Cheap Flights to Islamorada from $32
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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 $32 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$63 Roundtrip, found 10 hours ago
$63
Roundtrip
found 10 hours ago
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$82 Roundtrip, found 1 hour ago
$82
Roundtrip
found 1 hour ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | December 13 to December 21 | $58 |
| LGA | Miami | January 13 to January 15 | $64 |
| LGA | Miami | January 13 to January 15 | $64 |
| PHL | Miami | November 10 to November 13 | $68 |
| DTW | Miami | December 31 to January 7 | $75 |
| EWR | Miami | December 2 to December 10 | $83 |
| BOS | Miami | January 21 to January 23 | $98 |
| PHL | Key West | January 12 to January 13 | $161 |
| ATL | Key West | January 8 to January 12 | $173 |
| LGA | Key West | November 13 to November 20 | $187 |
| LGA | Key West | November 13 to November 20 | $187 |
| EWR | Key West | December 11 to December 13 | $191 |
| BOS | Key West | November 18 to November 19 | $212 |
| LAX | Key West | January 24 to January 31 | $251 |
| JFK | Key West | January 23 to January 27 | $301 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Miami | October 25 to November 7 | $91 |
| JFK | Miami | October 26 to November 11 | $133 |
| ATL | Miami | October 25 to November 2 | $137 |
| EWR | Miami | October 25 to October 30 | $158 |
| LGA | Miami | October 25 to October 30 | $186 |
| BOS | Miami | October 26 to October 31 | $191 |
| BOS | Key West | October 26 to October 29 | $316 |
| DTW | Key West | October 25 to October 31 | $330 |
| ORD | Key West | October 25 to October 30 | $395 |
| LAX | Miami | October 26 to November 8 | $406 |
| LAX | Key West | October 25 to October 30 | $505 |
| PHL | Key West | October 25 to November 8 | $531 |
| EWR | Key West | October 26 to October 30 | $590 |
| JFK | Key West | October 24 to October 27 | $665 |
| ATL | Key West | October 24 to October 31 | $666 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $58 |
Number of Airlines Serving | |
Airlines Serving | Spirit Airlines, 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 ...
"The room was about 90° when we got there and never did cool off for two days we were there. Water pressure in the bathroom was bad. And one of the owners gave us a real bad attitude when we inquired about checking out a little bit late on our last day. We will never go back there again I would not ..."
Reviewed on Aug 6, 2018
Creekside Inn
90611 Old Highway, Tavernier, FL
$159 nightly
The price is $179 total per night from Oct 30 to Oct 31
$179 total
Oct 30 - Oct 31
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! (1,011 reviews)
"Clean room,feiendly staff wben available; difficulties contacting front desk personel and getting the room serviced when serviced done well"
Reviewed on Oct 14, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$199 nightly
The price is $224 total per night from Oct 26 to Oct 27
$224 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,236 reviews)
"Nice room with everything you need."
Reviewed on Oct 20, 2025
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
$136 nightly
The price is $153 total per night from Oct 29 to Oct 30
$153 total
Oct 29 - Oct 30
Total with taxes and fees
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,007 reviews)
"It was great"
Reviewed on Oct 19, 2025
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, Marker 82, Islamorada, FL
$199 nightly
The price is $224 total per night from Oct 26 to Oct 27
$224 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,236 reviews)
"Nice room with everything you need."
Reviewed on Oct 20, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
$186 nightly
The price is $210 total per night from Oct 28 to Oct 29
$210 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,262 reviews)
"This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one ..."
Reviewed on Oct 14, 2025
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
$120 nightly
The price is $131 total per night from Oct 23 to Oct 24
$131 total
Oct 23 - Oct 24
Total with taxes and fees
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,000 reviews)
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again."
Reviewed on Oct 1, 2025
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
$254 nightly
The price is $285 total per night from Oct 30 to Oct 31
$285 total
Oct 30 - Oct 31
Total with taxes and fees
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (98 reviews)
"View was beautiful. Parking lot clean. The staff could use more training on guest interaction. Drink prices way to high."
Reviewed on Oct 18, 2025
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
$260 nightly
The price is $293 total per night from Oct 28 to Oct 29
$293 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this 4-star 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. ...
9/10 Wonderful! (1,015 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
"Had not been to the Islander for three years. It has under gone a great upgrade all around the resort. Super nice place for a weekend. Will definitely be back."
Reviewed on Oct 19, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
$186 nightly
The price is $210 total per night from Oct 28 to Oct 29
$210 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,262 reviews)
"This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one ..."
Reviewed on Oct 14, 2025
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
$193 nightly
The price is $217 total per night from Oct 30 to Oct 31
$217 total
Oct 30 - Oct 31
Total with taxes and fees
Stay at this 4-star 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! (1,007 reviews)
"The staff at the resort were great. Always addressed any concerns and corrected them if they could. Rooms were clean. Grounds were well kept. Could maybe have a couple more ice/water machines scattered around. Went down there to hunt some lobster. Will be returning."
Reviewed on Oct 17, 2025
Save an average of 15% on thousands of hotels when you're signed in
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$199 nightly
The price is $224 total per night from Oct 26 to Oct 27
$224 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,236 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
"Nice room with everything you need."
Reviewed on Oct 20, 2025
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
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Islamorada flight + hotel packages - first class flights
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Don't see what you're looking for?
See all available trips from Philadelphia to Islamorada
View all tripsNeed a Car For After Your Flight?
Compact
Miami, Florida, USA
$1
$2 total
found 9 hours ago
Economy
Miami, Florida, USA
$1
$2 total
found 9 hours ago
Midsize
Miami, Florida, USA
$1
$2 total
found 9 hours ago
Fullsize
Miami, Florida, USA
$2
$16 total
found 9 hours ago
Lowest prices found within the past 9 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
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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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