$114 Find Cheap Flights from Portland to Maryland - Compare and Save

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 9/1. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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, Sep 2 - Mon, Sep 7
Southwest Logo
5:45 am - 7:25 am
PWM
-
BWI
1h 40mnonstop
Southwest Logo
8:55 pm - 10:25 pm
BWI
-
PWM
1h 30mnonstop
$261Southwest
Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
5:45 am - 7:45 am
PWM
-
DCA
2h 00mnonstop
American Airlines Logo
10:09 pm - 11:59 pm
DCA
-
PWM
1h 50mnonstop
$263American Airlines
Thu, Jul 2 - Mon, Jul 6
United Airlines Logo
5:15 am - 7:00 am
PWM
-
IAD
1h 45mnonstop
United Airlines Logo
10:10 pm - 11:51 pm
IAD
-
PWM
1h 41mnonstop
$264United Airlines
Thu, Jul 2 - Sun, Jul 5
American Airlines Logo
12:51 pm - 2:44 pm
PWM
-
DCA
1h 53mnonstop
American Airlines Logo
8:25 am - 10:05 am
DCA
-
PWM
1h 40mnonstop
$264American Airlines
Sat, Oct 24 - Wed, Oct 28
Delta Logo
6:30 am - 11:52 am
PWM
-
IAD
5h 22m
1 stop
Delta Logo
7:59 pm - 11:49 pm
IAD
-
PWM
3h 50m
1 stop
$265Delta
Fri, Sep 4 - Tue, Sep 8
Delta Logo
6:00 am - 10:09 am
PWM
-
DCA
4h 09m
1 stop
Delta Logo
7:30 pm - 11:11 pm
DCA
-
PWM
3h 41m
1 stop
$265Delta
Sat, Aug 22 - Tue, Aug 25
United Airlines Logo
6:53 pm - 10:59 pm
PWM
-
IAD
4h 06m
1 stop
United Airlines Logo
10:10 pm - 11:59 pm
IAD
-
PWM
1h 49mnonstop
$266United Airlines
Thu, Jul 9 - Sun, Jul 12
JetBlue Logo
2:40 pm - 10:59 pm
PWM
-
DCA
8h 19m
1 stop
JetBlue Logo
6:20 am - 12:30 pm
DCA
-
PWM
6h 10m
1 stop
$271JetBlue
Fri, Jul 31 - Sun, Aug 2
JetBlue Logo
3:18 pm - 10:59 pm
PWM
-
DCA
7h 41m
1 stop
JetBlue Logo
6:20 am - 12:16 pm
DCA
-
PWM
5h 56m
1 stop
$275JetBlue
Tue, Jul 28 - Wed, Jul 29
Southwest Logo
5:30 am - 7:10 am
PWM
-
BWI
1h 40mnonstop
Southwest Logo
9:20 pm - 11:00 pm
BWI
-
PWM
1h 40mnonstop
$277Southwest
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 5 days was to Baltimore, at $313 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 5 days was $313.

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 $367 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 $468.

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 $381, 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 $313 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, Thursday 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 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 3 weeks before departure, which saves you about 32% 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$114
Best time to beat the crowds with an average 22% 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 $203 one-way - $413 round-trip; Washington, D.C. $209 one-way - $375 round-trip; Philadelphia $211 one-way - $379 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 4235 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

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

Information on your arrival and departure airports