Cheap flights To Windley Key (MIA) from $39

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Cheap Flights to Windley Key from $39 One Way, $77 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 28 - Thu, May 29
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$77 Roundtrip, found 3 hours ago
$77
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, May 28 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, May 29, priced at $77 found 3 hours ago
Sun, Mar 1 - Fri, Mar 6
TPA
Tampa Intl.
EYW
Key West Intl.
$87 Roundtrip, found 14 hours ago
$87
Roundtrip
found 14 hours ago
Select United flight, departing Sun, Mar 1 from Tampa Intl. to Key West Intl., returning Fri, Mar 6, priced at $87 found 14 hours ago
Sun, Jun 1 - Thu, Jun 5
BOS
Logan Intl.
MIA
Miami Intl.
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sun, Jun 1 from Logan Intl. to Miami Intl., returning Thu, Jun 5, priced at $88 found 1 hour ago
Wed, Jul 23 - Tue, Jul 29
BOS
Logan Intl.
MIA
Miami Intl.
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Jul 23 from Logan Intl. to Miami Intl., returning Tue, Jul 29, priced at $88 just found
Wed, May 28 - Fri, May 30
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, May 28 from John F. Kennedy Intl. to Miami Intl., returning Fri, May 30, priced at $94 just found
Thu, Jun 26 - Fri, Jun 27
TPA
Tampa Intl.
EYW
Key West Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select United flight, departing Thu, Jun 26 from Tampa Intl. to Key West Intl., returning Fri, Jun 27, priced at $96 found 1 day ago
Tue, Jun 10 - Sat, Jun 14
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jun 10 from John F. Kennedy Intl. to Miami Intl., returning Sat, Jun 14, priced at $98 just found
Wed, May 14 - Tue, Jun 3
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$98 Roundtrip, found 4 days ago
$98
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, May 14 from John F. Kennedy Intl. to Miami Intl., returning Tue, Jun 3, priced at $98 found 4 days ago
Wed, Jun 11 - Wed, Jun 18
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Jun 11 from John F. Kennedy Intl. to Miami Intl., returning Wed, Jun 18, priced at $100 just found
Mon, Jun 16 - Fri, Jun 20
TPA
Tampa Intl.
EYW
Key West Intl.
$101 Roundtrip, found 2 days ago
$101
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Jun 16 from Tampa Intl. to Key West Intl., returning Fri, Jun 20, priced at $101 found 2 days ago

Windley Key Flight Information

Traveling To
Windley Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Spirit Airlines, United, Frontier Airlines, Breeze Airways
Flight Price
$77
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Windley Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
B Ocean Resort Fort Lauderdale Beach
4.0-star property

B Ocean Resort Fort Lauderdale Beach

Jun 12 - Jun 14

2 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

JetBlue Airways • Coach
Save 100% on your flight
per person
found 1 day ago
Hotel Riu Plaza Miami Beach
4.0-star property

Hotel Riu Plaza Miami Beach

Jun 4 - Jun 8

4 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

Spirit Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Richard's Hotel
2.0-star property

Richard's Hotel

Jun 11 - Jun 17

6 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

United • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Don't see what you're looking for?
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Windley Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
B Ocean Resort Fort Lauderdale Beach
4.0-star property

B Ocean Resort Fort Lauderdale Beach

7.6/10 Good! (2,624 reviews)

Jun 20 - Jun 22

2 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Clean, good location, 2 pools

Reviewed on Mar 18, 2025

Pelican Grand Beach Resort - A Noble House Resort
4.0-star property

Pelican Grand Beach Resort - A Noble House Resort

8.6/10 Excellent! (1,010 reviews)

Jun 6 - Jun 9

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
per person
found 11 hours ago
Beach waterfront was great. So was the view from our 9th floor suite. Room was quiet and immaculate! Staff was friendly and very courteous. My only complaint was the 25 very young kids playing Marco Polo in the pool, all day long!!! Felt like a Marriott. Will use the beach next time we visit.

Reviewed on Apr 12, 2025

W South Beach
5.0-star property

W South Beach

9.2/10 Wonderful! (1,002 reviews)

Jun 26 - Jul 1

5 night stay

New York (LGA) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 5 hours ago
Excellent Hotel! Will return again

Reviewed on Jun 21, 2024

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Windley Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel
3.5-star property

Henrosa Hotel

8.4/10 Very Good! (768 reviews)

Jun 20 - Jun 22

2 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

American Airlines • FirstClass

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

United • FirstClass
per person
found 19 hours ago
Guy at the front desk was helpful - he suggested good place to park the car for $20 per night. The coffee was not the best. The bathroom door wouldn't move! Once you close it, you can't open it anymore, you have to lift it and put it aside. It looks like the door is too high and touches the floor.

Reviewed on Jan 23, 2024

Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8/10 Very Good! (5,944 reviews)

Jun 18 - Jun 22

4 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

United • Roundtrip • FirstClass
per person
found 16 hours ago
Stayed here for 5 nights - they charged a daily resort fee but closed off the pool at 2 PM on NYE for their private event. If you went to the beach they make you go through a long detour through another hotel in order to get back, with lack of clear signage or staff to redirect the traffic, horrible. The maid service on NYE was horrible, didn't provide us with fresh towels or replenish the shampoo/conditiner/body wash. The price you are paying does not justify for the quality of service you are receiving.

Reviewed on Jan 2, 2025

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.2/10 Wonderful! (1,097 reviews)

Jun 20 - Jun 22

2 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

American Airlines • FirstClass

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

United • FirstClass
per person
found 19 hours ago
Thank you so much for Julian on the reception desk

Reviewed on Nov 22, 2024

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Windley Key

Traveling to Windley Key and need a cheap flight? Orbitz has great deals on flights to Windley Key right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Windley Key Quickly and Hassle-Free

There are many Internet sites that promise cheap Windley Key flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Windley Key, book your lodging, and look up key attractions in Windley Key. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Windley Key or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Windley Key flights. When you need us, we’re here for you!

Frequently asked questions

Which airlines fly to Windley Key?
With 20 airlines traveling to Key West Intl. Airport (EYW), you’ll be making your way around Windley Key in no time at all. Choosing a flight that suits your travel itinerary is easy. Take a look at the fares from these leading air carriers and get ready to touch down at Key West Intl. Airport (EYW):

  • American Airlines - 118 flights to Windley Key per month
  • Silver Airways - 57 flights to Windley Key per month
  • Delta - 45 flights to Windley Key per month

How much is a flight to Windley Key?
If you’re hunting down a round-trip, fares ranged between $77 and $101 this last week. The cheapest one-way ticket prices were $39, coming from New York (EWR).
How to book the cheapest flight to Windley Key?
Scoring cheap flights to Windley Key is as easy as booking with Orbitz. But if you want to make sure you’re grabbing the best flight deals around, here are some suggestions to follow:

  • Taking off from or landing at nearby airports can save you money. Type in your preferred departure and arrival airports. Next, click on the ‘Nearby airports’ function below to compare your options.
  • If your travel plans aren’t written in stone, click on the ‘Show flexible dates’ link to check out the flight deals for multiple departure dates. You may find a cheaper fare.
  • To refine your results, hit ‘Show options.’ You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose your preferred flight times under ‘Sort & Filter’ to the left.
  • The early bird gets the biggest savings, so purchase your seats once you’ve settled on your travel dates. The most affordable airfares go like hotcakes and prices increase as the departure date nears.
  • Combine your hotels, flights and car rentals into one convenient package deal. Save your dollars for things you’re really excited about, like exploring every corner of Windley Key.
  • Flying during peak season can mean pricey airfares. If possible, plan your vacation outside of popular periods, such as Thanksgiving, New Year’s Eve and Easter.

What is the best time to book a flight to Windley Key?
Book in January, February or August for the best airfares to Windley Key. Once you’ve found a bargain, lock it in — cheap flights will appear and then vanish in the click of a mouse.
What day of the week is the cheapest to book a flight to Windley Key?
When it comes to cheap fares to Windley Key, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A fabulous flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Windley Key?
Everybody enjoys saving money, so we recommend departing earlier in the week for cheap flights to Windley Key. Orbitz data from 2020 suggests you can secure the best prices on flights taking off on Mondays. Tuesday is the next cheapest day, while Saturdays are likely to cost a bundle. Many people like to travel at the end of the week, so leave those Saturdays for binge-watching your favorite TV shows.
What is the cheapest month to fly to Windley Key?
To book cheap flights to Windley Key, you should pack your bags and travel in August. Orbitz data has found that generally, this is the best month to save on your airfare. If you’re thinking of jetting to Windley Key during June, it’s worth keeping in mind that this is the least affordable time of year to take a trip.
Which airlines allow free cancellation?
If you’re concerned your travel plans could change, Orbitz will help you find a flexible fare. All you need to do is choose “Filter by flexible change policies” when searching for your Windley Key flights. We’ll show you all the airlines that include free cancellation within 24 hours and no change fees — along with awesome low prices.
What do I need for the flight to Windley Key?
Whether you’re a regular flyer or it’s your first time in the air, it helps to be organized on your trip. Here are several things to bear in mind:

  • For starters, you’ll need to take all applicable travel documents and your identification. How much will depend on your place of departure. At the time of booking, always use the correct name, birth date and gender as indicated on your current ID.
  • A well-packed carry-on bag is a must for any lengthy flight. With several hours up your sleeve, you’ll probably long for something to keep you entertained while in transit. We suggest a good book (or trashy magazine), and something to nibble on.
  • Both air conditioning and high altitudes can create a cool environment (and we don’t mean trendy!). No matter what the season is, bring a sweater along to keep nice and warm while on the plane.

How do I get cheap first-class/business deals to Windley Key?
Smart travelers know how to find first or business-class fares to Windley Key without the sky-high price tag. Take their lead with these helpful tips:

  • Flexibility is important. By being open to different travel dates, you’ll have better odds of spotting a sale on first or business-class airfares.
  • Look for a low-cost carrier that has business-class seats. They usually come with more legroom and a glass of Champagne — but without the premium price.
  • Bid for an upgrade in online auctions or upgrade your fare with your frequent flyer points.

Nearby

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.