$118 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 2/23. 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 20 - Wed, Feb 25
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
Sat, Mar 21 - Mon, Mar 23
United Airlines Logo
7:08 pm - 11:19 pm
PWM
-
IAD
4h 11m
1 stop
United Airlines Logo
6:00 am - 10:49 am
IAD
-
PWM
4h 49m
1 stop
$209United Airlines
Tue, Mar 17 - Wed, Apr 1
Delta Logo
6:03 am - 12:53 pm
PWM
-
DCA
6h 50m
1 stop
Delta Logo
6:00 am - 11:04 am
DCA
-
PWM
5h 04m
1 stop
$209Delta
Tue, Mar 3 - Tue, Mar 10
Delta Logo
12:43 pm - 11:09 pm
PWM
-
IAD
10h 26m
2 stops
Delta Logo
7:59 pm - 11:59 pm
IAD
-
PWM
4h 00m
1 stop
$214Delta
Tue, Mar 17 - Tue, Mar 24
Delta Logo
6:03 am - 2:00 pm
PWM
-
DCA
7h 57m
2 stops
Delta Logo
6:00 am - 12:09 pm
DCA
-
PWM
6h 09m
1 stop
$214Delta
Thu, Apr 30 - Mon, May 4
American Airlines Logo
6:00 am - 7:50 am
PWM
-
DCA
1h 50mnonstop
American Airlines Logo
8:27 am - 10:07 am
DCA
-
PWM
1h 40mnonstop
$215American Airlines
Sat, May 2 - Sat, May 9
Southwest Logo
12:45 pm - 2:25 pm
PWM
-
BWI
1h 40mnonstop
Southwest Logo
9:40 pm - 11:10 pm
BWI
-
PWM
1h 30mnonstop
$241Southwest
Wed, Mar 4 - Wed, Mar 4
Southwest Logo
5:45 am - 7:40 am
PWM
-
BWI
1h 55mnonstop
Southwest Logo
8:45 pm - 10:15 pm
BWI
-
PWM
1h 30mnonstop
$261Southwest
Mon, Mar 16 - Thu, Apr 2
Multiple Airlines Logo
5:06 pm - 6:45 pm
PWM
-
BWI
25h 39m
2 stops
Multiple Airlines Logo
8:39 pm - 9:07 am
BWI
-
PWM
12h 28m
1 stop
$305Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
5:06 pm - 12:22 pm
PWM
-
PHL
43h 16m
2 stops
Multiple Airlines Logo
5:30 am - 10:49 am
PHL
-
PWM
5h 19m
1 stop
$320Multiple 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 $245 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 $245.

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 $350, 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 June, when the average cost of round-trip tickets is $330 and $315 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 40% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$118
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 6% 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 $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 $451.

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 $184 one-way - $344 round-trip; Washington, D.C. $164 one-way - $291 round-trip; Philadelphia $192 one-way - $354 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 4271 reviews
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

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.

10.0 ExcellentMeghan, Feb 2026
MCO - DEN
Read more Southwest reviews

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.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

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

Information on your arrival and departure airports