Cheap Flight Deals to Islamorada FL from CA $242
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How to find cheap flights to Islamorada?
The cheapest prices found with in the last 7 days for return flights were CA $228 and CA $242 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| ATL | Miami | September 16 to September 22 | CA $228 |
| ORD | Miami | August 27 to September 5 | CA $246 |
| LGA | Miami | August 25 to September 9 | CA $257 |
| LGA | Miami | August 25 to September 9 | CA $257 |
| DTW | Miami | October 10 to October 17 | CA $283 |
| JFK | Miami | September 9 to September 14 | CA $315 |
| BOS | Miami | September 10 to September 19 | CA $327 |
| EWR | Miami | September 5 to September 10 | CA $398 |
| ATL | Key West | August 21 to August 24 | CA $399 |
| LAX | Miami | September 12 to September 14 | CA $417 |
| PHL | Miami | September 5 to September 6 | CA $486 |
| DTW | Key West | September 10 to September 15 | CA $490 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| JFK | Miami | August 2 to August 18 | CA $438 |
| JFK | Miami | August 2 to August 18 | CA $438 |
| DTW | Miami | August 1 to August 8 | CA $534 |
| LGA | Miami | July 31 to August 4 | CA $595 |
| LAX | Miami | July 31 to August 5 | CA $607 |
| EWR | Miami | August 2 to August 7 | CA $627 |
| ATL | Miami | August 2 to August 6 | CA $633 |
| PHL | Downtown Miami | August 1 to August 8 | CA $791 |
| ORD | Downtown Miami | July 31 to August 2 | CA $841 |
Your guide to flights to Islamorada, FL
Air Transat, Delta fly to Islamorada, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Islamorada FL currently costs between CA $228 and CA $841. Prices vary, but for the best fares, travel in January when prices are at their lowest.
Top tips for finding cheap flights to Islamorada
The cheapest flight for a round trip to Islamorada is currently CA $228. When you search for flights to Islamorada, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Islamorada for nearby days. The cheapest month to travel to Islamorada is January from our list of deals available.
But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.
How to cancel flights to Islamorada
We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.
Why you should book your flight to Islamorada with Travelocity
We have top deals on plane tickets even for last minute flights to Islamorada, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Islamorada for less.
Find The Perfect Hotel For After Your Flight
Amazing Place to Stay After Flight to Islamorada
Conch On Inn Motel
Creekside Inn
"Manager was great, WiFi didn’t work where our room was and he issued a credit to offset hassle. Overall the price was right and location was good Would come again"
Reviewed on Jul 24, 2026
Cheeca Lodge & Spa
Fisher Inn Resort & Marina
"We had an ocean front view which is what we were looking for...espectacular view from our room balcony... Loved the little beach set up with chairs and kiosks facing the ocean, great for evenings moonrise. Only one thing that needs upgrade is the floor tiles in between bathroom and kichen counters...currently ..."
Reviewed on Jul 23, 2026
Luxury Hotels in Islamorada
Cheeca Lodge & Spa
Amara Cay Resort
"Beautiful resort and they have a shuttle bus or water taxi boat to take you to their other two sister resorts where you can enjoy all of the amenities It's like getting 3 resorts in one! All of them are super nice and offer excellent service. We loved it!"
Reviewed on Jul 24, 2026
Drop Anchor
"Friendly Staff, relaxing pool, and great view. The wife and I would absolutely stay there again. Center all everything you would need. The downside, the room we booked (ocean walkout room with kitchen) was double booked. We were placed in a regular room with no kitchen, they offered to move us Saturday ..."
Reviewed on Jul 24, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
"Great place to relax"
Reviewed on Jul 23, 2026
Family Friendly Hotels in Islamorada
Islander Resort
"Bathroom was tiny, smallest I have ever seen. The ceiling height air conditioner blew directly on our face all night with no way to adjust it. Overall maintenance was lacking."
Reviewed on Jul 24, 2026
Amara Cay Resort
"Beautiful resort and they have a shuttle bus or water taxi boat to take you to their other two sister resorts where you can enjoy all of the amenities It's like getting 3 resorts in one! All of them are super nice and offer excellent service. We loved it!"
Reviewed on Jul 24, 2026
La Siesta Resort & Villas
"Stay was affected by sargassum making Atlantic side beaches unusable. Would also have preferred daily cleaning service. I had expected laundry facility onsite, but it was at sister property Amana Cay instead so ended up too inconvenient to use. Onsite EV charger was great to have."
Reviewed on Jul 23, 2026
Cheeca Lodge & Spa
Best Islamorada Flight and Hotel Packages
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Need a car after flight to Islamorada?
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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!
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