Cheap Flights to Windley Key , FL from CA $237

View CA $237 flight on Mon, Feb. 23, 2026Opens in a new window

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How much is the cheapest flight to Windley Key?

Prices were available within the past 7 days and start at CA $237 for one-way flights and CA $397 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, Nov. 5 - Thu, Nov. 13
YUL
Montreal
MIA
Miami
CA $402 Roundtrip, found 5 days ago
CA $402
Roundtrip
found 5 days ago
Select Air Canada flight, departing Wed, Nov. 5 from Montreal to Miami, returning Thu, Nov. 13, priced at CA $402 found 5 days ago
Air Transat
Mon, Nov. 10 - Tue, Dec. 16
YYZ
Toronto
MIA
Miami
CA $402 Roundtrip, found 4 days ago
CA $402
Roundtrip
found 4 days ago
Select Air Transat flight, departing Mon, Nov. 10 from Toronto to Miami, returning Tue, Dec. 16, priced at CA $402 found 4 days ago
American Airlines
Tue, Sep. 2 - Wed, Oct. 1
YYZ
Toronto
MIA
Miami
CA $405 Roundtrip, found 3 days ago
CA $405
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep. 2 from Toronto to Miami, returning Wed, Oct. 1, priced at CA $405 found 3 days ago
Delta
Fri, Nov. 21 - Wed, Nov. 26
YYZ
Toronto
MIA
Miami
CA $416 Roundtrip, found 5 days ago
CA $416
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Nov. 21 from Toronto to Miami, returning Wed, Nov. 26, priced at CA $416 found 5 days ago
Porter Airlines
Sat, Nov. 8 - Mon, Nov. 17
YUL
Montreal
MIA
Miami
CA $420 Roundtrip, found 5 days ago
CA $420
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Sat, Nov. 8 from Montreal to Miami, returning Mon, Nov. 17, priced at CA $420 found 5 days ago

Find the cheapest month to fly from Columbus (CMH) to Miami (MIA)

September is typically the cheapest month to fly

From CA $156 - CA $341 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Windley Key. 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 Windley Key. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Windley Key.

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 Windley Key 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 Windley Key.

Looking to save even more? Get additional savings by bundling your Windley Key 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 Windley Key trip!

Frequently asked questions

How do I find cheap flights to Windley Key that have flexible change policies?
By using our helpful "No change fee" filter, that's how. Simply enter your origin, destination and dates, click the "Search" button, then mark the checkbox under the "Flexible change policies" heading (to the left of your screen). Expedia makes it a snap to find flexible, low-priced fares to Windley Key.
Which airlines fly to Windley Key?
Decide on your vacation dates and then fly into or near Windley Key with one of these quality airlines:

  • American Airlines - 447 flights to or near Windley Key each month, including 447 flights to Key West Intl. Airport (EYW) per month.
  • Silver Airways - 182 flights to or near Windley Key each month, including 182 flights to Key West Intl. Airport (EYW) per month.
  • Delta - 130 flights to or near Windley Key each month, including 130 flights to Key West Intl. Airport (EYW) per month.

How can I find cheap tickets to Windley Key?
In the last seven days, CA $397 was the lowest price for a flight to Windley Key. For an even better fare, book well ahead of time and be flexible with your dates. Search for your airfare to Windley Key, then compare prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to Windley Key?
In the last seven days, round-trip tickets to Windley Key sold for as low as CA $397 and reached a maximum cost of CA $420. For one-way trips leaving Toronto (YYZ), the lowest price during this time was only CA $237.
What are the most popular airports to fly into in Windley Key?
The primary gateway to Windley Key, roughly 967 flights land at Key West Intl. Airport (EYW) each month. Keep an eye out for an unbeatable deal, lock in your seat and get ready to explore this amazing region.
When is the cheapest time to fly to Windley Key?
Jet off on a Tuesday to improve your chances of bagging the cheapest fare to Windley Key. Mondays are usually the second most affordable day to take off. Saturday is generally the most expensive day to fly anywhere.
How much is a plane ticket to Windley Key?
In the last seven days, flights to Windley Key ranged from CA $397 to CA $420.
What months are the cheapest to book a flight to Windley Key?
To bag an awesome deal to Windley Key, book during the month of February when the price of airfares are at their lowest. When do tickets cost the most? In the USA, it's the month of December.
Flights to Windley Key information
Destination airport
Miami Intl.
Destination airport IATA code
MIA
Destination city name
Miami
Roundtrip price
CA $397

Trending flights to Windley Key

Prices were available within the past 7 days and start at CA $237 for one-way flights and CA $397 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Sep. 17 - Wed, Sep. 17
YYZ
Toronto
MIA
Miami
CA $397 Roundtrip, found 5 days ago
CA $397
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep. 17 from Toronto to Miami, returning Wed, Sep. 17, priced at CA $397 found 5 days ago
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