Cheap Flight Deals to Islamorada FL from CA $251
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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 $225 and CA $251 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 | October 7 to October 19 | CA $225 |
| BOS | Miami | September 15 to September 22 | CA $238 |
| ORD | Miami | September 11 to September 14 | CA $257 |
| DTW | Miami | September 15 to October 7 | CA $264 |
| JFK | Miami | September 15 to September 22 | CA $268 |
| JFK | Miami | September 15 to September 22 | CA $268 |
| PHL | Miami | September 8 to September 16 | CA $292 |
| EWR | Miami | October 10 to October 17 | CA $345 |
| LGA | Miami | November 12 to November 16 | CA $348 |
| LAX | Miami | September 12 to September 17 | CA $448 |
| JFK | Key West | October 28 to November 2 | CA $472 |
| JFK | Key West | October 28 to November 2 | CA $472 |
| BOS | Key West | October 10 to October 15 | CA $490 |
| DTW | Key West | August 28 to September 1 | CA $645 |
| PHL | Key West | November 12 to November 14 | CA $718 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| ORD | Downtown Miami | August 23 to August 28 | CA $485 |
| DTW | Downtown Miami | August 23 to August 27 | CA $529 |
| JFK | Miami | August 21 to August 30 | CA $603 |
| JFK | Miami | August 21 to August 30 | CA $603 |
| ATL | Downtown Miami | August 22 to August 31 | CA $636 |
| PHL | Downtown Miami | August 21 to August 24 | CA $778 |
| LGA | Downtown Miami | August 21 to August 29 | CA $876 |
| EWR | Miami | August 23 to August 25 | CA $888 |
| LAX | Downtown Miami | August 21 to August 27 | CA $928 |
| BOS | Downtown Miami | August 23 to August 28 | CA $1,072 |
Your guide to flights to Islamorada, FL
American Airlines, Air Transat 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 $225 and CA $1,072. Prices vary, but for the best fares, travel in September 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 $225. 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 October 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
"Clean pool. Boat slips directly by room doors. Dive shop.a bait shop. A restaurant that serves breakfast and lunch are all near by. Fuel dock at end of canal. Close to ocean and bay side. Parking for trailer and truck in site. But. . No boat ramp. Harris Harrison boat ramp is an 8 minute drive and ..."
Reviewed on Aug 14, 2026
Cheeca Lodge & Spa
Fisher Inn Resort & Marina
"The vent cover in the bathroom ceiling was completely covered with fuzzy lint/dust."
Reviewed on Aug 14, 2026
Luxury Hotels in Islamorada
Cheeca Lodge & Spa
Amara Cay Resort
"Always a good time!"
Reviewed on Aug 14, 2026
Drop Anchor
"We were only there two nights so we didn’t have much interaction with the staff, but it was well kept and convenient for our needs as a family."
Reviewed on Aug 14, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
"Stayed in build 7 and it had a great view restaurant was good the bars where nice and most of all I booked a fishing trip with Whiskey Throttle guide service and Sean put me on a dinosaur of a tarpon and boy was it a beast. If the fishing is slow grab Whiskey Throttle for a great water ..."
Reviewed on Aug 14, 2026
Family Friendly Hotels in Islamorada
Islander Resort
"The grounds at this resort are so beautiful! We always enjoy being here. The ice machine near our room wasn't functioning but the front desk had ice to our room in less than 10 minutes. The beaches were suffering with the sargassum but there is nothing the resort can do about that. Happy hours deals ..."
Reviewed on Aug 15, 2026
Amara Cay Resort
"Always a good time!"
Reviewed on Aug 14, 2026
La Siesta Resort & Villas
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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