$122 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 1/30. 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, 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

Thu, Feb 5 - Sun, Feb 8
United Airlines Logo
3:12 pm - 9:13 pm
PWM
-
IAD
6h 01m
1 stop
United Airlines Logo
12:46 pm - 2:31 pm
IAD
-
PWM
1h 45mnonstop
$199United Airlines
Wed, Feb 4 - Sat, Feb 7
American Airlines Logo
12:46 pm - 2:45 pm
PWM
-
DCA
1h 59mnonstop
American Airlines Logo
10:28 am - 12:06 pm
DCA
-
PWM
1h 38mnonstop
$204American Airlines
Thu, Feb 5 - Sat, Feb 7
Delta Logo
2:35 pm - 7:09 pm
PWM
-
IAD
4h 34m
1 stop
Delta Logo
6:00 am - 12:08 pm
IAD
-
PWM
6h 08m
1 stop
$209Delta
Thu, Feb 5 - Sun, Feb 8
Delta Logo
5:59 pm - 11:10 pm
PWM
-
DCA
5h 11m
1 stop
Delta Logo
6:05 am - 12:03 pm
DCA
-
PWM
5h 58m
1 stop
$209Delta
Tue, Mar 17 - Sat, Mar 21
United Airlines Logo
7:07 pm - 11:19 pm
PWM
-
IAD
4h 12m
1 stop
United Airlines Logo
5:20 pm - 7:13 pm
IAD
-
PWM
1h 53mnonstop
$211United Airlines
Sat, Feb 7 - Wed, Feb 11
Delta Logo
6:00 am - 4:46 pm
PWM
-
IAD
10h 46m
2 stops
Delta Logo
6:00 am - 12:03 pm
IAD
-
PWM
6h 03m
1 stop
$214Delta
Mon, Feb 2 - Sun, Feb 8
Multiple Airlines Logo
11:29 am - 6:58 pm
PWM
-
PHL
7h 29m
1 stop
Multiple Airlines Logo
10:45 pm - 9:07 am
PHL
-
PWM
10h 22m
1 stop
$255Multiple Airlines
Tue, Mar 17 - Wed, Mar 18
Southwest Logo
4:30 pm - 6:10 pm
PWM
-
BWI
1h 40mnonstop
Southwest Logo
9:35 pm - 11:05 pm
BWI
-
PWM
1h 30mnonstop
$261Southwest
Mon, Feb 2 - Sun, Feb 8
Multiple Airlines Logo
5:06 pm - 10:37 am
PWM
-
PHL
41h 31m
2 stops
Multiple Airlines Logo
10:45 pm - 9:07 am
PHL
-
PWM
10h 22m
1 stop
$263Multiple Airlines
Sat, Feb 7 - Wed, Feb 11
Southwest Logo
5:10 am - 7:05 am
PWM
-
BWI
1h 55mnonstop
Southwest Logo
1:25 pm - 2:55 pm
BWI
-
PWM
1h 30mnonstop
$271Southwest
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 $219 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 $219.

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 $339, 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 February, when the average cost of round-trip tickets is $330 and $329 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 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 4 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$122
Best time to beat the crowds but there is an average 13% increase 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 $368 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 $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 $223 one-way - $347 round-trip; Washington, D.C. $164 one-way - $296 round-trip; Philadelphia $180 one-way - $324 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 4260 reviews
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

The seats were comfortable, and the boarding process was pretty smooth.

10.0 ExcellentJohn, Jan 2026
BWI - MDW
Read more Southwest reviews

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

Never went on board this flight. Kayak uses Underpricer (which is a scam business) as it's "customer service provider". This customer service is a classic bait and switch "service". I Got caught in the UnderPricer Bait and switch scam. 14 hours on the phone with people from India with heavy accents and upselling me to useless products. The original sell was a flight on spirit. Then they contact me later, an say after they have my money that the flight is no good as is is only one seat for a party of two. I am still in dispute to get my money back. Went to Spirit direct and had a beautiful vacation. I should never have used Kayak and their rip off artists UnderPricer.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

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

Information on your arrival and departure airports