Cheap Flights to Islamorada from $32
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 $49 and $32 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
ORD
O'Hare Intl.
MIA
Miami Intl.
$63 Roundtrip, found 8 hours ago
$63
Roundtrip
found 8 hours ago
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$63 Roundtrip, just found
$63
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | November 17 to November 22 | $49 |
| PHL | Miami | January 6 to January 6 | $63 |
| LGA | Miami | November 17 to November 18 | $63 |
| LGA | Miami | November 17 to November 18 | $63 |
| JFK | Miami | December 4 to December 15 | $68 |
| EWR | Miami | December 2 to December 10 | $77 |
| BOS | Miami | January 8 to January 13 | $98 |
| ATL | Key West | November 16 to November 22 | $127 |
| LAX | Miami | December 2 to December 9 | $128 |
| PHL | Key West | November 16 to November 22 | $142 |
| LGA | Key West | November 20 to November 22 | $179 |
| BOS | Key West | January 10 to January 16 | $191 |
| EWR | Key West | December 6 to December 13 | $200 |
| DTW | Key West | January 8 to January 14 | $227 |
| LAX | Key West | January 24 to January 31 | $243 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | November 8 to November 11 | $92 |
| PHL | Miami | November 9 to November 29 | $175 |
| JFK | Miami | November 9 to November 11 | $176 |
| LGA | Miami | November 8 to November 15 | $176 |
| EWR | Miami | November 7 to November 11 | $219 |
| LAX | Miami | November 8 to November 19 | $270 |
| ORD | Key West | November 9 to December 4 | $276 |
| BOS | Miami | November 9 to November 15 | $323 |
| PHL | Key West | November 9 to November 13 | $328 |
| EWR | Key West | November 9 to November 13 | $346 |
| EWR | Key West | November 9 to November 13 | $346 |
| BOS | Key West | November 7 to November 13 | $390 |
| LAX | Key West | November 9 to November 14 | $592 |
| JFK | Key West | November 9 to November 13 | $717 |
| ATL | Key West | November 8 to November 9 | $749 |
Islamorada Flight Information
Traveling to | Islamorada |
|---|---|
Lowest Price | $49 |
Number of Airlines Serving | |
Airlines Serving | Spirit 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
The price is $201 total per night from Nov 4 to Nov 5
$201 total
per night
Nov 4 - Nov 5
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! (1,002 reviews)
Yes
Reviewed on Oct 28, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $291 total per night from Nov 4 to Nov 5
$291 total
per night
Nov 4 - Nov 5
Stay at this 5-star 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! (1,266 reviews)
Always a great stay at Cheeca. Lovely property, great restaurants, clean rooms and wonderful service by the staff.
Reviewed on Oct 30, 2025
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
The price is $158 total per night from Dec 4 to Dec 5
$158 total
per night
Dec 4 - Dec 5
Stay at this 3.5-star 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! (1,005 reviews)
Clean and quite
Reviewed on Nov 2, 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, Marker 82, Islamorada, FL
The price is $291 total per night from Nov 4 to Nov 5
$291 total
per night
Nov 4 - Nov 5
Stay at this 5-star 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! (1,266 reviews)
Always a great stay at Cheeca. Lovely property, great restaurants, clean rooms and wonderful service by the staff.
Reviewed on Oct 30, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
The price is $229 total per night from Dec 4 to Dec 5
$229 total
per night
Dec 4 - Dec 5
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,277 reviews)
Great stay except for the fact that we could not watch the World Series in the comfort of our room!! Really? Other than that thoughtless error our stay was relaxing and fun.
Reviewed on Nov 3, 2025
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
The price is $153 total per night from Nov 4 to Nov 5
$153 total
per night
Nov 4 - Nov 5
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,001 reviews)
Great
Reviewed on Oct 22, 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
The price is $295 total per night from Nov 17 to Nov 18
$295 total
per night
Nov 17 - Nov 18
Stay at this 3.5-star 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! (103 reviews)
Our view of the beach was beautiful
Reviewed on Nov 2, 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
The price is $267 total per night from Nov 9 to Nov 10
$267 total
per night
Nov 9 - Nov 10
Stay at this 4-star 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. ...
9/10 Wonderful! (1,014 reviews)
Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals
Travelers say...
What a consistent top performance from everyone on the staff! The grounds are immaculate and totally beautiful. Both a salt water pool and a fresh water pool kept everyone happy. And, our room was a delight with a private outside patio. We will return …….
Reviewed on Nov 2, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
The price is $229 total per night from Dec 4 to Dec 5
$229 total
per night
Dec 4 - Dec 5
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,277 reviews)
Great stay except for the fact that we could not watch the World Series in the comfort of our room!! Really? Other than that thoughtless error our stay was relaxing and fun.
Reviewed on Nov 3, 2025
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
The price is $244 total per night from Nov 11 to Nov 12
$244 total
per night
Nov 11 - Nov 12
Stay at this 4-star 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! (1,003 reviews)
Great place, unbelievable location, could use some updating.
Reviewed on Oct 31, 2025
Save an average of 15% on thousands of hotels when you're signed in
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $291 total per night from Nov 4 to Nov 5
$291 total
per night
Nov 4 - Nov 5
Stay at this 5-star 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! (1,266 reviews)
Families like: Outdoor pools, kids club, playground, game room
Travelers say...
Always a great stay at Cheeca. Lovely property, great restaurants, clean rooms and wonderful service by the staff.
Reviewed on Oct 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.
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?
Fullsize
Miami, Florida, USA
$2
$16 total
found 5 hours ago
Economy
Miami, Florida, USA
$4
$8 total
found 5 hours ago
Compact
Miami, Florida, USA
$4
$9 total
found 3 hours ago
Midsize
Miami, Florida, USA
$4
$9 total
found 3 hours ago
Lowest prices found within the past 5 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
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