Cheap Flights to Islamorada from $44
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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 $80 and $44 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$84 Roundtrip, found 5 days ago
$84
Roundtrip
found 5 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | November 9 to November 13 | $80 |
| BOS | Miami | October 24 to October 31 | $171 |
| LGA | Miami | November 16 to November 18 | $201 |
| PHL | Miami | November 7 to November 15 | $210 |
| SWF | Key West | December 13 to January 6 | $224 |
| EWR | Miami | October 23 to October 30 | $228 |
| LAX | Miami | October 30 to November 2 | $282 |
| EWR | Key West | October 27 to October 31 | $344 |
| ATL | Key West | November 22 to November 26 | $349 |
| DTW | Key West | November 24 to December 1 | $353 |
| ORD | Key West | November 27 to December 4 | $359 |
| LGA | Key West | December 15 to April 20 | $359 |
| LAX | Key West | December 1 to December 5 | $361 |
| BOS | Key West | December 12 to December 15 | $377 |
| PHL | Key West | October 28 to November 4 | $500 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | September 26 to September 27 | $399 |
| BOS | Miami | September 26 to October 5 | $412 |
| TTN | Miami | September 25 to September 26 | $414 |
| DTW | Miami | September 26 to September 28 | $418 |
| ORD | Miami | September 25 to September 29 | $430 |
| LGA | Miami | September 26 to September 27 | $463 |
| LGA | Miami | September 26 to September 27 | $463 |
| LAX | Miami | September 26 to October 4 | $474 |
| EWR | Key West | September 26 to September 29 | $483 |
| PHL | Key West | September 26 to October 3 | $582 |
| JFK | Miami | September 26 to September 30 | $610 |
| EWR | Miami | September 27 to October 2 | $611 |
| DTW | Key West | September 25 to October 2 | $620 |
| BOS | Key West | September 27 to September 28 | $777 |
| ATL | Key West | September 25 to September 28 | $794 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $80 |
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
$159 nightly
The price is $179 total per night from Sep 24 to Sep 25
$179 total
Sep 24 - Sep 25
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! (1,018 reviews)
"The place is old and with a lot of humidity"
Reviewed on Sep 23, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$186 nightly
The price is $209 total per night from Oct 4 to Oct 5
$209 total
Oct 4 - Oct 5
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
$147 nightly
The price is $166 total per night from Sep 24 to Sep 25
$166 total
Sep 24 - Sep 25
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 place was the best place to stay I've ever been ever it is wonderful there's nothing not to like about this place the ocean the pool the people the place everybody's so nice and accommodating they will do anything they can to make sure you're happy it's paradise in paradise I would suggest to ..."
Reviewed on Sep 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.
Luxury Hotels in Islamorada
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$186 nightly
The price is $209 total per night from Oct 4 to Oct 5
$209 total
Oct 4 - Oct 5
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
$213 nightly
The price is $239 total per night from Sep 29 to Sep 30
$239 total
Sep 29 - Sep 30
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 ...
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$166 nightly
The price is $182 total per night from Sep 24 to Sep 25
$182 total
Sep 24 - Sep 25
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. ...
8.6/10 Excellent! (1,000 reviews)
"Great resort. Staff were helpful and the location is amazing"
Reviewed on Sep 15, 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
$264 nightly
The price is $297 total per night from Sep 29 to Sep 30
$297 total
Sep 29 - Sep 30
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! (277 reviews)
"We stayed at the hotel for one night, and overall, it was an okay experience. The property is very new, especially The Cove, where we stayed. Our room was clean, modern, and well maintained. There were, however, a few disappointments. The air conditioning kept malfunctioning throughout our stay, ..."
Reviewed on Sep 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
$253 nightly
The price is $284 total per night from Oct 1 to Oct 2
$284 total
Oct 1 - Oct 2
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! (1,124 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
"Loved the property!!! So quiet and relaxing! Great bar, pools, beaches!!!! Would absolutely stay again!"
Reviewed on Sep 22, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$213 nightly
The price is $239 total per night from Sep 29 to Sep 30
$239 total
Sep 29 - Sep 30
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 ...
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
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
$186 nightly
The price is $209 total per night from Oct 4 to Oct 5
$209 total
Oct 4 - Oct 5
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
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Islamorada flight + hotel packages - premium economy flights
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See all available trips from Philadelphia to Islamorada
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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 3 days ago
Compact SUV
MIAMI, USA
$4
$8 total
found 3 days ago
Economy
MIAMI, USA
$4
$8 total
found 3 days ago
Midsize SUV
MIAMI, USA
$4
$8 total
found 3 days ago
Lowest prices found within the past 3 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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