Cheap Flights to Windham , ME from CA $261

View CA $261 flight on Sat, Sep. 6, 2025Opens in a new window

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How much is the cheapest flight to Windham?

Prices were available within the past 7 days and start at CA $261 for one-way flights and CA $434 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Sep. 9 - Sat, Sep. 13
YYZ
Toronto
PWM
Portland
CA $434 Roundtrip, found 16 hours ago
CA $434
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Sep. 9 from Toronto to Portland, returning Sat, Sep. 13, priced at CA $434 found 16 hours ago
American Airlines
Sat, Oct. 18 - Tue, Oct. 28
YYZ
Toronto
PWM
Portland
CA $515 Roundtrip, found 23 hours ago
CA $515
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Sat, Oct. 18 from Toronto to Portland, returning Tue, Oct. 28, priced at CA $515 found 23 hours ago
United
Thu, Sep. 25 - Thu, Oct. 2
YYZ
Toronto
PWM
Portland
CA $603 Roundtrip, found 19 hours ago
CA $603
Roundtrip
found 19 hours ago
Select United flight, departing Thu, Sep. 25 from Toronto to Portland, returning Thu, Oct. 2, priced at CA $603 found 19 hours ago
Air Canada
Wed, Aug. 27 - Sun, Aug. 31
YYC
Calgary
PWM
Portland
CA $763 Roundtrip, found 1 day ago
CA $763
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Aug. 27 from Calgary to Portland, returning Sun, Aug. 31, priced at CA $763 found 1 day ago
WestJet
Wed, Jun. 10 - Wed, Jun. 17
YUL
Montreal
PWM
Portland
CA $791 Roundtrip, found 16 hours ago
CA $791
Roundtrip
found 16 hours ago
Select WestJet flight, departing Wed, Jun. 10 from Montreal to Portland, returning Wed, Jun. 17, priced at CA $791 found 16 hours ago

Find the cheapest month to fly from Columbus (CMH) to Portland (PWM)

May is typically the cheapest month to fly

From CA $180 - CA $506 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Windham. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Windham. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Windham.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Windham flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Windham.

Looking to save even more? Get additional savings by bundling your Windham flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Windham trip!

Frequently asked questions

What is the name of Windham's airport?
Organize a flight to Windham and you'll be hitting the runway at Portland Intl. Jetport Airport (PWM).
How far is Portland Intl. Jetport Airport (PWM) from central Windham?
Portland Intl. Jetport is 14 kilometres from central Windham, so be prepared for a bit of a commute into the centre of the city.
What airport is best to fly into Windham?
Make your way through the doors of Portland Intl. Jetport and your Windham getaway will have begun! The city's main airport, it's located 14 kilometres from the downtown area.
How many airlines fly to Windham?
There are a total of 8 airlines connecting Windham with 17 airports across the world.
Which airlines fly to Windham?
The majority of flights into Windham are offered by American Airlines. The most preferred route takes off from Washington, and American Airlines flies this route the most.
How many nonstop flights are there to Windham?
Organizing an unforgettable Windham vacation is simple when there are 179 direct flights each week to pick from.
Where are the most popular flights to Windham departing from?
Travellers frequently set off from Washington, New York and Baltimore airports when heading to Windham.
How long is the flight to Windham Airport?
Which airport you depart from determines how much of the in-flight entertainment you'll get to enjoy. From Washington to Windham, the average flight time is 1 hour and 43 minutes. From New York it's typically 1 hour and 26 minutes, and from Baltimore it's 1 hour and 28 minutes.
How to book the cheapest flight to Windham?
If you want to save some cash on your trip to Windham, listen up! As every seasoned jet-setter knows, don't book at the very last minute. Airfares are often highest close to the departure date. Also, shop around and compare your options. If your destination has more than one airport, you may be able to pick up an excellent price by flying into a smaller terminal. Lastly, be ready to secure your seat quickly if you find a real bargain. It might not stick around for long! With a bit of know-how and some luck, the perfect fare will be yours.
Do you have any tips for my flight to Windham?
If you're not prepared, air travel can be testing. But don't hit the panic button just yet. Follow these helpful hints for a hassle-free start to your time in Windham. What to pack in your hand luggage:

  • The secret to having a stress-free travel experience is to plan ahead. Start with the essentials: passport, travel documents, credit cards and daily medications. Next, take on board items that'll help keep you entertained, like some electronic devices or a thrilling book. It's also wise to pack your chargers, a comfy neck pillow and a pair of noise-cancelling headphones. Finally, don't forget to toss in toiletries like a toothbrush, cleansing wipes and a clean T-shirt.

Do not pack the following items in your hand luggage:

  • While the list of restricted items differs between airlines, the general rule of thumb is nothing flammable, sharp or explosive. This includes things like box cutters, razor blades, spray paint and flares. Sporting equipment like ice skates, and objects that could injure passengers, such as firearms and ammunition, are also banned from the cabin.

What to wear on a flight:

  • The aisles of an airplane are no place for a fashion parade. Layer up with comfy clothing and opt for shoes that are flat and easy to pull on and off.
  • Caused by lengthy periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect passengers during long-distance flights. Lower your risks by drinking water, keeping your legs and feet moving and wearing compression socks or tights.

How to get through airport security fast when flying to Windham?
Being prepared before your flight will make your trip to Windham a breeze. We've compiled some handy tips and tricks for a swift journey past security:

  • First things first. Your boarding pass and travel ID will need to be inspected by airport security personnel. Have them close by so you don't hold up the queue.
  • Time to strip down. Well sort of. Your coat, belt, keys and other contents of your pockets, like your earphones, will need to go through the X-ray machine. Make the whole process easier by removing them as your turn draws near.
  • All your electronic devices, including your laptop and phone, will also need to be scanned separately.
  • Any gels or liquids, such as shampoo or hairspray, that you want to bring on board need to be in containers no larger than 3.4 ounces (100 millilitres). Also, they all must fit inside a quart-size (one litre), zip-lock bag.
  • Lightweight sneakers are a great footwear choice as you're less likely to be asked to remove them when passing through security. Big boots and other heavy-style shoes are usually subjected to additional screening.
  • Sharp items are prohibited in the cabin. They'll be seized at security, so pack them safely away in your checked baggage.

Flights to Windham information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Destination city name
Portland
Roundtrip price
CA $434

Trending flights to Windham

Prices were available within the past 7 days and start at CA $261 for one-way flights and CA $434 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Sep. 9 - Sat, Sep. 13
YYZ
Toronto
PWM
Portland
CA $434 Roundtrip, found 16 hours ago
CA $434
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Sep. 9 from Toronto to Portland, returning Sat, Sep. 13, priced at CA $434 found 16 hours ago
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