$88 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 1/21. 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

Wed, Dec 24 - Mon, Jan 5
United Airlines Logo
7:01 pm - 11:06 pmPWM-IAD
4h 05m1 stop
United Airlines Logo
12:55 pm - 2:40 pmIAD-PWM
1h 45mnonstop
$199United Airlines
Find Deal
Wed, Jan 21 - Wed, Jan 21
Delta Logo
6:16 am - 10:28 amPWM-DCA
4h 12m1 stop
Delta Logo
2:32 pm - 12:20 amDCA-PWM
9h 48m2 stops
$200Delta
Find Deal
Wed, Dec 24 - Mon, Jan 5
United Airlines Logo
7:30 pm - 9:25 pmPWM-IAD
1h 55mnonstop
United Airlines Logo
12:55 pm - 2:40 pmIAD-PWM
1h 45mnonstop
$202United Airlines
Find Deal
Wed, Jan 7 - Thu, Jan 8
American Airlines Logo
12:46 pm - 2:45 pmPWM-DCA
1h 59mnonstop
American Airlines Logo
10:10 pm - 11:43 pmDCA-PWM
1h 33mnonstop
$203American Airlines
Find Deal
Sun, Dec 21 - Sat, Jan 3
American Airlines Logo
6:00 am - 7:49 amPWM-DCA
1h 49mnonstop
American Airlines Logo
2:59 pm - 4:36 pmDCA-PWM
1h 37mnonstop
$204American Airlines
Find Deal
Sun, Dec 21 - Sat, Jan 3
United Airlines Logo
5:30 am - 7:30 amPWM-IAD
2h 00mnonstop
United Airlines Logo
10:13 pm - 11:59 pmIAD-PWM
1h 46mnonstop
$204United Airlines
Find Deal
Wed, Feb 4 - Sun, Feb 8
Delta Logo
6:17 am - 11:43 amPWM-IAD
5h 26m1 stop
Delta Logo
6:00 am - 12:03 pmIAD-PWM
6h 03m1 stop
$207Delta
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Sat, Jan 24 - Sun, Jan 25
Multiple Airlines Logo
11:02 am - 10:32 pmPWM-PHL
11h 30m1 stop
Multiple Airlines Logo
8:25 pm - 9:07 amPHL-PWM
12h 42m1 stop
$236Multiple Airlines
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Fri, Jan 23 - Sun, Jan 25
Multiple Airlines Logo
9:47 am - 11:47 pmPWM-BWI
14h 00m1 stop
Multiple Airlines Logo
9:55 pm - 9:07 amBWI-PWM
11h 12m1 stop
$243Multiple Airlines
Find Deal
Tue, Feb 3 - Fri, Feb 6
Southwest Logo
5:45 am - 7:40 amPWM-BWI
1h 55mnonstop
Southwest Logo
9:15 pm - 10:45 pmBWI-PWM
1h 30mnonstop
$247Southwest
Find Deal
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 $246 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 $246.

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 $383, 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 $237 (return) on average. On the other hand, the most expensive months are November and February, when the average cost of round-trip tickets is $330 and $327 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 Sunday is the most expensive. Flying from Maryland back to Portland, the best deals are generally found on Tuesday, with Sunday 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 2 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$88
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 3% 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.

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

    The cheapest time of day to fly to Maryland is generally in the evening, when round-trip flights cost $381 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally at night, which is peak travel time and where the average cost of a ticket is $439.

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 $200 one-way - $368 round-trip; Washington, D.C. $189 one-way - $317 round-trip; Philadelphia $219 one-way - $392 round-trip

Reviews of the top airlines 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 4253 reviews
8.0Comfort
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
Airline reviews

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

10.0 ExcellentDavid, Nov 2025BUF - PHX
Read more Southwest reviews

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

They brought an empty plane to the gate. Then a flight delay was announced for maintenance and waiting on a part. I was then put on a flight to San Francisco instead with a connecting flight to my final destination. Arrived at my final destination 2 hours late.

The only downside was my cell phone charger wouldn’t work in the charging port but everyone else’s would work in them all. My cell phone cable works fine in my hotel room in Frankfurt.

Flight team stood out for perzonal attention, kindness at bright cheery attitudes at 8am. Very helpful.

Ot was overall fine. Left on time and had basic snacks. Weather was finicky but that’s not the airlines fault.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Even though we were delayed, we were able to make our connection

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

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

Information on your arrival and departure airports