$107 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 8/30. 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

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 22% 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

Cheap Flights from Portland to Maryland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Washington, D.C.
Washington, D.C.nonstop$189
Washington, D.C.
Washington, D.C.nonstop$189

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, Sep 12 - Sun, Sep 14
United Airlines Logo
7:26 pm - 9:15 pmPWM-IAD
1h 49mnonstop
United Airlines Logo
5:34 pm - 7:29 pmIAD-PWM
1h 55mnonstop
$189United Airlines
Find Deal
Fri, Sep 12 - Sun, Sep 14
American Airlines Logo
6:00 am - 7:44 amPWM-DCA
1h 44mnonstop
American Airlines Logo
10:04 pm - 11:45 pmDCA-PWM
1h 41mnonstop
$189American Airlines
Find Deal
Thu, Sep 11 - Sun, Sep 14
American Airlines Logo
6:00 am - 7:44 amPWM-DCA
1h 44mnonstop
American Airlines Logo
10:04 pm - 11:45 pmDCA-PWM
1h 41mnonstop
$190American Airlines
Find Deal
Tue, Sep 9 - Tue, Sep 16
Delta Logo
11:50 am - 11:25 pmPWM-IAD
11h 35m2 stops
Delta Logo
8:17 pm - 12:34 amIAD-PWM
4h 17m1 stop
$194Delta
Find Deal
Fri, Sep 12 - Sun, Sep 14
United Airlines Logo
7:26 pm - 9:15 pmPWM-IAD
1h 49mnonstop
United Airlines Logo
5:50 pm - 11:03 pmIAD-PWM
5h 13m1 stop
$199United Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
Delta Logo
6:33 am - 11:41 pmPWM-DCA
17h 08m1 stop
Delta Logo
6:05 am - 12:34 amDCA-PWM
18h 29m1 stop
$203Delta
Find Deal
Fri, Sep 12 - Sun, Sep 14
JetBlue Logo
2:17 pm - 7:22 pmPWM-DCA
5h 05m1 stop
JetBlue Logo
5:30 pm - 10:07 pmDCA-PWM
4h 37m1 stop
$209JetBlue
Find Deal
Thu, Sep 11 - Sun, Sep 14
JetBlue Logo
2:17 pm - 7:22 pmPWM-DCA
5h 05m1 stop
JetBlue Logo
6:19 am - 1:22 pmDCA-PWM
7h 03m1 stop
$213JetBlue
Find Deal
Wed, Sep 10 - Wed, Sep 10
Southwest Logo
3:40 pm - 5:20 pmPWM-BWI
1h 40mnonstop
Southwest Logo
8:50 pm - 10:25 pmBWI-PWM
1h 35mnonstop
$217Southwest
Find Deal
Sat, Sep 27 - Tue, Sep 30
Southwest Logo
5:45 am - 7:20 amPWM-BWI
1h 35mnonstop
Southwest Logo
8:15 am - 9:50 amBWI-PWM
1h 35mnonstop
$225Southwest
Find Deal
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 $236 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 $236.

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 $319, 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 $238 (return) on average. On the other hand, the most expensive months are August and February, when the average cost of round-trip tickets is $343 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 Sunday is the most expensive. Flying from Maryland back to Portland, the best deals are generally found on Tuesday, 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 35% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$107
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 3% 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 $383 on average. Morning departures are around 3% more expensive than evening flights, on average. The most expensive time of day to fly to Maryland is generally at night, which is peak travel time and where the average cost of a ticket is $440.

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 $216 one-way - $288 round-trip; Washington, D.C. $208 one-way - $262 round-trip; Philadelphia $169 one-way - $286 round-trip

Reviews of the 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 4246 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

6.0 GoodDavid, Aug 2025MCO - DEN
Read more Southwest reviews

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

There was no food available for this red eye... one little waffle cookie for a 6+ hour flight... thank God I was able to sleep some

It is clear that someone knew, and competent, is in charge of food at United Airlines at least for the international flights. I was flying in coach, but the choices of the dinner were excellent. Tasty, and appropriate size. I had the beef, which was a little bit like a shepherds pie, and it was good. Nothing comparable has been served on a United flight in years. It will not be confused with three star food, but it is very good for airline food. Even better was the breakfast choice between a cinnamon roll and a breakfast sandwich. I chose the breakfast sandwich which was absolutely delicious and which I would happily order again at my local Starbucks or Panera. It is clear that someone knew indifferent is in charge of the food and it’s about time.

The flight was comfortable with the exit row and great service

Had to cancel first flight because Airporter Bus took over 3 hrs to get to airport which resulted in an extra $378 dollar fare . Is there anyway I can be reimbursed for initial fare since it was not my fault? Sent from my iPhone EJ Ledet

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

This flight was perfect. No complaints and only the highest regard for the crew and ground staff and how they executed perfectly. I fly a lot with United and would request predictability and transparency in their operations instead of last minute changes.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

Great flight. No issues at all. I still think boarding could be more efficient but otherwise, a good experience.

Pretty good. The food was just mediocre, the boarding and crew were good.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

Sat on the ground in Cincinnati for 50 minutes before deplaning

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.