$380 Cheap Flights from Calgary (YYC) to Key West (EYW)

View $380 flight on Mon, Oct 27, 2025Opens in a new window

Popular airlines from Calgary International Airport (YYC) to Key West Intl. Airport (EYW)

Cheap Flights from Calgary to Key West (YYC-EYW)

Prices were available within the past 7 days and start at $380 for one-way flights and $789 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$789 Roundtrip, found 5 days ago
$789
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $789 found 5 days ago
WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$791 Roundtrip, found 5 days ago
$791
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $791 found 5 days ago
WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$801 Roundtrip, found 5 days ago
$801
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $801 found 5 days ago
WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$812 Roundtrip, found 5 days ago
$812
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $812 found 5 days ago
WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$815 Roundtrip, found 5 days ago
$815
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $815 found 5 days ago
WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$824 Roundtrip, found 5 days ago
$824
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $824 found 5 days ago
WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$848 Roundtrip, found 5 days ago
$848
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $848 found 5 days ago
WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$1,212 Roundtrip, found 5 days ago
$1,212
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $1,212 found 5 days ago
WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$1,224 Roundtrip, found 5 days ago
$1,224
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $1,224 found 5 days ago
WestJet
Wed, Nov 12 - Mon, Nov 17
YYC
Calgary
EYW
Key West
$1,235 Roundtrip, found 5 days ago
$1,235
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Nov 12 from Calgary to Key West, returning Mon, Nov 17, priced at $1,235 found 5 days ago

Frequently asked questions

How much does a flight from Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW) cost?
Snag a cheap one-way flight from $380 or cheap return flight from $789 from Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW) 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 Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW)?
November is the least expensive month to fly from YYC to EYW. Traveling during an off-peak travel window is often the key to scoring lower fares.
What is the cheapest airline that flies from Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW)?
To find the cheapest airline flying from YYC to EYW, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW)?
There are no daily direct flights available from Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be on your way before you know it.
What day of the week has the most flights from YYC to EYW?
You'll typically find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW)?
To avoid potential delays on the Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW) route, travel before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**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 Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW) last-minute?
Last-minute bookings from YYC to EYW are usually more expensive. To lock in the best prices, start looking for flights well in advance. That being said, if your travel plans are flexible, it's possible to score a cheap fare just before your departure.
Is it cheaper to book a YYC to EYW flight and hotel package?
You'll generally save money by booking a YYC to EYW flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. After selecting your ideal flights and accommodations, consider adding extras like activities, car rentals and tours.
Can I cancel or change the date of my flight from Calgary Intl. Airport (YYC) to Key West Intl. Airport (EYW)?
Typically, it's possible to cancel or reschedule your YYC to EYW flight. However, if it's been more than 24 hours since booking, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
Calgary Intl.
Destination airport
Key West Intl.
Roundtrip price
$789
Distance
2505 mi

Book with confidence

Calgary to Key West Flights

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

 

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

Sunday is one of the best days to book for cheap flights from Calgary 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 Calgary 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 Calgary to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $380 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 Calgary 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 Calgary 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.

 

Calgary to Key West Flights

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*Available to One Key members.