Cheap Flights to Islamorada from $30
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
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* |
|---|---|---|---|
| ATL | Miami | December 16 to December 16 | $54 |
| LGA | Miami | February 22 to March 3 | $58 |
| DTW | Miami | January 26 to January 30 | $58 |
| LGA | Miami | February 22 to March 3 | $58 |
| PHL | Miami | January 6 to January 9 | $63 |
| JFK | Miami | January 20 to January 24 | $68 |
| EWR | Miami | January 4 to January 16 | $72 |
| BOS | Miami | January 13 to January 14 | $72 |
| ATL | Key West | January 19 to January 26 | $145 |
| PHL | Key West | February 23 to February 26 | $145 |
| LAX | Miami | January 7 to January 13 | $161 |
| EWR | Key West | January 12 to January 15 | $184 |
| EWR | Key West | January 12 to January 15 | $184 |
| BOS | Key West | January 10 to January 16 | $186 |
| DTW | Key West | January 5 to January 8 | $205 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Miami | December 7 to December 11 | $110 |
| EWR | Miami | December 7 to December 10 | $130 |
| EWR | Miami | December 7 to December 10 | $130 |
| DTW | Miami | December 7 to December 10 | $132 |
| ATL | Miami | December 7 to December 11 | $140 |
| ORD | Miami | December 7 to December 11 | $148 |
| LGA | Miami | December 6 to December 16 | $174 |
| JFK | Miami | December 6 to December 16 | $196 |
| BOS | Key West | December 7 to December 11 | $217 |
| LAX | Miami | December 7 to December 12 | $355 |
| PHL | Key West | December 7 to December 13 | $359 |
| BOS | Miami | December 6 to December 11 | $372 |
| ORD | Key West | December 7 to December 11 | $384 |
| EWR | Key West | December 6 to December 13 | $408 |
| JFK | Key West | December 7 to December 11 | $498 |
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
$125 nightly
The price is $141 total per night from Dec 11 to Dec 12
$141 total
Dec 11 - Dec 12
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! (1,013 reviews)
Nice place.
Reviewed on Nov 30, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$317 nightly
The price is $357 total per night from Dec 17 to Dec 18
$357 total
Dec 17 - Dec 18
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 ...
9/10 Wonderful! (1,278 reviews)
Property is beautiful with tons of amenities. The room was very nice and overall we were very happy. Here are a few of the issues we had though for full transparency. The beach is sand, but it's hard in a way that's a bit unnatural and doesn't flow into the water. There were weddings on two nights ...
Reviewed on Dec 3, 2025
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$123 nightly
The price is $138 total per night from Dec 15 to Dec 16
$138 total
Dec 15 - Dec 16
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! (1,018 reviews)
Recomendado el hotel tiene varios juegos que hacer con los ninos ademas puedes montar kayaks bicicleta.
Reviewed on Nov 30, 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
$317 nightly
The price is $357 total per night from Dec 17 to Dec 18
$357 total
Dec 17 - Dec 18
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 ...
9/10 Wonderful! (1,278 reviews)
Property is beautiful with tons of amenities. The room was very nice and overall we were very happy. Here are a few of the issues we had though for full transparency. The beach is sand, but it's hard in a way that's a bit unnatural and doesn't flow into the water. There were weddings on two nights ...
Reviewed on Dec 3, 2025
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$250 nightly
The price is $282 total per night from Dec 11 to Dec 12
$282 total
Dec 11 - Dec 12
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! (1,269 reviews)
Loved the resort
Reviewed on Nov 21, 2025
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$130 nightly
The price is $142 total per night from Dec 7 to Dec 8
$142 total
Dec 7 - Dec 8
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! (1,004 reviews)
The staff was very nice. Thanks
Reviewed on Nov 24, 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
$254 nightly
The price is $285 total per night from Dec 17 to Dec 18
$285 total
Dec 17 - Dec 18
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 ...
8.8/10 Excellent! (112 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
$280 nightly
The price is $316 total per night from Dec 9 to Dec 10
$316 total
Dec 9 - Dec 10
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! (1,021 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
The room was perfect and the outdoor space was great for morning coffees and reading!
Reviewed on Nov 29, 2025
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$250 nightly
The price is $282 total per night from Dec 11 to Dec 12
$282 total
Dec 11 - Dec 12
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! (1,269 reviews)
Loved the resort
Reviewed on Nov 21, 2025
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$218 nightly
The price is $246 total per night from Dec 15 to Dec 16
$246 total
Dec 15 - Dec 16
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
$317 nightly
The price is $357 total per night from Dec 17 to Dec 18
$357 total
Dec 17 - Dec 18
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 ...
9/10 Wonderful! (1,278 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
Property is beautiful with tons of amenities. The room was very nice and overall we were very happy. Here are a few of the issues we had though for full transparency. The beach is sand, but it's hard in a way that's a bit unnatural and doesn't flow into the water. There were weddings on two nights ...
Reviewed on Dec 3, 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 2 days ago
Economy
Miami, Florida, USA
$1
$2 total
found 2 days ago
Midsize
Miami, Florida, USA
$1
$2 total
found 2 days ago
Fullsize
Miami, Florida, USA
$2
$16 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
Explore More Ways to Travel with Travelocity
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near Matecumbe United Methodist Church
- 2 Star Hotels in Lower Matecumbe Key
- 4 Star Hotels in Lower Matecumbe Key
- Apartments in Lower Matecumbe Key
- Condos in Lower Matecumbe Key
- Aimbridge Hospitality Hotels in Lower Matecumbe Key
- Lower Matecumbe Key Hotels
- Houseboats in Lower Matecumbe Key
- 3 Star Hotels in Plantation Key
- 5 Star Hotels in Plantation Key
- Chalets in Plantation Key
- Guest Houses in Plantation Key
- Holiday Park Resorts in Plantation Key
- Aimbridge Hospitality Hotels in Plantation Key
- Beach Resorts & in Plantation Key
- Cheap Hotels in Plantation Key
- Hersha Hospitality Hotels in Plantation Key
- Hotels with Pools in Plantation Key
- Hotels with Free Parking in Plantation Key
- Hotels with Kitchenettes in Plantation Key
- Hotels with smoking rooms in Plantation Key
- Plantation Key Hotels
- Houseboats in Plantation Key
- 4 Star Hotels in Upper Matecumbe Key
- Extended Stay Hotels in Upper Matecumbe Key
- Holiday Park Resorts in Upper Matecumbe Key
- Aimbridge Hospitality Hotels in Upper Matecumbe Key
- Beach Resorts & in Upper Matecumbe Key
- Hotels with Pools in Upper Matecumbe Key
- Hotels with Pools in Venetian Shores
- Venetian Shores Hotels
- Hotels near Anne's Beach
- Hersha Hospitality Hotels in Windley Key
- Villas in Windley Key
- Hotels near Bud n' Mary's Dive Center
- Matecumbe Hotels
- Apartments in Tavernier
- Condos in Tavernier
- Cottages in Tavernier
- Beach Resorts & in Tavernier
- Cheap Hotels in Tavernier
- Hotels with Free Breakfast in Tavernier
- Hotels with Hot Tubs in Tavernier
- Luxury Hotels in Tavernier
- Pet Friendly Hotels in Tavernier
- Hotels on the River in Tavernier
- Tavernier Hotels
- Houseboats in Tavernier
- Motels in Tavernier
- Vacation Homes in Tavernier
- Hotels near Florida Keys Dive Center
- Aimbridge Hospitality Hotels in Lignumvitae Key Botanical State Park
- Lignumvitae Key Botanical State Park Hotels
- Hotels near Florida Keys Brewing Co.
- Lower Matecumbe Beach Hotels
- Hotels near Founders Park
- Hotels near Sunset Drive Beach
- Flights to Key Largo
- Flights to Princeton
- Flights to Lower Arsnicker Keys
- Flights to Long Key
- Flights to Big Pine Key
- Flights to Summerland Key
- Flights to Florida Keys Marathon
- Flights to Key Biscayne
- Flights to Homestead
- Flights to Conch Key
- Flights to Lower Matecumbe Key
- Flights to Grassy Key
- Flights to Cutler Bay
- Flights to Miami Springs
- Flights to Hialeah
- Flights to Sugarloaf Key
- Flights to Marathon
- Flights to Coral Gables
- Flights to Little Torch Key
- Flights to Florida City
- Flights to Miami
- Flights to Key Colony Beach
- Flights to Key West
- Flights to Miami Beach
- Flights to Tavernier
- Flights from Los Angeles to Lignumvitae Key Botanical State Park
- Flights to Duck Key
- Flights to Hialeah Gardens
- Flights to Cudjoe Key
- Flights to Layton
- Flights to Fort Lauderdale