Cheap Flights from Portland (PWM) to Annapolis (ANP)

Popular airlines from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee)

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Alternative airports near Annapolis

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Ronald Reagan Washington National DCA. Cheapest option available. Average driving time to city center is 45 minutes. Flights from $401
DCA
Ronald Reagan Washington National
Cheapest
Average driving time to city center45 min
Flights from $401
Select flight to Baltimore Washington Intl. Thurgood Marshall BWI. Average driving time to city center is 29 minutes. Flights from $461
BWI
Baltimore Washington Intl. Thurgood Marshall
Average driving time to city center29 min
Flights from $461

Frequently asked questions

How much does a flight from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee) cost?
Grab a cheap one-way flight or cheap return flight from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee)?
The cheapest month to fly from PWM to ANP is , when there's less demand. Off-peak season is generally when airlines offer better prices between these airports.
What is the cheapest airline that flies from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll fly you from PWM to ANP. Then, sort your results by "Price (lowest to highest)" to score the best deal available.
How many flights per day from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee)?
There are no daily direct flights from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from PWM to ANP?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary depending on various factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee)?
To reach Annapolis, MD (ANP-Lee) on schedule, book a flight that takes off from Portland Intl. Jetport Airport (PWM) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Edgewater from Portland Intl. Jetport Airport (PWM)?
Portland Intl. Jetport Airport (PWM) offers direct flights to Edgewater. These are a few of the airports you can fly to without stops:

  • Ronald Reagan Washington National Airport (DCA)
  • Baltimore Washington Intl. Thurgood Marshall Airport (BWI)
  • Washington Dulles Intl. Airport (IAD)

Is it cheaper to buy a plane ticket from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee) last-minute?
Holding off until just before your trip to book your flight from PWM to ANP generally means paying more. While you might find some last-minute offers, they're not always guaranteed. Be flexible with your itinerary for a better chance of scoring a bargain.
Is it cheaper to book a PWM to ANP flight and hotel package?
You can save money by booking a PWM to ANP flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. Once you've chosen your preferred flights and accommodations, consider other add-ons like car rentals, activities and tours.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to Annapolis, MD (ANP-Lee)?
In most instances, you can cancel or modify your PWM to ANP flight. However, additional charges may apply, especially if you booked more than 24 hours ago. Check your itinerary for the airline's fees and rules on flight changes, or if you need further details, head to our Customer Service portal.

Travel information

Origin airport
Portland Intl. Jetport
Destination airport
Lee
Distance
459 mi

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Portland to Annapolis Flights

The cheapest times to fly from Portland to Annapolis

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Portland to Annapolis are during the month of . You can find some of the cheapest flights from Portland to Annapolis with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Portland to Annapolis

Sunday is one of the best days to book for cheap flights from Portland to Annapolis: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Portland to Annapolis

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Portland to Annapolis in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Portland to Annapolis flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Portland to Annapolis airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Portland to Annapolis Flights

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*Available to One Key members.