

$274

PortlandWashington, D.C.

PWM - IAD

PWMIAD

Portland

Thu 5/21

2:38 pm-6:53 pm

1 stop4h 15m

Washington, D.C. Dulles Intl

Tue 5/26

7:33 pm-12:43 am

1 stop5h 10m

$288

PortlandWashington, D.C.

PWM - IAD

PWMIAD

Portland

Wed 6/3

6:25 am-12:23 pm

1 stop5h 58m

Washington, D.C. Dulles Intl

Sat 6/6

7:33 pm-12:43 am

1 stop5h 10m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Portland to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland 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 Maryland

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

Currently, April is the cheapest month in which you can book a flight from Portland, Maine to Maryland (average of $48). Flying from Portland, Maine to Maryland in November is currently the most expensive (average of $170). 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 MD?

Find hourly flight availability from Portland to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 21, 2026.

A simple way to save on the total cost of your ticket is to fly from Portland, Maine to Maryland at noon. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight in the evening.

Weekly flight availability from Portland, Maine to Maryland

Explore weekly flight availability from Portland to Maryland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 21, 2026.

The most flights from PWM to USMD are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. 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 Maryland. Reviews last updated March 21, 2026.
Read reviews from past customers who have flown Southwest from Portland to Maryland. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,325 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,325 reviews
Southwest
8.0
Very good
4,325 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Portland to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Portland to Maryland?

    Located just 2.9 mi from the city center, Portland (PWM) is the airport most travelers will use when flying to Maryland from Portland.

  • How popular is this Portland, Maine to Maryland flight route?

    This flight path from Portland to Maryland was viewed by 52 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Portland, Maine to Maryland?

    For as low as $308, United Airlines can have you in Maryland from Portland, Maine in 1h 45m. Airlines will cover a distance of 451 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Portland, Maine to Maryland?

    While some choose either Portland - Washington, D.C. Dulles Intl or Portland - Philadelphia, Portland - Washington, D.C. Reagan-National is the most popular route from Portland, Maine to Maryland.

  • What are the cheapest flights from Portland, Maine to Maryland?

    Looking at all options, your cheapest flight can be booked for $130. While the most popular route (Portland - Washington, D.C. Reagan-National) can be booked for $243 on average, our data indicates $361 when flying from Portland, Maine to Maryland.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Maryland 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 Maryland?

    Currently, April is the cheapest month in which you can book a flight from Portland, Maine to Maryland (average of $48). Flying from Portland, Maine to Maryland in November is currently the most expensive (average of $170). 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

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Top airline flying from Portland to Maryland

Discover the top airline that operate flights from Portland to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$248Average$370FlexibilityNo cancel feeOn-time63%

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