$129 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

Wed, Jun 17 - Sat, Jun 20
JetBlue Logo
2:30 pm - 10:59 pm
PWM
-
DCA
8h 29m
1 stop
JetBlue Logo
6:15 am - 1:35 pm
DCA
-
PWM
7h 20m
1 stop
$258JetBlue
Thu, May 28 - Sun, May 31
United Airlines Logo
6:00 am - 11:28 am
PWM
-
IAD
5h 28m
1 stop
United Airlines Logo
8:20 am - 10:07 am
IAD
-
PWM
1h 47mnonstop
$259United Airlines
Fri, Jun 12 - Sat, Jun 13
American Airlines Logo
5:17 pm - 6:36 pm
PWM
-
PHL
25h 19m
1 stop
American Airlines Logo
8:10 pm - 9:46 pm
PHL
-
PWM
1h 36mnonstop
$259American Airlines
Fri, Jun 12 - Mon, Jun 15
American Airlines Logo
5:17 pm - 7:12 pm
PWM
-
DCA
1h 55mnonstop
American Airlines Logo
6:57 am - 12:39 pm
DCA
-
PWM
5h 42m
1 stop
$259American Airlines
Fri, Jun 5 - Sun, Jun 7
Delta Logo
6:25 am - 12:18 pm
PWM
-
IAD
5h 53m
1 stop
Delta Logo
7:14 pm - 12:52 am
IAD
-
PWM
5h 38m
1 stop
$281Delta
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
5:45 am - 7:25 am
PWM
-
BWI
1h 40mnonstop
Southwest Logo
8:15 am - 9:55 am
BWI
-
PWM
1h 40mnonstop
$293Southwest
Mon, Aug 17 - Thu, Aug 20
Multiple Airlines Logo
7:00 am - 11:00 pm
PWM
-
BWI
16h 00m
2 stops
Multiple Airlines Logo
3:09 pm - 9:12 am
BWI
-
PWM
18h 03m
1 stop
$304Multiple Airlines
Fri, Jun 5 - Mon, Jun 8
Multiple Airlines Logo
9:52 am - 9:15 am
PWM
-
BWI
23h 23m
1 stop
Multiple Airlines Logo
9:23 pm - 3:59 pm
BWI
-
PWM
18h 36m
2 stops
$306Multiple Airlines
Tue, May 26 - Thu, May 28
Southwest Logo
3:55 pm - 5:40 pm
PWM
-
BWI
1h 45mnonstop
Southwest Logo
12:40 pm - 2:10 pm
BWI
-
PWM
1h 30mnonstop
$308Southwest
Wed, Sep 9 - Tue, Sep 15
Delta Logo
1:35 pm - 8:51 pm
PWM
-
BWI
7h 16m
1 stop
Delta Logo
1:00 pm - 11:11 pm
BWI
-
PWM
10h 11m
2 stops
$318Delta
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 September.

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 $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 $458.

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 $414, 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 $319 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 Thursday 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 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$129
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 21% 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.

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 $185 one-way - $408 round-trip; Washington, D.C. $204 one-way - $345 round-trip; Philadelphia $190 one-way - $405 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 4301 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

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.

10.0 ExcellentRobert, May 2026
LAS - SFO
Read more Southwest reviews

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.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

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

Information on your arrival and departure airports

Portland (PWM)