Cheap Flight Deals to Islamorada FL from CA $231
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
How to find cheap flights to Islamorada?
The cheapest prices found with in the last 7 days for return flights were CA $76 and CA $231 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* |
|---|---|---|---|
| EWR | Miami | March 10 to March 17 | CA $76 |
| EWR | Miami | March 10 to March 17 | CA $76 |
| ATL | Miami | February 23 to February 28 | CA $77 |
| LGA | Miami | March 3 to March 10 | CA $87 |
| ORD | Miami | April 1 to April 8 | CA $88 |
| PHL | Miami | February 19 to February 25 | CA $94 |
| DTW | Miami | March 10 to March 14 | CA $104 |
| LAX | Miami | February 19 to February 26 | CA $191 |
| DTW | Key West | February 19 to February 26 | CA $261 |
| ORD | Key West | April 7 to April 17 | CA $267 |
| LGA | Key West | March 16 to March 20 | CA $324 |
| LGA | Key West | March 16 to March 20 | CA $324 |
| EWR | Key West | March 16 to March 20 | CA $348 |
| BOS | Key West | March 8 to March 13 | CA $414 |
| JFK | Key West | April 28 to May 1 | CA $674 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| ATL | Miami | February 8 to February 12 | CA $156 |
| LGA | Miami | February 8 to February 12 | CA $171 |
| LGA | Miami | February 8 to February 12 | CA $171 |
| EWR | Miami | February 8 to February 11 | CA $174 |
| DTW | Miami | February 7 to February 12 | CA $248 |
| BOS | Miami | February 7 to February 15 | CA $251 |
| JFK | Miami | February 7 to February 10 | CA $456 |
| DTW | Key West | February 8 to February 26 | CA $490 |
| LAX | Miami | February 7 to February 15 | CA $608 |
| PHL | Downtown Miami | February 8 to February 10 | CA $623 |
Your guide to flights to Islamorada, FL
Porter Airlines, Air Transat fly to Islamorada, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Islamorada FL currently costs between CA $76 and CA $674. Prices vary, but for the best fares, travel in March 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 $76. 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 March 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
The room was about 90° when we got there and never did cool off for two days we were there. Water pressure in the bathroom was bad. And one of the owners gave us a real bad attitude when we inquired about checking out a little bit late on our last day. We will never go back there again I would not ...
Reviewed on Aug 6, 2018
Creekside Inn
Room was clean, spacious with a wonderful canal view.
Reviewed on Jan 27, 2026
Cheeca Lodge & Spa
Beautiful property, very helpful staff
Reviewed on Feb 1, 2026
Fisher Inn Resort & Marina
The room was so clean. I loved the whole resort. The view was amazing. The grounds were very well maintained. I will always stay at Fisher inn when I visit Islamorada
Reviewed on Jan 30, 2026
Luxury Hotels in Islamorada
Cheeca Lodge & Spa
Beautiful property, very helpful staff
Reviewed on Feb 1, 2026
Amara Cay Resort
Always a favorite! It will be really nice when the tiki bar is finished. That was always a fun spot. The staff is great and love the grounds.
Reviewed on Feb 1, 2026
Drop Anchor
Loved this place
Reviewed on Feb 2, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Hotel/room was very clean and well care for. Staff very professional. Breakfast that was provided very good.
Reviewed on Jan 27, 2026
Family Friendly Hotels in Islamorada
Islander Resort
My husband and I stayed 3 nights and we absolutely loved the resort. Beautiful, quiet and serene and with so many amenities. Our room was amazing with a wonderful huge patio that had a path right out to the beach. Breakfast and dinner at the two restaurants was fabulous with excellent food and great ...
Reviewed on Jan 30, 2026
Amara Cay Resort
Always a favorite! It will be really nice when the tiki bar is finished. That was always a fun spot. The staff is great and love the grounds.
Reviewed on Feb 1, 2026
La Siesta Resort & Villas
excellent location very nice simple breakfast close to liz’s of activities great poool
Reviewed on Feb 2, 2026
Cheeca Lodge & Spa
Beautiful property, very helpful staff
Reviewed on Feb 1, 2026
Best Islamorada Flight and Hotel Packages
Islamorada flight + hotel packages - economy flights
Need a car after flight to Islamorada?
Economy
Compact
Midsize
SUV
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!