Cheap Flights to Islamorada from $55
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How Much Does it Cost To Fly To Islamorada?
The cheapest prices found with in the last 7 days for return flights were $80 and $55 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$122 Roundtrip, just found
$122
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | August 25 to August 28 | $80 |
| PHL | Miami | September 6 to September 10 | $120 |
| BOS | Miami | September 26 to September 30 | $159 |
| EWR | Miami | September 16 to September 23 | $179 |
| EWR | Miami | September 16 to September 23 | $179 |
| LGA | Miami | September 26 to September 29 | $179 |
| LAX | Miami | September 26 to September 29 | $246 |
| ATL | Key West | September 8 to September 15 | $263 |
| EWR | Key West | September 12 to September 15 | $309 |
| EWR | Key West | September 12 to September 15 | $309 |
| LGA | Key West | October 31 to November 2 | $329 |
| JFK | Key West | September 19 to September 26 | $333 |
| BOS | Key West | October 24 to October 28 | $337 |
| DTW | Key West | September 11 to September 15 | $338 |
| LAX | Key West | August 14 to August 18 | $384 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | August 1 to August 7 | $162 |
| PHL | Miami | August 1 to August 8 | $303 |
| DTW | Miami | August 1 to August 5 | $341 |
| ORD | Miami | August 2 to August 10 | $357 |
| JFK | Miami | August 1 to August 5 | $368 |
| LAX | Miami | July 31 to August 9 | $373 |
| ORD | Key West | August 1 to August 7 | $393 |
| EWR | Miami | August 1 to August 4 | $405 |
| BOS | Miami | August 2 to August 6 | $405 |
| JFK | Key West | July 31 to August 4 | $474 |
| JFK | Key West | July 31 to August 4 | $474 |
| EWR | Key West | August 1 to August 6 | $514 |
| PHL | Key West | July 31 to August 5 | $551 |
| ATL | Key West | August 2 to August 9 | $674 |
| BOS | Key West | August 1 to August 9 | $721 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $80 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Islamorada Accommodation Deals
Conch On Inn Motel
103 Caloosa Street Tavernier FL
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Old Road Gallery and Florida Keys Dive Center are ...
Creekside Inn
90611 Old Highway Tavernier FL
$159 nightly
The price is $179 total per night from Aug 16 to Aug 17
$179 total
Aug 16 - Aug 17
Total with taxes and fees
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$232 nightly
The price is $261 total per night from Aug 13 to Aug 14
$261 total
Aug 13 - Aug 14
Total with taxes and fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$158 nightly
The price is $178 total per night from Aug 10 to Aug 11
$178 total
Aug 10 - Aug 11
Total with taxes and fees
Book a stay at this beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.2/10 Very Good! (1,006 reviews)
"Definetly a keys kinda vibe place...low key ,no flash,and the ability to keep things simple from check in to check out."
Reviewed on Jul 25, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Luxury Hotels in Islamorada
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$232 nightly
The price is $261 total per night from Aug 13 to Aug 14
$261 total
Aug 13 - Aug 14
Total with taxes and fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$216 nightly
The price is $243 total per night from Aug 16 to Aug 17
$243 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$221 nightly
The price is $244 total per night from Aug 3 to Aug 4
$244 total
Aug 3 - Aug 4
Total with taxes and fees
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (1,010 reviews)
"It was a great location on the Keys. The staff was friendly and helpful. The view from our room was amazing."
Reviewed on Jul 25, 2026
Save an average of 15% on thousands of hotels when you're signed in
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$272 nightly
The price is $306 total per night from Aug 5 to Aug 6
$306 total
Aug 5 - Aug 6
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (238 reviews)
"Amazing stay. Great for families! Would definitely go back again!"
Reviewed on Jul 25, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Islamorada
Islander Resort
82100 Overseas Highway Islamorada FL
$312 nightly
The price is $351 total per night from Aug 10 to Aug 11
$351 total
Aug 10 - Aug 11
Total with taxes and fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,081 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
"Very good!!!"
Reviewed on Jul 25, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$216 nightly
The price is $243 total per night from Aug 16 to Aug 17
$243 total
Aug 16 - Aug 17
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$237 nightly
The price is $266 total per night from Aug 20 to Aug 21
$266 total
Aug 20 - Aug 21
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
Save an average of 15% on thousands of hotels when you're signed in
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$232 nightly
The price is $261 total per night from Aug 13 to Aug 14
$261 total
Aug 13 - Aug 14
Total with taxes and fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Best Islamorada Flight and Hotel Packages
Islamorada flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
Islamorada flight + hotel packages - premium economy flights
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Islamorada flight + hotel packages - business class flights
Price found within the past 48 hours. Click for updated prices.
Islamorada flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Compact
MIAMI 33142, USA
$4
$8 total
found 5 days ago
Standard
MIAMI 33142, USA
$4
$8 total
found 5 days ago
Fullsize
MIAMI 33142, USA
$4
$8 total
found 5 days ago
Economy
MIAMI, USA
$4
$13 total
found 5 days ago
Lowest prices found within the past 5 days. Prices and availability subject to change. Additional terms may apply.
Frequently asked questions
Plane Tickets To Islamorada
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Islamorada. Browse through our inventory to explore a wide range of cheap flights to Islamorada to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Islamorada as you anxiously await to exit the plane and explore what Islamorada has to offer. Considering all the amazing local food and culture in Islamorada, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Islamorada to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Islamorada without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Islamorada with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Islamorada today!
More Ways To Wander
Islamorada Hotels
Find the perfect hotel after your flight
Islamorada Vacation Rentals
Great Deals on alternative accommodations
Islamorada Car Rentals
Affordable cars to get you around town
Islamorada Vacations
Save more by combining flights, hotels and cars
Things to do in Islamorada
Activities, attractions and tours
Explore More Ways to Travel with Travelocity
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