Cheap Flights to Islamorada from $29
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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 $29 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.
$56 Roundtrip, found 4 hours ago
$56
Roundtrip
found 4 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | July 20 to July 24 | $56 |
| LGA | Miami | June 17 to June 23 | $197 |
| EWR | Miami | July 14 to August 11 | $197 |
| BOS | Miami | June 9 to June 16 | $210 |
| LAX | Miami | July 14 to August 1 | $250 |
| LAX | Key West | August 5 to August 11 | $277 |
| BOS | Key West | May 19 to May 22 | $294 |
| EWR | Key West | August 4 to August 11 | $309 |
| EWR | Key West | August 4 to August 11 | $309 |
| ORD | Key West | July 1 to July 8 | $309 |
| DTW | Key West | July 14 to July 25 | $323 |
| ATL | Key West | July 17 to July 19 | $339 |
| JFK | Key West | June 6 to June 9 | $344 |
| LGA | Key West | June 6 to June 9 | $344 |
| PHL | Key West | July 4 to July 8 | $443 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Miami | May 17 to May 21 | $248 |
| ATL | Miami | May 16 to May 26 | $281 |
| ORD | Miami | May 17 to May 20 | $345 |
| DTW | Miami | May 16 to May 20 | $368 |
| BOS | Miami | May 16 to May 20 | $408 |
| DTW | Key West | May 16 to May 22 | $433 |
| EWR | Miami | May 16 to May 20 | $443 |
| EWR | Miami | May 16 to May 20 | $443 |
| BOS | Key West | May 15 to May 18 | $454 |
| LGA | Downtown Miami | May 16 to May 23 | $476 |
| LAX | Miami | May 16 to May 26 | $494 |
| LGA | Key West | May 16 to May 17 | $636 |
| LGA | Key West | May 16 to May 17 | $636 |
| ATL | Key West | May 15 to May 19 | $744 |
| EWR | Key West | May 16 to May 17 | $843 |
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
$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! (1,000 reviews)
Clean and everything was great!
Reviewed on May 12, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$304 nightly
The price is $342 total per night from May 31 to Jun 1
$342 total
May 31 - Jun 1
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! (1,330 reviews)
Exelente service but the room need more clean and attention
Reviewed on May 11, 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! (1,007 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
$304 nightly
The price is $342 total per night from May 31 to Jun 1
$342 total
May 31 - Jun 1
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! (1,330 reviews)
Exelente service but the room need more clean and attention
Reviewed on May 11, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$251 nightly
The price is $283 total per night from May 28 to May 29
$283 total
May 28 - May 29
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! (1,282 reviews)
This hotel is a secret gem. The minute you arrive the friendly staff let you realize you are away. The beach, pool, fire pits in the eve all just make the vibe incredible. We continue to return!! Pet friendly!!!!
Reviewed on May 12, 2026
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$222 nightly
The price is $245 total per night from May 14 to May 15
$245 total
May 14 - May 15
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! (1,003 reviews)
Excellent
Reviewed on May 10, 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
$319 nightly
The price is $359 total per night from Jun 1 to Jun 2
$359 total
Jun 1 - Jun 2
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! (194 reviews)
The resort, staff and facilities are excellent. The location in Islamorada is great either for a few days in the keys or as a stopping point to or from Key West. We didn’t get time to use all of the facilities but there are restaurants on site, kayaks, pools, a lively beach and breakfast so you don’t ...
Reviewed on May 10, 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
$250 nightly
The price is $281 total per night from May 19 to May 20
$281 total
May 19 - May 20
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! (1,014 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
Everything about this property was excellent, from the wonderful staff to the kid-friendly atmosphere. We loved the breakfast brunch and the overall vibe of the place. However, dinner at The Drift was a letdown. For the price, the quality just wasn't there. I’d highly recommend the stay, but I suggest ...
Reviewed on May 10, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$251 nightly
The price is $283 total per night from May 28 to May 29
$283 total
May 28 - May 29
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! (1,282 reviews)
This hotel is a secret gem. The minute you arrive the friendly staff let you realize you are away. The beach, pool, fire pits in the eve all just make the vibe incredible. We continue to return!! Pet friendly!!!!
Reviewed on May 12, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$232 nightly
The price is $261 total per night from May 27 to May 28
$261 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! (1,011 reviews)
We stayed for mother’s day and we had a good time there. Staff were very friendly
Reviewed on May 12, 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
$304 nightly
The price is $342 total per night from May 31 to Jun 1
$342 total
May 31 - Jun 1
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! (1,330 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
Exelente service but the room need more clean and attention
Reviewed on May 11, 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.
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See all available trips from Newark Liberty Intl. Airport to Islamorada
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Need a Car For After Your Flight?
Midsize
Miami, USA
$6
$11 total
found 1 day ago
Compact
Miami, USA
$6
$11 total
found 1 day ago
Economy
Miami, USA
$7
$14 total
found 1 day ago
Special
MIAMI, USA
$7
$43 total
found 1 day ago
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
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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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