Cheap Flights to Islamorada from $30
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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 $56 and $30 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
ORD
O'Hare Intl.
MIA
Miami Intl.
$56 Roundtrip, found 7 hours ago
$56
Roundtrip
found 7 hours ago
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$61 Roundtrip, just found
$61
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | April 25 to May 2 | $57 |
| JFK | Miami | March 10 to March 13 | $61 |
| JFK | Miami | March 10 to March 13 | $61 |
| LGA | Miami | March 15 to March 25 | $66 |
| EWR | Miami | May 6 to May 13 | $73 |
| BOS | Miami | May 5 to May 12 | $76 |
| PHL | Miami | April 14 to April 17 | $76 |
| LGA | Key West | April 24 to April 30 | $185 |
| EWR | Key West | March 24 to April 30 | $195 |
| LAX | Miami | April 23 to April 29 | $195 |
| ORD | Key West | April 26 to April 30 | $201 |
| BOS | Key West | May 11 to May 14 | $213 |
| PHL | Key West | March 24 to March 31 | $229 |
| LAX | Key West | April 28 to May 6 | $269 |
| JFK | Key West | March 14 to March 18 | $388 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | February 28 to March 4 | $89 |
| PHL | Miami | March 1 to March 4 | $136 |
| ORD | Miami | March 1 to March 6 | $145 |
| LGA | Miami | February 28 to March 3 | $153 |
| LGA | Miami | February 28 to March 3 | $153 |
| EWR | Miami | March 1 to March 4 | $173 |
| JFK | Miami | February 28 to March 4 | $190 |
| BOS | Miami | March 1 to March 3 | $207 |
| ATL | Key West | March 1 to March 18 | $281 |
| LAX | Miami | March 1 to March 3 | $311 |
| LGA | Key West | March 1 to March 5 | $323 |
| LGA | Key West | March 1 to March 5 | $323 |
| BOS | Key West | March 1 to March 4 | $368 |
| EWR | Key West | February 28 to March 3 | $396 |
| LAX | Key West | February 27 to March 2 | $647 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $56 |
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
$263 nightly
The price is $295 total per night from Feb 26 to Feb 27
$295 total
Feb 26 - Feb 27
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! (1,002 reviews)
We were transferred to the Islander Resort and that hotel was absolutely amazing. Great staff, amenities, and overall vibe!!
Reviewed on Feb 24, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$722 nightly
The price is $813 total per night from Mar 22 to Mar 23
$813 total
Mar 22 - Mar 23
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! (1,309 reviews)
It was sublime.....bungalow on the beach was perfect. The only thing was no room service came to clean up...trays were left outside the doors for the whole time we were there. So odd. But everything else was perfect. I love the Cheeca Lodg
Reviewed on Feb 21, 2026
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$313 nightly
The price is $352 total per night from Feb 26 to Feb 27
$352 total
Feb 26 - Feb 27
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 ...
8.4/10 Very Good! (1,005 reviews)
Beautiful property! Very clean, view was amazing!
Reviewed on Feb 24, 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
$722 nightly
The price is $813 total per night from Mar 22 to Mar 23
$813 total
Mar 22 - Mar 23
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! (1,309 reviews)
It was sublime.....bungalow on the beach was perfect. The only thing was no room service came to clean up...trays were left outside the doors for the whole time we were there. So odd. But everything else was perfect. I love the Cheeca Lodg
Reviewed on Feb 21, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$358 nightly
The price is $403 total per night from Mar 4 to Mar 5
$403 total
Mar 4 - Mar 5
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! (1,266 reviews)
Room had a musty odor. Tiki bar staff non attentive. Grounds were beautiful
Reviewed on Feb 22, 2026
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$272 nightly
The price is $302 total per night from Mar 11 to Mar 12
$302 total
Mar 11 - Mar 12
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! (1,013 reviews)
My stay at Drop Harbor was excellent. The room was spotless and the location couldn’t have been better. I opened my door and the water was right there — absolutely beautiful. The front desk staff was very friendly and welcoming. Overall, a fantastic experience!
Reviewed on Feb 24, 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
$424 nightly
The price is $477 total per night from Mar 5 to Mar 6
$477 total
Mar 5 - Mar 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! (157 reviews)
All was fantastic. Very nice staff. Clean room. Highly recommended
Reviewed on Feb 23, 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
$375 nightly
The price is $422 total per night from Mar 3 to Mar 4
$422 total
Mar 3 - Mar 4
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! (1,009 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
Great resort, easy check in and courteous staff. Nice pools and grounds.
Reviewed on Feb 22, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$358 nightly
The price is $403 total per night from Mar 4 to Mar 5
$403 total
Mar 4 - Mar 5
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! (1,266 reviews)
Room had a musty odor. Tiki bar staff non attentive. Grounds were beautiful
Reviewed on Feb 22, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$322 nightly
The price is $363 total per night from Mar 1 to Mar 2
$363 total
Mar 1 - Mar 2
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 ...
8.8/10 Excellent! (1,004 reviews)
Our favorite part was the Rum Runner boat taxi. Captain Jen and Mate Bruce weee wonderful.
Reviewed on Feb 21, 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
$722 nightly
The price is $813 total per night from Mar 22 to Mar 23
$813 total
Mar 22 - Mar 23
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! (1,309 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
It was sublime.....bungalow on the beach was perfect. The only thing was no room service came to clean up...trays were left outside the doors for the whole time we were there. So odd. But everything else was perfect. I love the Cheeca Lodg
Reviewed on Feb 21, 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 - first class flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Islamorada
View all tripsNeed a Car For After Your Flight?
Midsize
Miami, Florida, USA
$2
$4 total
found 16 hours ago
Economy
Miami, Florida, USA
$2
$4 total
found 16 hours ago
Compact
Miami, Florida, USA
$2
$4 total
found 16 hours ago
Fullsize
Miami, Florida, USA
$4
$8 total
found 16 hours ago
Lowest prices found within the past 16 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
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Things to do in Islamorada
Activities, attractions and tours
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