$131 Find Cheap Flights from Portland to Maryland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Maryland departing on 6/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Maryland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Maryland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Maryland, as well as popular online travel agencies
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Flight Deals

Book Cheap Portland to Maryland Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Maryland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Maryland

Fri, Jun 12 - Mon, Jun 15
American Airlines Logo
5:17 pm - 7:12 pm
PWM
-
DCA
1h 55mnonstop
American Airlines Logo
5:26 pm - 10:46 pm
DCA
-
PWM
5h 20m
1 stop
$259American Airlines
Fri, Jun 5 - Sat, Jun 13
United Airlines Logo
7:16 pm - 9:14 pm
PWM
-
IAD
1h 58mnonstop
United Airlines Logo
10:10 pm - 11:51 pm
IAD
-
PWM
1h 41mnonstop
$264United Airlines
Sat, Jun 6 - Sun, Jun 14
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
$264American Airlines
Fri, Jun 19 - Sun, Jun 21
JetBlue Logo
2:30 pm - 10:59 pm
PWM
-
DCA
8h 29m
1 stop
JetBlue Logo
6:15 am - 12:30 pm
DCA
-
PWM
6h 15m
1 stop
$268JetBlue
Thu, Jun 11 - Sat, Jun 13
Delta Logo
6:25 am - 11:48 am
PWM
-
IAD
5h 23m
1 stop
Delta Logo
7:59 pm - 12:52 am
IAD
-
PWM
4h 53m
1 stop
$269Delta
Fri, Jun 12 - Mon, Jun 15
Delta Logo
6:25 am - 10:02 am
PWM
-
DCA
3h 37m
1 stop
Delta Logo
7:40 pm - 11:29 pm
DCA
-
PWM
3h 49m
1 stop
$269Delta
Wed, Aug 5 - Fri, Aug 7
JetBlue Logo
2:40 pm - 10:59 pm
PWM
-
DCA
8h 19m
1 stop
JetBlue Logo
6:21 am - 1:54 pm
DCA
-
PWM
7h 33m
1 stop
$280JetBlue
Tue, Aug 18 - Tue, Aug 25
Multiple Airlines Logo
4:44 pm - 11:00 pm
PWM
-
BWI
30h 16m
2 stops
Multiple Airlines Logo
8:17 pm - 10:27 am
BWI
-
PWM
14h 10m
1 stop
$304Multiple Airlines
Wed, Jun 17 - Wed, Jun 24
Southwest Logo
3:45 pm - 5:35 pm
PWM
-
BWI
1h 50mnonstop
Southwest Logo
9:20 pm - 10:55 pm
BWI
-
PWM
1h 35mnonstop
$313Southwest
Wed, Jul 22 - Sat, Aug 15
Southwest Logo
5:30 am - 7:10 am
PWM
-
BWI
1h 40mnonstop
Southwest Logo
1:30 pm - 3:00 pm
BWI
-
PWM
1h 30mnonstop
$323Southwest
Booking Insights

KAYAK's insights & trends for Portland to Maryland flights

Get data-powered insights and trends into flights from Portland to Maryland to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Portland, Maine to Maryland?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland, Maine to Maryland departing in August.

What is the cheapest Portland to Maryland flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Maryland from Portland found in the last 72 hours was to Baltimore, at $336 round-trip. The most popular route is from Portland (PWM) to Baltimore (BWI), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $336.

What is the cheapest time of day to fly to Maryland?

The average price for all round-trip flights from Portland to Maryland depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Maryland is generally in the evening, when round-trip flights cost $371 on average. Morning departures are around 6% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $462.

Can I save money by flying with a layover from Portland to Maryland?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $446, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Portland to Maryland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Maryland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to Maryland is September, when tickets cost $155 (return) on average. On the other hand, the most expensive months are July and March, when the average cost of round-trip tickets is $341 and $310 respectively.

What’s the cheapest day of the week to fly from Portland to Maryland?

The average price of all round-trip flights from Portland to Maryland clicked on KAYAK for each day over the last 12 months.

For Portland to Maryland, Friday is the cheapest day to fly on average and Monday is the most expensive. Flying from Maryland back to Portland, the best deals are generally found on Wednesday, with Monday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to Maryland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Portland to Maryland, you should book around 3 weeks before departure, which saves you about 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$131
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Portland to Washington Dulles Airport

FAQs - booking Maryland flights

  • How does KAYAK find such low prices on flights from Portland to Maryland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Maryland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Maryland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Portland to Maryland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Maryland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Portland to Maryland with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Maryland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Portland to Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Maryland

  • Looking for a cheap flight? 25% of our users found tickets from Portland to the following destinations at these prices or less: Baltimore $199 one-way - $406 round-trip; Washington, D.C. $191 one-way - $334 round-trip; Philadelphia $208 one-way - $417 round-trip

Reviews of the top airline flying from Portland to Maryland

 
See real verified KAYAK customer reviews for airlines flying from Portland to Maryland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to Maryland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4284 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Everything you need to know for your flight from Portland to Maryland

Information on your arrival and departure airports