$108 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 4/21. 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

Sat, May 16 - Sat, May 16
American Airlines Logo
10:54 am - 12:49 pm
PWM
-
DCA
1h 55mnonstop
American Airlines Logo
3:00 pm - 9:54 am
DCA
-
PWM
18h 54m
1 stop
$232American Airlines
Wed, Apr 15 - Sun, Apr 19
United Airlines Logo
7:12 pm - 11:25 pm
PWM
-
IAD
4h 13m
1 stop
United Airlines Logo
8:36 am - 10:22 am
IAD
-
PWM
1h 46mnonstop
$242United Airlines
Sat, May 23 - Wed, May 27
American Airlines Logo
5:25 am - 10:50 am
PWM
-
DCA
5h 25m
1 stop
American Airlines Logo
10:20 pm - 11:59 pm
DCA
-
PWM
1h 39mnonstop
$242American Airlines
Thu, Apr 9 - Tue, Apr 14
United Airlines Logo
7:36 pm - 9:35 pm
PWM
-
IAD
1h 59mnonstop
United Airlines Logo
8:36 am - 10:22 am
IAD
-
PWM
1h 46mnonstop
$245United Airlines
Mon, Jun 8 - Tue, Jun 9
Southwest Logo
5:35 am - 7:15 am
PWM
-
BWI
1h 40mnonstop
Southwest Logo
5:00 pm - 6:30 pm
BWI
-
PWM
1h 30mnonstop
$249Southwest
Thu, May 21 - Tue, May 26
Delta Logo
2:38 pm - 6:53 pm
PWM
-
IAD
4h 15m
1 stop
Delta Logo
7:33 pm - 12:43 am
IAD
-
PWM
5h 10m
1 stop
$252Delta
Mon, Apr 13 - Thu, Apr 16
Southwest Logo
2:50 pm - 4:35 pm
PWM
-
BWI
1h 45mnonstop
Southwest Logo
9:50 pm - 11:25 pm
BWI
-
PWM
1h 35mnonstop
$257Southwest
Thu, May 7 - Tue, May 12
Delta Logo
6:25 am - 12:23 pm
PWM
-
IAD
5h 58m
1 stop
Delta Logo
7:33 pm - 12:43 am
IAD
-
PWM
5h 10m
1 stop
$265Delta
Wed, May 20 - Tue, May 26
Multiple Airlines Logo
6:26 pm - 1:06 am
PWM
-
PHL
30h 40m
1 stop
Multiple Airlines Logo
9:16 pm - 4:16 pm
PHL
-
PWM
19h 00m
2 stops
$309Multiple Airlines
Mon, May 18 - Wed, May 20
Multiple Airlines Logo
6:13 pm - 1:50 pm
PWM
-
PHL
19h 37m
2 stops
Multiple Airlines Logo
7:20 am - 4:16 pm
PHL
-
PWM
8h 56m
1 stop
$314Multiple Airlines
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.

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 $286 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 $286.

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 $372 on average. Morning departures are around 5% 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 $457.

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 $399, 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 February, when tickets cost $234 (return) on average. On the other hand, the most expensive months are November and April, when the average cost of round-trip tickets is $330 and $322 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 Tuesday, 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 4 weeks before departure, which saves you about 31% 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$108
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 13% 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 $193 one-way - $363 round-trip; Washington, D.C. $189 one-way - $333 round-trip; Philadelphia $203 one-way - $401 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.
8.0
SouthwestOverall score based on 4331 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

10.0 ExcellentGwen, Mar 2026
DAL - BNA
Read more Southwest reviews

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

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

Information on your arrival and departure airports