CA $247 Cheap Flights from Portland (PWM) to Key West (EYW)

View CA $247 flight on Tue, Feb. 10, 2026Opens in a new window

Popular airlines from Portland Intl. Jetport Airport (PWM) to Key West Intl. Airport (EYW)

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Cheap flights from Portland (PWM) to Key West (EYW)

Prices were available within the past 7 days and start at CA $247 for one-way flights and CA $605 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $605 Roundtrip, found 5 days ago
CA $605
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $605 found 5 days ago
Delta
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $637 Roundtrip, found 5 days ago
CA $637
Roundtrip
found 5 days ago
Select Delta flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $637 found 5 days ago
American Airlines
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $639 Roundtrip, found 5 days ago
CA $639
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $639 found 5 days ago
American Airlines
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $647 Roundtrip, found 5 days ago
CA $647
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $647 found 5 days ago
Delta
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $690 Roundtrip, found 5 days ago
CA $690
Roundtrip
found 5 days ago
Select Delta flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $690 found 5 days ago
Delta
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $694 Roundtrip, found 5 days ago
CA $694
Roundtrip
found 5 days ago
Select Delta flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $694 found 5 days ago
American Airlines
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $716 Roundtrip, found 5 days ago
CA $716
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $716 found 5 days ago
Delta
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $735 Roundtrip, found 5 days ago
CA $735
Roundtrip
found 5 days ago
Select Delta flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $735 found 5 days ago
Delta
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $747 Roundtrip, found 5 days ago
CA $747
Roundtrip
found 5 days ago
Select Delta flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $747 found 5 days ago
Delta
Tue., Feb. 10 - Tue., Feb. 17
PWM
Portland
EYW
Key West
CA $750 Roundtrip, found 5 days ago
CA $750
Roundtrip
found 5 days ago
Select Delta flight, departing Tue., Feb. 10 from Portland to Key West, returning Tue., Feb. 17, priced at CA $750 found 5 days ago
Flight from Portland to Key West (PWM - EYW) route information
Origin airport
Portland Intl. Jetport
Destination airport
Key West Intl.
Roundtrip price
CA $605
Distance
2350 km

Portland to Key West Flights

Ready for an adventure? Thought so! Prepare to see the sights when you book your trip from Portland to Key West with Expedia.ca. Whether you’re visiting for business or pleasure, we know how important it is to bring home travel stories. Maybe your tales will include the best dinner of your life, or the weirdest street art you saw in the city, or the concert that turned you into a fan of a new band. Whatever it is, your new favourite anecdote is right around the corner. Book your trip from PWM to EYW and begin your journey!

Getting a cheap deal on your trip sets the tone for the perfect holiday. And with Expedia.ca, you know you can travel from Portland to Key West on the cheap, with enough money left over for a stellar time in the city. That could mean more tours with the kids, more concerts with the spouse, more dessert amongst co-workers, or even front row seats to a sports game if you’re travelling solo. It’s your holiday! Make it great.

Travelling shouldn’t cost an arm and a leg before you even get to relax on the plane’s armrests. Count on Expedia.ca to get you the best discounts on flights from PWM to EYW. And remember this: You can also save big when you bundle. Add a hotel or car rental deal to your flight and witness those savings add up. Hey, more money for more souvenirs, right? Right! Pack your bags and we’ll see you on the route.

Combine your Key West flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from with Expedia Canada. Use us as your top travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from PWM to Key West Intl. Airport (EYW)?
If you’re planning on traveling between Portland Intl. Jetport and EYW, round-trip flights start from CA $605. This price is based on airfares listed within the last 7 days on Expedia for flights departing within the next year, so don’t hang about. Book now and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Portland Intl. Jetport Airport (PWM) to Key West Intl. Airport?
The majority of flights can be canceled online, but every air carrier has its own terms and conditions. If you do need to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from PWM to Key West Intl. Airport (EYW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Portland Intl. Jetport to Key West Intl. Airport flights, you’ll see a “no change fees” filter for you to select.
How many hours is the flight from Portland Intl. Jetport Airport (PWM) to Key West Intl. Airport?
There are lots of ways to make the 5 hours and 14 minutes between Portland Intl. Jetport Airport (PWM) and EYW fly by. If you want to be productive, organize your camera roll or clear out all those backed-up emails. A snooze also helps pass the time!
How far is the flight from Portland Intl. Jetport to EYW?
The flying distance between PWM (PWM) and EYW (EYW) is 2,400 kilometers. Work your way through your travel song playlist or get stuck into a book and the journey will whiz by.
Which airlines fly direct from PWM to Key West Intl. Airport (EYW)?
Currently, no airlines offer direct flights from PWM to Key West Intl. Airport. You’ll need to book a flight with at least one stop. To get the best price and connections, lock in your fare well ahead of time.
Are PWM to EYW flight tickets cheaper when they're purchased at the last minute?
Last-minute bookings from Portland Intl. Jetport to Key West Intl. Airport (EYW) can be hit-or-miss. It is possible to find a bargain, but you could also miss out completely! If you’d prefer to start your trip planning ahead of time, Expedia compares flight deals up to a year in advance. Just bear in mind that not all airlines list their prices that far in advance. Our top tip? Check back often as prices are updated frequently.

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