$94 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 4/14. 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, Feb 27 - Wed, Mar 4
American Airlines Logo
6:00 am - 7:50 am
PWM
-
DCA
1h 50mnonstop
American Airlines Logo
8:42 am - 10:25 am
DCA
-
PWM
1h 43mnonstop
$204American Airlines
Thu, Mar 26 - Tue, Mar 31
United Airlines Logo
11:30 am - 4:25 pm
PWM
-
IAD
4h 55m
1 stop
United Airlines Logo
8:36 am - 10:22 am
IAD
-
PWM
1h 46mnonstop
$208United Airlines
Fri, Mar 27 - Tue, Mar 31
Delta Logo
6:25 am - 10:20 am
PWM
-
DCA
3h 55m
1 stop
Delta Logo
6:00 am - 12:09 pm
DCA
-
PWM
6h 09m
1 stop
$209Delta
Fri, Mar 20 - Tue, Mar 24
United Airlines Logo
7:09 pm - 11:19 pm
PWM
-
IAD
4h 10m
1 stop
United Airlines Logo
6:00 am - 10:49 am
IAD
-
PWM
4h 49m
1 stop
$209United Airlines
Thu, May 21 - Thu, May 28
United Airlines Logo
6:00 am - 11:32 am
PWM
-
IAD
5h 32m
1 stop
United Airlines Logo
10:10 pm - 11:50 pm
IAD
-
PWM
1h 40mnonstop
$210United Airlines
Fri, Mar 20 - Mon, Mar 23
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
Tue, Mar 17 - Wed, Mar 18
Southwest Logo
4:30 pm - 6:10 pm
PWM
-
BWI
1h 40mnonstop
Southwest Logo
9:35 pm - 11:05 pm
BWI
-
PWM
1h 30mnonstop
$261Southwest
Mon, Mar 23 - Wed, Mar 25
Southwest Logo
5:30 pm - 7:15 pm
PWM
-
BWI
1h 45mnonstop
Southwest Logo
2:25 pm - 3:55 pm
BWI
-
PWM
1h 30mnonstop
$271Southwest
Thu, Apr 30 - Mon, May 4
Multiple Airlines Logo
11:01 am - 2:32 pm
PWM
-
PHL
27h 31m
1 stop
Multiple Airlines Logo
5:30 am - 10:49 am
PHL
-
PWM
5h 19m
1 stop
$310Multiple Airlines
Mon, Apr 27 - Sat, May 2
Multiple Airlines Logo
11:29 am - 6:00 pm
PWM
-
PHL
6h 31m
1 stop
Multiple Airlines Logo
10:38 pm - 10:49 am
PHL
-
PWM
36h 11m
2 stops
$321Multiple 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.

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 April.

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 $262 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 $262.

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 $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 Sunday 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 38% 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$94
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 11% 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 $447.

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 $179 one-way - $350 round-trip; Washington, D.C. $175 one-way - $302 round-trip; Philadelphia $193 one-way - $365 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 4284 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

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.

4.0 OkayAnonymous, Feb 2026
BOI - LAS
Read more Southwest reviews

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.

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

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

Information on your arrival and departure airports