Cheap Flights to Islamorada from $29
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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 $29 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, found 1 hour ago
$58
Roundtrip
found 1 hour ago
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$58 Roundtrip, found 2 hours ago
$58
Roundtrip
found 2 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | January 5 to January 14 | $58 |
| LGA | Miami | February 7 to February 10 | $58 |
| PHL | Miami | January 6 to January 8 | $58 |
| DTW | Miami | February 23 to February 27 | $58 |
| BOS | Miami | January 12 to January 21 | $61 |
| EWR | Miami | January 12 to January 15 | $82 |
| LAX | Miami | January 31 to February 4 | $140 |
| BOS | Key West | January 12 to January 19 | $147 |
| PHL | Key West | January 23 to January 29 | $163 |
| EWR | Key West | January 11 to January 15 | $178 |
| EWR | Key West | January 11 to January 15 | $178 |
| LGA | Key West | January 20 to February 5 | $250 |
| DTW | Key West | January 20 to February 4 | $254 |
| LAX | Key West | January 24 to January 31 | $257 |
| ATL | Key West | January 26 to February 3 | $279 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | December 28 to January 8 | $111 |
| JFK | Miami | December 26 to December 31 | $242 |
| JFK | Miami | December 26 to December 31 | $242 |
| PHL | Miami | December 26 to December 30 | $248 |
| LAX | Miami | December 26 to January 10 | $282 |
| LGA | Miami | December 28 to January 8 | $304 |
| EWR | Miami | December 27 to December 31 | $332 |
| ORD | Miami | December 27 to January 7 | $393 |
| BOS | Key West | December 28 to December 31 | $394 |
| LAX | Key West | December 27 to January 9 | $508 |
| BOS | Miami | December 27 to December 30 | $511 |
| ATL | Key West | December 28 to January 7 | $539 |
| LGA | Key West | December 27 to January 6 | $748 |
| EWR | Key West | December 26 to December 29 | $892 |
| PHL | Key West | December 26 to December 29 | $904 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $58 |
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! (1,005 reviews)
The room was nice, but walking out to the pier from door was excellent
Reviewed on Dec 16, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$509 nightly
The price is $573 total per night from Jan 4 to Jan 5
$573 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! (1,267 reviews)
Everything was awsome
Reviewed on Dec 7, 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 5 to Jan 6
$215 total
Jan 5 - Jan 6, 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 ...
8/10 Very Good! (1,002 reviews)
Great location, room was spotless and perfectly met my needs. I plan to return next year.
Reviewed on Dec 11, 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
$509 nightly
The price is $573 total per night from Jan 4 to Jan 5
$573 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! (1,267 reviews)
Everything was awsome
Reviewed on Dec 7, 2025
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$271 nightly
The price is $305 total per night from Jan 8 to Jan 9
$305 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy a private beach, 3 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,268 reviews)
I would give this hotel one the highest ratings for my most recent stays in the area. The views were spectacular. All of the staff were very friendly and helpful. Very very minor thing was the condition of the furniture and electrical sockets weren't the best quality but I just loved everything else ...
Reviewed on Dec 16, 2025
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$184 nightly
The price is $202 total per night from Jan 11 to Jan 12
$202 total
Jan 11 - Jan 12, 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! (1,001 reviews)
Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing!
Reviewed on Dec 7, 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
$322 nightly
The price is $362 total per night from Jan 4 to Jan 5
$362 total
Jan 4 - Jan 5, 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! (115 reviews)
Beautiful room, stunning views
Reviewed on Nov 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.
Family Friendly Hotels in Islamorada
Islander Resort
82100 Overseas Highway Islamorada FL
$329 nightly
The price is $371 total per night from Jan 4 to Jan 5
$371 total
Jan 4 - Jan 5, 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! (1,002 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
The rooms were nice, clean, staff was friendly. It was noisy, there was no screened porch or way to sleep with the door open. Ocean view was a stretch, it’s a tiny sliver of ocean in one spot on the patio. Restaurants were extremely expensive in comparison.
Reviewed on Dec 13, 2025
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$271 nightly
The price is $305 total per night from Jan 8 to Jan 9
$305 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Book a stay at this beach resort in Islamorada. Enjoy a private beach, 3 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,268 reviews)
I would give this hotel one the highest ratings for my most recent stays in the area. The views were spectacular. All of the staff were very friendly and helpful. Very very minor thing was the condition of the furniture and electrical sockets weren't the best quality but I just loved everything else ...
Reviewed on Dec 16, 2025
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$244 nightly
The price is $275 total per night from Jan 6 to Jan 7
$275 total
Jan 6 - Jan 7, 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! (1,000 reviews)
Great stay and beautiful space
Reviewed on Dec 1, 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
$509 nightly
The price is $573 total per night from Jan 4 to Jan 5
$573 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! (1,267 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
Everything was awsome
Reviewed on Dec 7, 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
$34
$68 total
found 7 hours ago
Economy
Miami, Florida, USA
$34
$68 total
found 7 hours ago
Midsize
Miami, Florida, USA
$34
$68 total
found 7 hours ago
Special
Miami, Florida, USA
$44
$125 total
found 1 day ago
Lowest prices found within the past 7 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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