$313 Cheap Flights from Massena (MSS) to Key West (EYW)

View $313 flight on Sun, Nov 23, 2025Opens in a new window

Popular airlines from Massena, NY (MSS-Massena Intl.) to Key West Intl. Airport (EYW)

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Cheap Flights from Massena to Key West (MSS-EYW)

Prices were available within the past 7 days and start at $313 for one-way flights and $498 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Boutique Air
Tue, Nov 18 - Wed, Nov 26
MSS
Massena
EYW
Key West
$498 Roundtrip, found 3 days ago
$498
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Tue, Nov 18 from Massena to Key West, returning Wed, Nov 26, priced at $498 found 3 days ago
Boutique Air
Tue, Nov 18 - Sat, Nov 22
MSS
Massena
EYW
Key West
$504 Roundtrip, found 3 days ago
$504
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Tue, Nov 18 from Massena to Key West, returning Sat, Nov 22, priced at $504 found 3 days ago
Boutique Air
Tue, Nov 18 - Fri, Nov 21
MSS
Massena
EYW
Key West
$518 Roundtrip, found 3 days ago
$518
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Tue, Nov 18 from Massena to Key West, returning Fri, Nov 21, priced at $518 found 3 days ago
Boutique Air
Tue, Nov 18 - Mon, Nov 24
MSS
Massena
EYW
Key West
$524 Roundtrip, found 3 days ago
$524
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Tue, Nov 18 from Massena to Key West, returning Mon, Nov 24, priced at $524 found 3 days ago
Boutique Air
Tue, Nov 18 - Thu, Nov 27
MSS
Massena
EYW
Key West
$528 Roundtrip, found 3 days ago
$528
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Tue, Nov 18 from Massena to Key West, returning Thu, Nov 27, priced at $528 found 3 days ago
Boutique Air
Tue, Nov 18 - Tue, Nov 25
MSS
Massena
EYW
Key West
$544 Roundtrip, found 3 days ago
$544
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Tue, Nov 18 from Massena to Key West, returning Tue, Nov 25, priced at $544 found 3 days ago
Boutique Air
Wed, Oct 22 - Wed, Oct 29
MSS
Massena
EYW
Key West
$564 Roundtrip, found 1 day ago
$564
Roundtrip
found 1 day ago
Select Boutique Air flight, departing Wed, Oct 22 from Massena to Key West, returning Wed, Oct 29, priced at $564 found 1 day ago
Boutique Air
Tue, Dec 30 - Thu, Jan 1
MSS
Massena
EYW
Key West
$583 Roundtrip, found 3 days ago
$583
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Tue, Dec 30 from Massena to Key West, returning Thu, Jan 1, priced at $583 found 3 days ago
Boutique Air
Sun, Nov 23 - Wed, Nov 26
MSS
Massena
EYW
Key West
$588 Roundtrip, found 3 days ago
$588
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Sun, Nov 23 from Massena to Key West, returning Wed, Nov 26, priced at $588 found 3 days ago
Boutique Air
Sun, Nov 23 - Thu, Nov 27
MSS
Massena
EYW
Key West
$618 Roundtrip, found 3 days ago
$618
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Sun, Nov 23 from Massena to Key West, returning Thu, Nov 27, priced at $618 found 3 days ago
Boutique Air
Sat, Nov 22 - Wed, Nov 26
MSS
Massena
EYW
Key West
$623 Roundtrip, found 3 days ago
$623
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Sat, Nov 22 from Massena to Key West, returning Wed, Nov 26, priced at $623 found 3 days ago
Boutique Air
Wed, Oct 22 - Tue, Oct 28
MSS
Massena
EYW
Key West
$624 Roundtrip, found 1 day ago
$624
Roundtrip
found 1 day ago
Select Boutique Air flight, departing Wed, Oct 22 from Massena to Key West, returning Tue, Oct 28, priced at $624 found 1 day ago
Boutique Air
Tue, Dec 30 - Wed, Dec 31
MSS
Massena
EYW
Key West
$642 Roundtrip, found 3 days ago
$642
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Tue, Dec 30 from Massena to Key West, returning Wed, Dec 31, priced at $642 found 3 days ago
Boutique Air
Tue, Nov 18 - Sun, Nov 23
MSS
Massena
EYW
Key West
$645 Roundtrip, found 3 days ago
$645
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Tue, Nov 18 from Massena to Key West, returning Sun, Nov 23, priced at $645 found 3 days ago
Boutique Air
Sat, Nov 22 - Thu, Nov 27
MSS
Massena
EYW
Key West
$653 Roundtrip, found 3 days ago
$653
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Sat, Nov 22 from Massena to Key West, returning Thu, Nov 27, priced at $653 found 3 days ago
Boutique Air
Sat, Nov 22 - Mon, Nov 24
MSS
Massena
EYW
Key West
$663 Roundtrip, found 3 days ago
$663
Roundtrip
found 3 days ago
Select Boutique Air flight, departing Sat, Nov 22 from Massena to Key West, returning Mon, Nov 24, priced at $663 found 3 days ago
Boutique Air
Wed, Oct 22 - Fri, Oct 24
MSS
Massena
EYW
Key West
$679 Roundtrip, found 1 day ago
$679
Roundtrip
found 1 day ago
Select Boutique Air flight, departing Wed, Oct 22 from Massena to Key West, returning Fri, Oct 24, priced at $679 found 1 day ago

Frequently asked questions

How much does a flight from Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW) cost?
Grab a cheap one-way flight from $313 or cheap return flight from $498 from Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW)?
November is the least expensive month to fly from MSS to EYW. Traveling during quieter months is often the key to landing a great deal.
What is the cheapest airline that flies from Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW)?
To find the cheapest airline flying from MSS to EYW, use Expedia's filter tool. Tailor your search based on what matters most to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW)?
You'll have to book a flight with a layover if you're traveling from Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from MSS to EYW?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary based on a number of factors, such as the season 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 Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW)?
To avoid potential delays on the Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW) route, aim to travel before 3 PM. Departures after this hour are 22% more likely to be canceled.**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.
Is it cheaper to buy a plane ticket from Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW) last-minute?
Last-minute bookings from MSS to EYW are generally more expensive. For the lowest rates, start looking for flights early. That being said, if you're flexible with your travel plans, it's possible to find a cheap ticket right before you leave.
Is it cheaper to book a MSS to EYW flight and hotel package?
You'll typically save money by securing a MSS to EYW 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 everything in one convenient place. After choosing your ideal accommodations and flights, consider adding extras such as activities, car rentals and tours.
Can I cancel or change the date of my flight from Massena Intl. Airport (MSS) to Key West Intl. Airport (EYW)?
If you booked your MSS to EYW flight within the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Massena Intl.
Destination airport
Key West Intl.
Roundtrip price
$498
Distance
1460 mi

Book with confidence

Massena to Key West Flights

The cheapest times to fly from Massena to Key West

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 Massena to Key West are during the month of November. You can find some of the cheapest flights from Massena to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Massena to Key West

Sunday is one of the best days to book for cheap flights from Massena to Key West: 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 Massena to Key West

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 Massena to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $313 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 Massena to Key West 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 Massena to Key West 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.

 

Massena to Key West Flights

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*Available to One Key members.