$75 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 6/12. 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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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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Best Maryland Flight Deals from Portland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Washington, D.C.
Washington, D.C.nonstop$169
Washington, D.C.
Washington, D.C.nonstop$169

Cheap Flight Deals from Portland to Maryland (PWM-USMD)

 
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.

Recent round-trip flight deals from Portland to Maryland

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Portland to Maryland.
Discover the best prices for you by selecting your travel dates on KAYAK.
United Airlines Logo
7:26 pm - 9:15 pmPWM-IAD
1h 49mnonstop
United Airlines Logo
12:35 pm - 2:25 pmIAD-PWM
1h 50mnonstop
$169United Airlines
Find Deal
Thu, Aug 28 - Tue, Sep 2
American Airlines Logo
6:00 am - 7:49 amPWM-DCA
1h 49mnonstop
American Airlines Logo
10:08 pm - 11:53 pmDCA-PWM
1h 45mnonstop
$169American Airlines
Find Deal
Fri, Jul 18 - Mon, Jul 21
American Airlines Logo
2:05 pm - 3:50 pmPWM-DCA
1h 45mnonstop
American Airlines Logo
11:45 am - 1:22 pmDCA-PWM
1h 37mnonstop
$179American Airlines
Find Deal
Fri, May 16 - Sat, May 17
United Airlines Logo
12:11 pm - 4:24 pmPWM-IAD
4h 13m1 stop
United Airlines Logo
5:34 pm - 7:29 pmIAD-PWM
1h 55mnonstop
$179United Airlines
Find Deal
Thu, Aug 28 - Tue, Sep 2
Delta Logo
6:30 am - 11:59 amPWM-IAD
5h 29m1 stop
Delta Logo
8:30 pm - 12:46 amIAD-PWM
4h 16m1 stop
$189Delta
Find Deal
Thu, Jun 26 - Mon, Jun 30
Delta Logo
6:35 am - 10:15 amPWM-DCA
3h 40m1 stop
Delta Logo
7:40 pm - 11:30 pmDCA-PWM
3h 50m1 stop
$189Delta
Find Deal
Thu, Jun 5 - Tue, Jun 10
Frontier Logo
9:30 pm - 10:11 pmPWM-PHL
24h 41m1 stop
Frontier Logo
10:59 pm - 8:40 pmPHL-PWM
21h 41m1 stop
$189Frontier
Find Deal
Fri, May 16 - Sun, May 18
Frontier Logo
9:30 pm - 10:11 pmPWM-PHL
24h 41m1 stop
Frontier Logo
10:59 pm - 8:40 pmPHL-PWM
21h 41m1 stop
$191Frontier
Find Deal
Fri, May 16 - Sun, May 18
Southwest Logo
5:30 am - 7:05 amPWM-BWI
1h 35mnonstop
Southwest Logo
8:10 am - 9:45 amBWI-PWM
1h 35mnonstop
$217Southwest
Find Deal
Tue, Jun 10 - Wed, Jun 11
Southwest Logo
2:20 pm - 3:55 pmPWM-BWI
1h 35mnonstop
Southwest Logo
10:35 pm - 12:05 amBWI-PWM
1h 30mnonstop
$231Southwest
Find Deal
Tue, Jun 3 - Thu, Jun 5
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Portland to Maryland.

The cheapest ticket to Maryland from Portland found in the last 72 hours was to Baltimore, at $256 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 $256.

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 $238 (return) on average. On the other hand, the most expensive months are April and February, when the average cost of round-trip tickets is $337 and $326 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 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. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.


Good to know

Low seasonFebruary
High seasonApril
Cheapest flight$75
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly with an average 17% increase in price.
Flight from Portland to Washington Dulles Airport

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 $380 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 $455.

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 $170 one-way - $331 round-trip; Washington, D.C. $155 one-way - $279 round-trip; Philadelphia $167 one-way - $348 round-trip

Top 3 airlines serving 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 4294 reviews
8.0Comfort
7.1Food
8.6Crew
7.6Entertainment
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

A bit rush for transit. Food and entertainment are not available

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

leg space better than expected. two washrooms for one plane isn't enough.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

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

Information on your arrival and departure airports

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