Cheap Flights to Islamorada from $54
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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 $82 and $54 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$96 Roundtrip, found 2 days ago
$96
Roundtrip
found 2 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | July 21 to July 24 | $82 |
| PHL | Miami | August 20 to August 27 | $106 |
| BOS | Miami | September 1 to September 15 | $157 |
| LGA | Miami | September 5 to September 15 | $167 |
| ORD | Miami | September 9 to September 19 | $171 |
| EWR | Miami | September 5 to September 15 | $177 |
| DTW | Miami | September 26 to October 11 | $198 |
| ATL | Key West | August 26 to August 29 | $299 |
| EWR | Key West | September 2 to September 9 | $309 |
| ORD | Key West | August 29 to September 1 | $309 |
| BOS | Key West | September 5 to September 12 | $322 |
| JFK | Key West | September 1 to September 5 | $329 |
| DTW | Key West | September 5 to September 12 | $345 |
| LAX | Key West | July 18 to July 21 | $372 |
| PHL | Key West | August 26 to September 2 | $443 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | June 27 to July 18 | $203 |
| DTW | Miami | June 27 to June 30 | $292 |
| PHL | Miami | June 26 to June 30 | $361 |
| LGA | Miami | June 27 to June 28 | $402 |
| LGA | Miami | June 27 to June 28 | $402 |
| ORD | Miami | June 27 to July 7 | $403 |
| DTW | Key West | June 26 to July 1 | $434 |
| LAX | Miami | June 28 to June 30 | $502 |
| EWR | Miami | June 28 to June 30 | $506 |
| ORD | Key West | June 26 to July 1 | $524 |
| LGA | Key West | June 26 to June 29 | $539 |
| LGA | Key West | June 26 to June 29 | $539 |
| PHL | Key West | June 28 to July 4 | $552 |
| BOS | Downtown Miami | June 27 to July 4 | $607 |
| ATL | Key West | June 27 to July 1 | $744 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $82 |
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 ...
Creekside Inn
90611 Old Highway Tavernier FL
$127 nightly
The price is $143 total per night from Jul 6 to Jul 7
$143 total
Jul 6 - Jul 7
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)
"Clean, comfortable rooms and a well-maintained property. We especially enjoyed the pool and often had it all to ourselves, which made for a very relaxing stay. The location was convenient and made it easy to get to town, local attractions, and restaurants. Overall, a great place to stay and we would ..."
Reviewed on Jun 24, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$285 nightly
The price is $321 total per night from Jul 19 to Jul 20
$321 total
Jul 19 - Jul 20
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! (1,331 reviews)
"The decor was updated a bit but then dated in other areas. The balcony cushions had stains and the carpet needed to be replaced."
Reviewed on Jun 23, 2026
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$188 nightly
The price is $212 total per night from Jul 9 to Jul 10
$212 total
Jul 9 - Jul 10
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 were pleasantly surprised by Fisher Inn Resort! While checking inn we were met with such kindness by the staff. Our room was beautiful and updated. The views of the ocean were stunning! My husband and I will definitely be booking this hotel again when we return to the Keys!"
Reviewed on Jun 23, 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
$285 nightly
The price is $321 total per night from Jul 19 to Jul 20
$321 total
Jul 19 - Jul 20
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! (1,331 reviews)
"The decor was updated a bit but then dated in other areas. The balcony cushions had stains and the carpet needed to be replaced."
Reviewed on Jun 23, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$253 nightly
The price is $285 total per night from Jul 12 to Jul 13
$285 total
Jul 12 - Jul 13
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! (1,294 reviews)
"Enjoyed the food & pool."
Reviewed on Jun 24, 2026
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$188 nightly
The price is $207 total per night from Jun 28 to Jun 29
$207 total
Jun 28 - Jun 29
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! (1,006 reviews)
"We could walk to hog heaven They had complementary bikes, paddle boards, and kayaks."
Reviewed on Jun 23, 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
$336 nightly
The price is $378 total per night from Jul 15 to Jul 16
$378 total
Jul 15 - Jul 16
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! (216 reviews)
"Ocean view in the 200’s building was great, ac worked excellent, loved the live music and the sunset views by the marina, room fridge was a great!!! Size, front desk communication was very well, only con is I would request a microwave well in advance if you want one as they are of VERY limited availability. ..."
Reviewed on Jun 24, 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
$305 nightly
The price is $343 total per night from Jul 19 to Jul 20
$343 total
Jul 19 - Jul 20
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. ...
9.4/10 Exceptional! (1,062 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
"Nice property, great location, enjoyed the pools!"
Reviewed on Jun 22, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$253 nightly
The price is $285 total per night from Jul 12 to Jul 13
$285 total
Jul 12 - Jul 13
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! (1,294 reviews)
"Enjoyed the food & pool."
Reviewed on Jun 24, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$240 nightly
The price is $270 total per night from Jun 29 to Jun 30
$270 total
Jun 29 - Jun 30
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)
"Everything is great"
Reviewed on Jun 24, 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
$285 nightly
The price is $321 total per night from Jul 19 to Jul 20
$321 total
Jul 19 - Jul 20
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! (1,331 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
"The decor was updated a bit but then dated in other areas. The balcony cushions had stains and the carpet needed to be replaced."
Reviewed on Jun 23, 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 - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Compact
MIAMI, USA
$4
$13 total
found 2 days ago
Economy
MIAMI, USA
$4
$13 total
found 2 days ago
Midsize
MIAMI, USA
$4
$13 total
found 2 days ago
Standard
Miami, Florida, USA
$7
$14 total
found 2 days ago
Lowest prices found within the past 2 days. 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
Save more by combining flights, hotels and cars
Things to do in Islamorada
Activities, attractions and tours
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