Cheap Flights to Islamorada from $30
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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 $54 and $30 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.
$58 Roundtrip, just found
$58
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Miami | January 20 to January 27 | $54 |
| JFK | Miami | January 20 to January 23 | $58 |
| PHL | Miami | January 25 to February 5 | $58 |
| JFK | Miami | January 20 to January 23 | $58 |
| EWR | Miami | February 10 to February 18 | $82 |
| ATL | Key West | January 23 to January 30 | $110 |
| BOS | Key West | January 20 to January 21 | $140 |
| ORD | Key West | January 25 to January 30 | $146 |
| PHL | Key West | January 22 to January 29 | $150 |
| EWR | Key West | January 26 to February 5 | $157 |
| EWR | Key West | January 26 to February 5 | $157 |
| LAX | Miami | January 22 to January 28 | $158 |
| DTW | Key West | January 23 to January 30 | $215 |
| LAX | Key West | January 24 to January 31 | $257 |
| JFK | Key West | February 11 to February 18 | $286 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | January 4 to January 30 | $135 |
| PHL | Miami | January 4 to January 8 | $156 |
| ORD | Miami | January 4 to January 8 | $181 |
| JFK | Miami | January 4 to January 8 | $188 |
| EWR | Miami | January 3 to January 12 | $205 |
| DTW | Miami | January 4 to January 18 | $241 |
| ORD | Key West | January 3 to January 9 | $336 |
| PHL | Key West | January 4 to January 8 | $337 |
| LGA | Key West | January 3 to January 22 | $339 |
| LGA | Key West | January 3 to January 22 | $339 |
| EWR | Key West | January 4 to January 11 | $357 |
| ATL | Key West | January 2 to January 7 | $381 |
| DTW | Key West | January 3 to January 7 | $413 |
| LAX | Key West | January 2 to January 7 | $501 |
| LAX | Downtown Miami | January 4 to January 15 | $517 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $54 |
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 ...
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
$169 nightly
The price is $190 total per night from Jan 5 to Jan 6
$190 total
Jan 5 - Jan 6, 2026
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! (1,006 reviews)
Scenic balcony view very quiet
Reviewed on Dec 23, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$331 nightly
The price is $373 total per night from Jan 4 to Jan 5
$373 total
Jan 4 - Jan 5, 2026
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! (1,276 reviews)
It was over the top amazing
Reviewed on Dec 27, 2025
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$191 nightly
The price is $215 total per night from Jan 8 to Jan 9
$215 total
Jan 8 - Jan 9, 2026
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 enjoyed are stay at Fisher Inn, room was clean and updated. The paddle board use was a nice perk!
Reviewed on Dec 22, 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 Islamorada FL
$331 nightly
The price is $373 total per night from Jan 4 to Jan 5
$373 total
Jan 4 - Jan 5, 2026
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! (1,276 reviews)
It was over the top amazing
Reviewed on Dec 27, 2025
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$277 nightly
The price is $312 total per night from Jan 14 to Jan 15
$312 total
Jan 14 - Jan 15, 2026
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! (1,267 reviews)
Clean rooms! Great resort , fun activities , very nice and quiet area , made my anniversary with my girlfriend very special!
Reviewed on Dec 21, 2025
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$191 nightly
The price is $210 total per night from Jan 4 to Jan 5
$210 total
Jan 4 - Jan 5, 2026
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! (1,003 reviews)
Amazing and peaceful lady at front desk was amazing and friendly
Reviewed on Dec 25, 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
$373 nightly
The price is $419 total per night from Jan 6 to Jan 7
$419 total
Jan 6 - Jan 7, 2026
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! (120 reviews)
Nice amenities
Reviewed on Dec 26, 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
$287 nightly
The price is $323 total per night from Jan 13 to Jan 14
$323 total
Jan 13 - Jan 14, 2026
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! (1,003 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
Rooms at villas are a little small but loved staying there. The rooms at the main resort are spacious and the property is amazing.
Reviewed on Dec 25, 2025
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$277 nightly
The price is $312 total per night from Jan 14 to Jan 15
$312 total
Jan 14 - Jan 15, 2026
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! (1,267 reviews)
Clean rooms! Great resort , fun activities , very nice and quiet area , made my anniversary with my girlfriend very special!
Reviewed on Dec 21, 2025
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$242 nightly
The price is $273 total per night from Jan 7 to Jan 8
$273 total
Jan 7 - Jan 8, 2026
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 ...
8.6/10 Excellent! (1,001 reviews)
Great accommodations, very peaceful setting
Reviewed on Dec 25, 2025
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
$331 nightly
The price is $373 total per night from Jan 4 to Jan 5
$373 total
Jan 4 - Jan 5, 2026
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! (1,276 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
It was over the top amazing
Reviewed on Dec 27, 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
Price found within the past 48 hours. Click for updated prices.
Islamorada flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Compact
Miami, Florida, USA
$1
$2 total
found 12 hours ago
Economy
Miami, Florida, USA
$1
$2 total
found 12 hours ago
Midsize
Miami, Florida, USA
$1
$2 total
found 12 hours ago
Fullsize
Miami, Florida, USA
$2
$4 total
found 12 hours ago
Lowest prices found within the past 12 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
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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