$168 Cheap flights from Portland Intl. Jetport to Key West Intl. (PWM to EYW)

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly from Portland Intl. Jetport to Key West Intl.

Amazing PWM to EYW Flight Deals

The cheapest flights to Key West Intl. found within the past 7 days were $268 round trip and $168 one way. Prices and availability subject to change. Additional terms may apply.

Best Key West Intl. Flight and Hotel Packages

Key West Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
The Guesthouses at Southernmost Beach Resort - Adults only
Parrot Key Hotel & Villas
Pier House Resort & Spa
Havana Cabana at Key West - Adults Only
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Frequently asked questions

Can I catch a flight from Portland Intl. Jetport to Key West Intl. Airport right now?
For any current Key West Intl. Airport (EYW) travel advice and quarantine requirements, visit our Covid-19 Travel Advisor. Look before you arrange your flight, so you don’t get caught up.
Are there direct flights from Portland Intl. Jetport to EYW?
Be prepared for a stopover when flying from PWM to Key West Intl. Airport. You won’t find any direct flights on this route, however American Airlines, United Airlines and JetBlue will get you to Monroe County in a timely manner.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Key West Intl. Airport (EYW), please visit our Customer Service Portal.
How long is the flight from PWM to Key West Intl. Airport (EYW)?
It usually takes around 5 hours and 16 minutes to jet from Portland Intl. Jetport to Key West Intl. Airport (EYW). You’ll be cruising at altitude for a while, so entertain yourself with a film or flick through the in-flight magazine.
What is the flight distance from PWM to Key West Intl. Airport (EYW)?
The flight distance from Portland Intl. Jetport Airport (PWM) to Key West Intl. Airport is 1,450 mi. Be sure to bring along something to read or a few crosswords to make your time in the air more enjoyable.
What airlines fly from Portland Intl. Jetport to Key West Intl. Airport?
Unfortunately, you won’t find any airlines that fly direct from Portland Intl. Jetport Airport (PWM) to Key West Intl. Airport. But don’t let that come between you and a great vacation. Use any layover as an opportunity to have a shop, check out the local fare and potentially find a new city you want to get to know better.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with American Airlines, Silver Airways or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

 

Traveling From
Portland Intl. Jetport
Traveling To
Key West Intl.
Shortest Flight Time
hours mins
Earliest Departure Time
Latest Departure Time
Lowest Flight Price
$268

Route Info

Flight path for flights from Portland International Jetport to Key West International Airport.


Distance:
1,558.00 miles


Discover our best flights from Portland PWM to Key West EYW. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Portland PWM to Key West EYW at the right price  

Airfares to Key West EYW from Portland PWM currently cost between $268 and $327. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Portland PWM to Key West EYW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Portland PWM to Key West EYW on Travelocity starting at $168. Prices and availability subject to change. Additional terms may apply. 

 

Get to Key West EYW from Portland PWM quicker with direct flights. 

Get to Key West faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to EYW from PWM to take around hour(s) min(s).  

 

Find our cheapest airfares for flights from Portland PWM to Key West EYW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to EYW from PWM. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Portland PWM to Key West EYW today 

If you’re flexible about when you travel, December is usually the cheapest month to fly from Portland PWM to Key West EYW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Key West EYW from Portland PWM 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to EYW from PWM have this option.  

 

Travel with confidence when you book flights to Key West EYW from Portland PWM with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.