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 $56 and $44 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.
$72 Roundtrip, found 1 hour ago
$72
Roundtrip
found 1 hour ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | November 2 to November 4 | $56 |
| PHL | Miami | October 26 to October 31 | $61 |
| JFK | Miami | October 26 to October 30 | $65 |
| JFK | Miami | October 26 to October 30 | $65 |
| EWR | Miami | September 4 to September 12 | $87 |
| DTW | Miami | September 16 to September 23 | $118 |
| BOS | Key West | September 10 to September 18 | $194 |
| EWR | Key West | October 29 to November 3 | $229 |
| EWR | Key West | October 29 to November 3 | $229 |
| ATL | Key West | November 10 to November 17 | $245 |
| LAX | Key West | September 10 to September 17 | $251 |
| PHL | Key West | November 9 to November 13 | $257 |
| ORD | Key West | November 6 to November 9 | $265 |
| DTW | Key West | November 9 to November 14 | $275 |
| JFK | Key West | November 8 to November 11 | $297 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Miami | August 31 to September 7 | $87 |
| ATL | Miami | August 30 to September 3 | $102 |
| JFK | Miami | August 31 to September 10 | $105 |
| JFK | Miami | August 31 to September 10 | $105 |
| PHL | Miami | August 31 to September 6 | $120 |
| LGA | Miami | August 31 to September 4 | $202 |
| ORD | Miami | August 31 to September 2 | $226 |
| DTW | Key West | August 30 to September 3 | $322 |
| LGA | Key West | August 30 to September 3 | $452 |
| LGA | Key West | August 30 to September 3 | $452 |
| JFK | Key West | August 30 to September 2 | $468 |
| PHL | Key West | August 31 to September 6 | $556 |
| BOS | Key West | August 29 to August 31 | $563 |
| ATL | Key West | August 30 to September 7 | $664 |
| EWR | Key West | August 29 to September 1 | $784 |
Islamorada MIA Flight Information
Traveling to | Islamorada MIA |
|---|---|
Lowest Price | $56 |
Number of Airlines Serving | 2 |
Airlines Serving | Spirit Airlines, Frontier Airlines |
Number of Daily Flights | 3 |
Airlines with Direct Flights | American Airlines, Qatar Airways |
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 Islamorada
90611 Old Highway, Tavernier, FL
$139 nightly
The price is $156 total per night from Aug 27 to Aug 28
$156 total
Aug 27 - Aug 28
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! (1,001 reviews)
"It was great!"
Reviewed on Aug 21, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$234 nightly
The price is $264 total per night from Aug 27 to Aug 28
$264 total
Aug 27 - Aug 28
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! (1,155 reviews)
"Perfect experience from beginning to end. Greeted by friendly people at the gate that gave me excellent information on checking in and parking. The check in staff were very friendly and when asked if any upgrades to my room were avaliable she found me something nicer then I was able to. The room ..."
Reviewed on Aug 23, 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 Sep 22 to Sep 23
$153 total
Sep 22 - Sep 23
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! (999 reviews)
"Overall great experience"
Reviewed on Aug 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.
Luxury Hotels in Islamorada
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$234 nightly
The price is $264 total per night from Aug 27 to Aug 28
$264 total
Aug 27 - Aug 28
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! (1,155 reviews)
"Perfect experience from beginning to end. Greeted by friendly people at the gate that gave me excellent information on checking in and parking. The check in staff were very friendly and when asked if any upgrades to my room were avaliable she found me something nicer then I was able to. The room ..."
Reviewed on Aug 23, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
$246 nightly
The price is $276 total per night from Sep 1 to Sep 2
$276 total
Sep 1 - Sep 2
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! (1,237 reviews)
"Not the best hotel in the Florida Keys, but it’s OK for cooling off for a couple of days. For me the pool by the ocean and the tiki bar were the stars of the show. Rooms were meh"
Reviewed on Aug 22, 2025
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
$221 nightly
The price is $245 total per night from Aug 28 to Aug 29
$245 total
Aug 28 - Aug 29
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! (1,002 reviews)
"The hotel is very quiet and that are we need for relax"
Reviewed on Aug 22, 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
$245 nightly
The price is $276 total per night from Aug 26 to Aug 27
$276 total
Aug 26 - Aug 27
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 ...
9/10 Wonderful! (61 reviews)
"Super agradable"
Reviewed on Aug 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.
Family Friendly Hotels in Islamorada
Islander Resort
82100 Overseas Highway, Islamorada, FL
$260 nightly
The price is $293 total per night from Sep 21 to Sep 22
$293 total
Sep 21 - Sep 22
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! (1,000 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
"The resort is perfect!!"
Reviewed on Aug 21, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
$246 nightly
The price is $276 total per night from Sep 1 to Sep 2
$276 total
Sep 1 - Sep 2
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! (1,237 reviews)
"Not the best hotel in the Florida Keys, but it’s OK for cooling off for a couple of days. For me the pool by the ocean and the tiki bar were the stars of the show. Rooms were meh"
Reviewed on Aug 22, 2025
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
$178 nightly
The price is $201 total per night from Sep 7 to Sep 8
$201 total
Sep 7 - Sep 8
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! (1,008 reviews)
"Wonderful Southern Florida type cottages. Super quiet and well kept grounds. The rooms show some wear but otherwise a great stay."
Reviewed on Aug 21, 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
$234 nightly
The price is $264 total per night from Aug 27 to Aug 28
$264 total
Aug 27 - Aug 28
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! (1,155 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
"Perfect experience from beginning to end. Greeted by friendly people at the gate that gave me excellent information on checking in and parking. The check in staff were very friendly and when asked if any upgrades to my room were avaliable she found me something nicer then I was able to. The room ..."
Reviewed on Aug 23, 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
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See all available trips from Newark Liberty Intl. Airport to Islamorada
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Islamorada flight + hotel packages - first class flights
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Need a Car For After Your Flight?
Economy
Miami, Florida, USA
$5
$10 total
found 4 hours ago
Midsize
Miami, Florida, USA
$5
$10 total
found 4 hours ago
Compact
Miami, Florida, USA
$5
$10 total
found 4 hours ago
Standard
Miami, Florida, USA
$9
$20 total
found 6 hours ago
Lowest prices found within the past 4 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
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