Cheap Flights to Islamorada from $41
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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 $84 and $41 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.
$84 Roundtrip, found 2 days ago
$84
Roundtrip
found 2 days ago
DFW
Dallas-Fort Worth Intl.
MIA
Miami Intl.
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Miami | August 27 to September 3 | $97 |
| ATL | Miami | June 24 to July 15 | $126 |
| BOS | Miami | September 2 to September 12 | $157 |
| DTW | Miami | September 5 to September 8 | $167 |
| EWR | Miami | September 9 to September 12 | $177 |
| LGA | Miami | August 19 to September 23 | $177 |
| LAX | Miami | August 15 to August 22 | $248 |
| BOS | Key West | July 10 to July 15 | $263 |
| EWR | Key West | September 2 to September 9 | $309 |
| EWR | Key West | September 2 to September 9 | $309 |
| JFK | Key West | September 9 to September 12 | $329 |
| LGA | Key West | September 2 to September 9 | $329 |
| DTW | Key West | August 7 to August 11 | $333 |
| ATL | Key West | September 8 to September 12 | $339 |
| PHL | Key West | August 4 to August 9 | $442 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Miami | June 13 to June 20 | $286 |
| PHL | Miami | June 14 to June 18 | $318 |
| EWR | Miami | June 13 to June 17 | $319 |
| LGA | Miami | June 12 to June 26 | $360 |
| ORD | Miami | June 13 to June 16 | $378 |
| BOS | Key West | June 12 to June 17 | $380 |
| LAX | Miami | June 12 to July 3 | $444 |
| ORD | Key West | June 12 to June 16 | $514 |
| PHL | Key West | June 12 to June 14 | $611 |
| LGA | Key West | June 14 to June 21 | $709 |
| LGA | Key West | June 14 to June 21 | $709 |
| EWR | Key West | June 14 to June 21 | $717 |
| JFK | Key West | June 14 to June 21 | $834 |
| ATL | Key West | June 12 to June 14 | $856 |
| DTW | Key West | June 14 to June 15 | $866 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $84 |
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! (1,003 reviews)
"Clean room, friendly staff, cold ac and plenty of parking. Really like that this place is on the water."
Reviewed on Jun 2, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$264 nightly
The price is $297 total per night from Jun 7 to Jun 8
$297 total
Jun 7 - Jun 8
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! (1,319 reviews)
"Cheeca Lodge is my absolute favorite place in The Keys The property is gorgeous, I love the amenities, the complimentary kayaking, bikes & champagne for Mother’s Day was such a nice touch The rooms are so cozy, just love it there. Ask for Rob at the pool bar, he makes a great drink!"
Reviewed on Jun 4, 2026
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$181 nightly
The price is $204 total per night from Jul 6 to Jul 7
$204 total
Jul 6 - Jul 7
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! (1,010 reviews)
"This hotel it's in a great location many good restaurants if you bring your boat or jet ski very close to alligator reef and one of the main sandbar if not you can rent a excursion."
Reviewed on Jun 2, 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
$264 nightly
The price is $297 total per night from Jun 7 to Jun 8
$297 total
Jun 7 - Jun 8
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! (1,319 reviews)
"Cheeca Lodge is my absolute favorite place in The Keys The property is gorgeous, I love the amenities, the complimentary kayaking, bikes & champagne for Mother’s Day was such a nice touch The rooms are so cozy, just love it there. Ask for Rob at the pool bar, he makes a great drink!"
Reviewed on Jun 4, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$258 nightly
The price is $290 total per night from Jun 25 to Jun 26
$290 total
Jun 25 - Jun 26
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! (1,295 reviews)
"Beautiful place"
Reviewed on Jun 6, 2026
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$183 nightly
The price is $201 total per night from Jun 10 to Jun 11
$201 total
Jun 10 - Jun 11
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)
"Muy mal trato del personal que te recibe en la propiedad"
Reviewed on May 31, 2026
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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 7 to Jul 8
$378 total
Jul 7 - Jul 8
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! (204 reviews)
"It's well worth it. Large resort. Easy to go from place to place within resort. Food is very good. Room was very clean and care was taken to make sure rooms are clean and well maintained. Beaches cleaned and items outside maintained daily. Wristbands help and make access easy. Pools were clean. Easy ..."
Reviewed on Jun 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.
Family Friendly Hotels in Islamorada
Islander Resort
82100 Overseas Highway Islamorada FL
$292 nightly
The price is $329 total per night from Jun 14 to Jun 15
$329 total
Jun 14 - Jun 15
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! (1,036 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
"Just a solid spot"
Reviewed on Jun 6, 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$258 nightly
The price is $290 total per night from Jun 25 to Jun 26
$290 total
Jun 25 - Jun 26
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! (1,295 reviews)
"Beautiful place"
Reviewed on Jun 6, 2026
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$241 nightly
The price is $271 total per night from Jul 6 to Jul 7
$271 total
Jul 6 - Jul 7
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! (1,009 reviews)
"Excellent place"
Reviewed on Jun 5, 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
$264 nightly
The price is $297 total per night from Jun 7 to Jun 8
$297 total
Jun 7 - Jun 8
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! (1,319 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
"Cheeca Lodge is my absolute favorite place in The Keys The property is gorgeous, I love the amenities, the complimentary kayaking, bikes & champagne for Mother’s Day was such a nice touch The rooms are so cozy, just love it there. Ask for Rob at the pool bar, he makes a great drink!"
Reviewed on Jun 4, 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.
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See all available trips from Newark Liberty Intl. Airport to Islamorada
View all tripsIslamorada flight + hotel packages - premium economy flights
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Islamorada flight + hotel packages - business class flights
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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?
Midsize
MIAMI, USA
$4
$13 total
found 2 days ago
Compact
Miami, USA
$6
$11 total
found 1 day ago
Economy
Miami, USA
$6
$11 total
found 1 day ago
Standard
Miami, Florida, USA
$7
$14 total
found 1 day 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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