Cheap Flights to Islamorada from $28
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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 $58 and $28 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$58 Roundtrip, found 9 hours ago
$58
Roundtrip
found 9 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | June 10 to June 17 | $66 |
| PHL | Miami | June 8 to June 11 | $122 |
| LGA | Miami | June 3 to June 13 | $197 |
| EWR | Miami | July 13 to July 14 | $197 |
| BOS | Key West | May 25 to May 28 | $201 |
| BOS | Miami | August 5 to August 11 | $210 |
| LAX | Miami | July 8 to July 15 | $250 |
| EWR | Key West | May 30 to June 4 | $296 |
| EWR | Key West | May 30 to June 4 | $296 |
| ORD | Key West | June 23 to June 30 | $316 |
| DTW | Key West | July 14 to July 25 | $323 |
| ATL | Key West | July 18 to July 25 | $339 |
| JFK | Key West | June 6 to June 9 | $344 |
| PHL | Key West | June 2 to June 9 | $351 |
| LAX | Key West | May 29 to June 5 | $358 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | May 16 to May 20 | $275 |
| PHL | Miami | May 17 to May 20 | $312 |
| BOS | Miami | May 16 to May 19 | $359 |
| LGA | Downtown Miami | May 17 to May 29 | $372 |
| LGA | Downtown Miami | May 17 to May 29 | $372 |
| JFK | Miami | May 15 to May 19 | $385 |
| EWR | Miami | May 16 to May 20 | $386 |
| BOS | Key West | May 17 to May 21 | $405 |
| PHL | Key West | May 16 to May 23 | $525 |
| LAX | Miami | May 16 to May 19 | $560 |
| ATL | Key West | May 17 to May 23 | $579 |
| JFK | Key West | May 16 to May 23 | $604 |
| JFK | Key West | May 16 to May 23 | $604 |
| LGA | Key West | May 16 to May 17 | $636 |
| LAX | Key West | May 17 to May 24 | $638 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $58 |
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
$135 nightly
The price is $152 total per night from Jun 1 to Jun 2
$152 total
Jun 1 - Jun 2
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. ...
7.8/10 Good! (1,007 reviews)
The room was very clean and comfortable. View of the canal was nice. Overall our one night stay turned out great. Also the staff was extremely flexible regarding early check in as long as we called in advance.
Reviewed on May 7, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$239 nightly
The price is $269 total per night from May 21 to May 22
$269 total
May 21 - May 22
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 ...
9.2/10 Wonderful! (1,326 reviews)
Beautiful!!!
Reviewed on May 7, 2026
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$164 nightly
The price is $185 total per night from Jun 3 to Jun 4
$185 total
Jun 3 - Jun 4
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! (1,004 reviews)
This is a pretty property that is near the water and several restaurants. Our room was overlooking the boat ramp, which we weren't expecting and someone was cleaning their boat right below us for several hours. For some reason they have speakers all around the property that were planning music until ...
Reviewed on May 6, 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
$239 nightly
The price is $269 total per night from May 21 to May 22
$269 total
May 21 - May 22
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 ...
9.2/10 Wonderful! (1,326 reviews)
Beautiful!!!
Reviewed on May 7, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$251 nightly
The price is $283 total per night from May 26 to May 27
$283 total
May 26 - May 27
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 ...
8.8/10 Excellent! (1,274 reviews)
I enjoyed my proximity to the beach into the pool area and the room was nicely appointed!
Reviewed on May 7, 2026
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$245 nightly
The price is $271 total per night from May 10 to May 11
$271 total
May 10 - May 11
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! (1,002 reviews)
Our room was comfortable and clean. The grounds and pool were really nice. The entire staff were awesome. It was really cool having the kayaks on the property. We had a great stay.
Reviewed on Apr 26, 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
$285 nightly
The price is $321 total per night from Jun 8 to Jun 9
$321 total
Jun 8 - Jun 9
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! (192 reviews)
Clean updated room, great view and balcony! Loved the property and amenities.
Reviewed on Apr 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
$239 nightly
The price is $269 total per night from May 17 to May 18
$269 total
May 17 - May 18
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. ...
9.2/10 Wonderful! (1,007 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
Fantastic
Reviewed on May 6, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$251 nightly
The price is $283 total per night from May 26 to May 27
$283 total
May 26 - May 27
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 ...
8.8/10 Excellent! (1,274 reviews)
I enjoyed my proximity to the beach into the pool area and the room was nicely appointed!
Reviewed on May 7, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$234 nightly
The price is $264 total per night from May 27 to May 28
$264 total
May 27 - May 28
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 ...
8.6/10 Excellent! (1,005 reviews)
Beautiful view
Reviewed on May 8, 2026
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
$239 nightly
The price is $269 total per night from May 21 to May 22
$269 total
May 21 - May 22
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 ...
9.2/10 Wonderful! (1,326 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
Beautiful!!!
Reviewed on May 7, 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.
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
Price found within the past 48 hours. Click for updated prices.
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?
Midsize
Miami, USA
$6
$11 total
found 11 hours ago
Compact
Miami, USA
$6
$11 total
found 11 hours ago
Economy
Miami, USA
$7
$14 total
found 11 hours ago
Special
MIAMI, USA
$7
$43 total
found 11 hours ago
Lowest prices found within the past 11 hours. 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
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