Cheap Flights to Islamorada from $19
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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 $40 and $19 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
DFW
Dallas-Fort Worth Intl.
MIA
Miami Intl.
$40 Roundtrip, found 14 hours ago
$40
Roundtrip
found 14 hours ago
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$86 Roundtrip, just found
$86
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | November 4 to November 6 | $67 |
| PHL | Miami | November 16 to November 18 | $153 |
| LGA | Miami | January 11 to January 13 | $175 |
| SWF | Key West | January 20 to January 27 | $198 |
| BOS | Miami | January 19 to January 27 | $199 |
| EWR | Miami | December 12 to December 15 | $199 |
| LAX | Miami | December 5 to December 9 | $236 |
| ORD | Key West | January 11 to January 14 | $293 |
| JFK | Key West | December 1 to December 4 | $335 |
| BOS | Key West | November 29 to December 3 | $364 |
| ATL | Key West | December 12 to December 15 | $369 |
| DTW | Key West | January 13 to January 20 | $373 |
| EWR | Key West | December 13 to December 19 | $376 |
| LAX | Key West | November 27 to December 3 | $427 |
| PHL | Key West | January 25 to January 30 | $480 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | October 31 to November 1 | $113 |
| PHL | Miami | October 30 to November 5 | $178 |
| EWR | Miami | October 31 to November 3 | $330 |
| EWR | Miami | October 31 to November 3 | $330 |
| BOS | Miami | October 30 to November 10 | $348 |
| LGA | Miami | October 31 to November 10 | $353 |
| JFK | Miami | October 31 to November 6 | $369 |
| EWR | Key West | October 30 to November 3 | $469 |
| EWR | Key West | October 30 to November 3 | $469 |
| BOS | Key West | October 30 to November 4 | $478 |
| ORD | Key West | October 31 to November 4 | $486 |
| LAX | Miami | November 1 to November 7 | $555 |
| PHL | Key West | October 30 to November 3 | $625 |
| ATL | Key West | October 30 to November 1 | $694 |
| LAX | Key West | November 1 to November 6 | $726 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $40 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, Allegiant Air |
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
$145 nightly
The price is $163 total per night from Nov 22 to Nov 23
$163 total
Nov 22 - Nov 23
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! (1,019 reviews)
"nice room for the price, right on the water where we had manatees come right up to the room. Staff was very helpful, and filled every request we had. Had a great time."
Reviewed on Oct 22, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$244 nightly
The price is $275 total per night from Nov 19 to Nov 20
$275 total
Nov 19 - Nov 20
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$178 nightly
The price is $200 total per night from Oct 25 to Oct 26
$200 total
Oct 25 - Oct 26
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! (1,000 reviews)
"We had a nice stay at Fisher Inn. The location was great, the rooms were spacious, and having two king beds was a bonus. The bathroom was on the small side, but it was clean. We also appreciated the Keurig coffee maker in the room, especially having dark roast coffee available, and there were some ..."
Reviewed on Oct 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.
Luxury Hotels in Islamorada
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$244 nightly
The price is $275 total per night from Nov 19 to Nov 20
$275 total
Nov 19 - Nov 20
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 ...
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$220 nightly
The price is $248 total per night from Nov 15 to Nov 16
$248 total
Nov 15 - Nov 16
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! (1,321 reviews)
"Excellent"
Reviewed on Oct 22, 2026
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$164 nightly
The price is $180 total per night from Oct 27 to Oct 28
$180 total
Oct 27 - Oct 28
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. ...
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
$304 nightly
The price is $342 total per night from Nov 1 to Nov 2
$342 total
Nov 1 - Nov 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! (297 reviews)
"Beautiful property, would stay there again"
Reviewed on Oct 22, 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
$240 nightly
The price is $270 total per night from Nov 15 to Nov 16
$270 total
Nov 15 - Nov 16
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. ...
9.4/10 Exceptional! (1,146 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
"Loved it and would come back"
Reviewed on Oct 22, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$220 nightly
The price is $248 total per night from Nov 15 to Nov 16
$248 total
Nov 15 - Nov 16
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! (1,321 reviews)
"Excellent"
Reviewed on Oct 22, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$224 nightly
The price is $252 total per night from Nov 15 to Nov 16
$252 total
Nov 15 - Nov 16
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 ...
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
$244 nightly
The price is $275 total per night from Nov 19 to Nov 20
$275 total
Nov 19 - Nov 20
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 ...
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.
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See all available trips from Philadelphia to Islamorada
View all tripsIslamorada flight + hotel packages - business class flights
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Islamorada flight + hotel packages - first class flights
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Need a Car For After Your Flight?
Fullsize
MIAMI, USA
$4
$8 total
found 2 days ago
Economy
MIAMI, USA
$4
$8 total
found 2 days ago
Compact
MIAMI, USA
$4
$8 total
found 2 days ago
Midsize SUV
MIAMI, USA
$4
$8 total
found 2 days ago
Lowest prices found within the past 2 days. 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
Explore More Ways to Travel with Travelocity
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