$124 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 4/22. 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

Thu, May 7 - Tue, May 12
Delta Logo
2:38 pm - 6:53 pm
PWM
-
IAD
4h 15m
1 stop
Delta Logo
5:16 pm - 12:34 am
IAD
-
PWM
7h 18m
2 stops
$214Delta
Fri, Mar 27 - Tue, Mar 31
Delta Logo
6:25 am - 10:20 am
PWM
-
DCA
3h 55m
1 stop
Delta Logo
2:40 pm - 11:12 pm
DCA
-
PWM
8h 32m
2 stops
$214Delta
Fri, May 15 - Tue, May 19
United Airlines Logo
11:08 am - 3:24 pm
PWM
-
DCA
4h 16m
1 stop
United Airlines Logo
7:00 am - 1:27 pm
DCA
-
PWM
6h 27m
1 stop
$215United Airlines
Wed, Apr 8 - Wed, Apr 15
United Airlines Logo
7:33 pm - 9:29 pm
PWM
-
IAD
1h 56mnonstop
United Airlines Logo
8:36 am - 10:22 am
IAD
-
PWM
1h 46mnonstop
$219United Airlines
Thu, Mar 5 - Sun, Mar 8
American Airlines Logo
6:00 am - 7:50 am
PWM
-
DCA
1h 50mnonstop
American Airlines Logo
10:20 pm - 11:55 pm
DCA
-
PWM
1h 35mnonstop
$219American Airlines
Mon, Apr 13 - Mon, Apr 13
American Airlines Logo
10:24 am - 6:59 pm
PWM
-
DCA
8h 35m
1 stop
American Airlines Logo
10:16 pm - 11:54 pm
DCA
-
PWM
1h 38mnonstop
$222American Airlines
Tue, Mar 24 - Wed, Mar 25
Southwest Logo
4:30 pm - 6:10 pm
PWM
-
BWI
1h 40mnonstop
Southwest Logo
10:25 am - 11:55 am
BWI
-
PWM
1h 30mnonstop
$261Southwest
Sat, May 2 - Tue, May 5
Southwest Logo
12:45 pm - 2:25 pm
PWM
-
BWI
1h 40mnonstop
Southwest Logo
10:50 am - 12:20 pm
BWI
-
PWM
1h 30mnonstop
$271Southwest
Wed, May 13 - Sun, May 17
Multiple Airlines Logo
5:01 pm - 8:48 pm
PWM
-
BWI
27h 47m
2 stops
Multiple Airlines Logo
10:00 pm - 9:12 am
BWI
-
PWM
11h 12m
1 stop
$273Multiple Airlines
Wed, May 13 - Sun, May 17
Multiple Airlines Logo
6:26 pm - 4:59 pm
PWM
-
BWI
22h 33m
2 stops
Multiple Airlines Logo
10:00 pm - 9:12 am
BWI
-
PWM
11h 12m
1 stop
$298Multiple 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 $271 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 $271.

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 $359, 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 April, 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 Monday is the most expensive. Flying from Maryland back to Portland, the best deals are generally found on Saturday, with Friday 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 29% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$124
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Portland to Baltimore

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 $366 on average. Morning departures are around 7% 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 $449.

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 $195 one-way - $348 round-trip; Washington, D.C. $199 one-way - $322 round-trip; Philadelphia $205 one-way - $396 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 4300 reviews
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

10.0 ExcellentTy&Steph, Feb 2026
CLT - STL
Read more Southwest reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

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

Information on your arrival and departure airports