$90 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 9/5. 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.
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1 adult, Economy, 0 bags

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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

Sat, Sep 5 - Sun, Sep 6
Southwest Logo
5:40 am - 7:15 amPWM  Portland-BWI Baltimore/Washington
1h 35mnonstop
Southwest Logo
3:05 pm - 4:35 pmBWI  Baltimore/Washington-PWM Portland
1h 30mnonstop
$199Southwest
Fri, Sep 11 - Mon, Sep 14
Southwest Logo
3:40 pm - 5:25 pmPWM  Portland-BWI Baltimore/Washington
1h 45mnonstop
Southwest Logo
8:55 pm - 10:30 pmBWI  Baltimore/Washington-PWM Portland
1h 35mnonstop
$214Southwest
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
5:40 am - 7:15 amPWM  Portland-BWI Baltimore/Washington
1h 35mnonstop
Southwest Logo
9:40 am - 11:15 amBWI  Baltimore/Washington-PWM Portland
1h 35mnonstop
$217Southwest
Tue, Sep 15 - Tue, Oct 6
Multiple Airlines Logo
5:09 pm - 1:35 pmPWM  Portland-PHL Philadelphia
20h 26m1 stop Raleigh-Durham
Multiple Airlines Logo
9:30 am - 4:24 pmPHL  Philadelphia-PWM Portland
6h 54m1 stop Raleigh-Durham
$236Multiple Airlines
Tue, Sep 1 - Wed, Sep 2
Multiple Airlines Logo
8:00 am - 1:16 amPWM  Portland-PHL Philadelphia
17h 16m2 stops Charleston Tampa
Multiple Airlines Logo
8:35 am - 5:58 pmPHL  Philadelphia-PWM Portland
9h 23m1 stop Tampa
$238Multiple Airlines
Wed, Nov 18 - Wed, Dec 2
Delta Logo
4:40 pm - 11:03 pmPWM  Portland-BWI Baltimore/Washington
6h 23m1 stop Detroit Metropolitan Wayne County
Delta Logo
2:10 pm - 10:23 pmBWI  Baltimore/Washington-PWM Portland
8h 13m1 stop Atlanta Hartsfield-Jackson
$241Delta
Fri, Oct 9 - Mon, Oct 12
United Airlines Logo
5:15 am - 7:07 amPWM  Portland-IAD Washington, D.C. Dulles Intl
1h 52mnonstop
United Airlines Logo
5:30 pm - 7:24 pmIAD  Washington, D.C. Dulles Intl-PWM Portland
1h 54mnonstop
$249United Airlines
Sat, Oct 10 - Mon, Oct 12
American Airlines Logo
6:00 am - 7:56 amPWM  Portland-DCA Washington, D.C. Reagan-National
1h 56mnonstop
American Airlines Logo
10:18 pm - 11:59 pmDCA  Washington, D.C. Reagan-National-PWM Portland
1h 41mnonstop
$249American Airlines
Fri, Oct 16 - Mon, Oct 19
United Airlines Logo
6:54 pm - 10:59 pmPWM  Portland-IAD Washington, D.C. Dulles Intl
4h 05m1 stop Newark
United Airlines Logo
10:10 pm - 11:59 pmIAD  Washington, D.C. Dulles Intl-PWM Portland
1h 49mnonstop
$250United Airlines
Fri, Oct 2 - Mon, Oct 5
American Airlines Logo
4:41 pm - 9:28 pmPWM  Portland-DCA Washington, D.C. Reagan-National
4h 47m1 stop New York LaGuardia
American Airlines Logo
1:59 pm - 3:43 pmDCA  Washington, D.C. Reagan-National-PWM Portland
1h 44mnonstop
$250American 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 September.

Flight prices are below average for this route right now.

Flights to Maryland from Portland, Maine usually cost between $343 and $429 in September.
The lowest price found in the past 5 days was $199 on Southwest (Sep 5-Sep 6).

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 $280 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 $280.

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 $366 on average. Morning departures are around 9% 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 $492.

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 $482, 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 January, when tickets cost $339 (return) on average. On the other hand, the most expensive months are March and June, when the average cost of round-trip tickets is $529 and $469 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 Sunday is the most expensive. Flying from Maryland back to Portland, the best deals are generally found on Saturday, 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 3 weeks before departure, which saves you about 14% 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 season

February

Cheapest flight

$90
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly and prices are also 17% lower on average.
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 $221 one-way - $381 round-trip; Washington, D.C. $274 one-way - $302 round-trip; Philadelphia $262 one-way - $371 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 4220 reviews
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

8.0 ExcellentDavid, Aug 2026
Read more Southwest reviews

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

I liked the new boarding process. I thought the buyup options (legroom, early boarding) to be easy to request and reasonably priced. All the Southwest team from gate to in-flight were so nice.

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!

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

I liked it better when you were truer to your roots Am paying more for less fun

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

The last 3 flights between BWI and BDL canceled the beverage service mid- way. Just say up front that the fight is too short. Thanks!

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!

Boarded the plane in Portland and sat on the tarmac for four hours before being given clearance to take off. Apparently a "scratch" was detected on the preflight inspection. This delay resulted in me missing my connection in Baltimore. I therefore had to stay overnight and then catch an early flight this morning, which resulted in my missing a mandatory class. I would like a refund / voucher to cover the cost of the missed flight. And additional voucher for the time spent on the plane in Portland would also be appreciated.

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

Information on your arrival and departure airports

Portland (PWM)