$131 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% 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

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

Wed, May 13 - Sun, May 17
United Airlines Logo
3:39 pm - 9:11 pm
PWM
-
IAD
5h 32m
1 stop
United Airlines Logo
10:10 pm - 11:59 pm
IAD
-
PWM
1h 49mnonstop
$199United Airlines
Tue, Mar 31 - Sat, Apr 4
United Airlines Logo
7:33 pm - 9:29 pm
PWM
-
IAD
1h 56mnonstop
United Airlines Logo
5:10 pm - 7:01 pm
IAD
-
PWM
1h 51mnonstop
$200United Airlines
Wed, May 13 - Wed, May 20
United Airlines Logo
5:30 am - 7:22 am
PWM
-
IAD
1h 52mnonstop
United Airlines Logo
10:10 pm - 11:59 pm
IAD
-
PWM
1h 49mnonstop
$201United Airlines
Thu, Feb 5 - Tue, Feb 10
American Airlines Logo
5:20 am - 7:18 am
PWM
-
DCA
1h 58mnonstop
American Airlines Logo
10:28 am - 12:06 pm
DCA
-
PWM
1h 38mnonstop
$204American Airlines
Sat, Mar 21 - Mon, Mar 23
Delta Logo
4:48 pm - 10:59 pm
PWM
-
IAD
6h 11m
1 stop
Delta Logo
7:59 pm - 11:59 pm
IAD
-
PWM
4h 00m
1 stop
$209Delta
Sat, Feb 21 - Mon, Mar 2
United Airlines Logo
6:00 am - 12:23 pm
PWM
-
DCA
6h 23m
1 stop
United Airlines Logo
6:00 pm - 11:20 pm
DCA
-
PWM
5h 20m
1 stop
$209United Airlines
Sat, Feb 21 - Mon, Feb 23
Delta Logo
12:45 pm - 5:45 pm
PWM
-
DCA
5h 00m
1 stop
Delta Logo
2:32 pm - 12:18 am
DCA
-
PWM
9h 46m
2 stops
$214Delta
Thu, Feb 5 - Sun, Feb 8
American Airlines Logo
5:20 am - 7:18 am
PWM
-
DCA
1h 58mnonstop
American Airlines Logo
10:10 pm - 11:43 pm
DCA
-
PWM
1h 33mnonstop
$219American Airlines
Tue, Mar 3 - Wed, Mar 4
Southwest Logo
12:45 pm - 2:30 pm
PWM
-
BWI
1h 45mnonstop
Southwest Logo
8:45 pm - 10:15 pm
BWI
-
PWM
1h 30mnonstop
$261Southwest
Sat, Mar 7 - Tue, Mar 10
Southwest Logo
5:20 pm - 7:05 pm
PWM
-
BWI
1h 45mnonstop
Southwest Logo
10:25 am - 11:55 am
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 $310, 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 $327 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 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 seasonAugust
Cheapest flight$121
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 4% 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 $443.

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 $209 one-way - $346 round-trip; Washington, D.C. $176 one-way - $291 round-trip; Philadelphia $187 one-way - $329 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 4267 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Airline reviews

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

10.0 ExcellentPieter, Jan 2026
LGB - DAL
Read more Southwest reviews

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

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

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.

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

Information on your arrival and departure airports