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 $55 and $44 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
LGA
LaGuardia
MIA
Miami Intl.
$76 Roundtrip, found 6 hours ago
$76
Roundtrip
found 6 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | March 24 to March 31 | $55 |
| PHL | Miami | April 28 to May 5 | $68 |
| DTW | Miami | May 10 to May 14 | $77 |
| EWR | Miami | March 23 to March 26 | $78 |
| EWR | Miami | March 23 to March 26 | $78 |
| ORD | Miami | April 6 to April 9 | $81 |
| BOS | Miami | March 30 to April 8 | $82 |
| ATL | Key West | March 24 to March 27 | $190 |
| LAX | Miami | May 17 to May 20 | $200 |
| LGA | Key West | April 9 to April 23 | $216 |
| PHL | Key West | April 27 to May 1 | $222 |
| BOS | Key West | April 5 to April 9 | $239 |
| EWR | Key West | April 9 to April 16 | $245 |
| LAX | Key West | May 9 to May 27 | $299 |
| JFK | Key West | May 11 to May 16 | $343 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Miami | March 14 to March 25 | $125 |
| LGA | Miami | March 14 to March 25 | $125 |
| ATL | Miami | March 15 to March 22 | $150 |
| JFK | Miami | March 15 to March 18 | $190 |
| EWR | Miami | March 14 to March 25 | $202 |
| BOS | Miami | March 14 to March 17 | $299 |
| EWR | Key West | March 15 to March 26 | $299 |
| EWR | Key West | March 15 to March 26 | $299 |
| LGA | Key West | March 15 to March 19 | $331 |
| DTW | Key West | March 15 to March 19 | $342 |
| ATL | Key West | March 15 to March 19 | $375 |
| JFK | Key West | March 14 to March 19 | $454 |
| LAX | Miami | March 15 to March 18 | $473 |
| BOS | Key West | March 14 to March 17 | $583 |
| LAX | Key West | March 15 to March 29 | $716 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $55 |
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 ...
Creekside Inn
90611 Old Highway Tavernier FL
$239 nightly
The price is $269 total per night from Apr 2 to Apr 3
$269 total
Apr 2 - Apr 3
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)
Great pool. Great staff
Reviewed on Mar 6, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$388 nightly
The price is $437 total per night from Mar 22 to Mar 23
$437 total
Mar 22 - Mar 23
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! (1,303 reviews)
Simone and Aisha at the front desk were amazing! The staff were kind, friendly and helpful. A little island gem!
Reviewed on Mar 5, 2026
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$303 nightly
The price is $341 total per night from Mar 11 to Mar 12
$341 total
Mar 11 - Mar 12
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 ...
8.4/10 Very Good! (1,007 reviews)
We came here for a quiet night away. This place did not disappoint. Hotel was calm and peaceful. We enjoyed walking the dock and seeing all the different fish. The afternoon we arrived we had parrots outside our balcony which was amazing. Definitely our best night of our trip.
Reviewed on Mar 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
$388 nightly
The price is $437 total per night from Mar 22 to Mar 23
$437 total
Mar 22 - Mar 23
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! (1,303 reviews)
Simone and Aisha at the front desk were amazing! The staff were kind, friendly and helpful. A little island gem!
Reviewed on Mar 5, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$313 nightly
The price is $353 total per night from Mar 22 to Mar 23
$353 total
Mar 22 - Mar 23
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! (1,264 reviews)
Lovely laid back resort. Nice room with comfy beds. Pool great with tiki bar. Beach clean, private, with Palapas and great chairs. Breakfast in restaurant was good. Dinner not so much. Try free “Fish Like A Local”with Patrick. Learned a lot and had great fun catching fish from the dock. Would ...
Reviewed on Mar 7, 2026
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$269 nightly
The price is $298 total per night from Mar 11 to Mar 12
$298 total
Mar 11 - Mar 12
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! (1,008 reviews)
Great location! Super cute every room is close to the water. Would stay here again for sure.
Reviewed on Mar 6, 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
$407 nightly
The price is $457 total per night from Mar 23 to Mar 24
$457 total
Mar 23 - Mar 24
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! (164 reviews)
Overpriced for a view of the parking lot on the ground floor.
Reviewed on Mar 7, 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
$475 nightly
The price is $535 total per night from Mar 24 to Mar 25
$535 total
Mar 24 - Mar 25
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! (1,012 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
From start to finish our stay at The Islander Resort was wonderful, friendly staff, clean, fun, everything made easy and comfortable, we had everything we needed.
Reviewed on Mar 5, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$313 nightly
The price is $353 total per night from Mar 22 to Mar 23
$353 total
Mar 22 - Mar 23
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! (1,264 reviews)
Lovely laid back resort. Nice room with comfy beds. Pool great with tiki bar. Beach clean, private, with Palapas and great chairs. Breakfast in restaurant was good. Dinner not so much. Try free “Fish Like A Local”with Patrick. Learned a lot and had great fun catching fish from the dock. Would ...
Reviewed on Mar 7, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$447 nightly
The price is $503 total per night from Mar 22 to Mar 23
$503 total
Mar 22 - Mar 23
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 ...
8.8/10 Excellent! (1,004 reviews)
Great place
Reviewed on Mar 6, 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
$388 nightly
The price is $437 total per night from Mar 22 to Mar 23
$437 total
Mar 22 - Mar 23
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! (1,303 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
Simone and Aisha at the front desk were amazing! The staff were kind, friendly and helpful. A little island gem!
Reviewed on Mar 5, 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.
Islamorada flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Economy
Miami, Florida, USA
$1
$2 total
found 1 day ago
Midsize
Miami, Florida, USA
$1
$2 total
found 1 day ago
Compact
Miami, Florida, USA
$1
$2 total
found 1 day ago
Fullsize
Miami, Florida, USA
$3
$6 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
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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