Cheap Flight Deals to Islamorada FL from CA $121
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 to find cheap flights to Islamorada?
The cheapest prices found with in the last 7 days for return flights were CA $217 and CA $121 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| DTW | Miami | August 26 to September 1 | CA $217 |
| ATL | Miami | July 25 to August 5 | CA $219 |
| JFK | Miami | August 25 to September 15 | CA $259 |
| JFK | Miami | August 25 to September 15 | CA $259 |
| LGA | Miami | July 14 to July 21 | CA $279 |
| BOS | Miami | September 5 to September 13 | CA $327 |
| EWR | Miami | July 4 to July 7 | CA $366 |
| ORD | Key West | August 23 to September 5 | CA $454 |
| DTW | Key West | September 10 to September 15 | CA $462 |
| ORD | Downtown Miami | July 30 to August 3 | CA $494 |
| LAX | Miami | August 12 to August 17 | CA $523 |
| PHL | Downtown Miami | July 1 to July 7 | CA $596 |
| JFK | Key West | July 17 to July 26 | CA $602 |
| JFK | Key West | July 17 to July 26 | CA $602 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| DTW | Miami | June 13 to June 22 | CA $582 |
| ATL | Downtown Miami | June 14 to June 18 | CA $589 |
| DTW | Key West | June 12 to June 15 | CA $626 |
| LGA | Downtown Miami | June 12 to June 15 | CA $766 |
| LGA | Downtown Miami | June 12 to June 15 | CA $766 |
| PHL | Downtown Miami | June 13 to June 15 | CA $848 |
| EWR | Downtown Miami | June 12 to June 15 | CA $901 |
| LAX | Miami | June 12 to June 14 | CA $1,003 |
| ORD | Miami | June 12 to June 15 | CA $9,083 |
Your guide to flights to Islamorada, FL
American Airlines, Delta, Air Canada fly to Islamorada, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Islamorada FL currently costs between CA $217 and CA $9,083. Prices vary, but for the best fares, travel in July when prices are at their lowest.
Top tips for finding cheap flights to Islamorada
The cheapest flight for a round trip to Islamorada is currently CA $217. When you search for flights to Islamorada, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Islamorada for nearby days. The cheapest month to travel to Islamorada is August from our list of deals available.
But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.
How to cancel flights to Islamorada
We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.
Why you should book your flight to Islamorada with Travelocity
We have top deals on plane tickets even for last minute flights to Islamorada, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Islamorada for less.
Find The Perfect Hotel For After Your Flight
Amazing Place to Stay After Flight to Islamorada
Conch On Inn Motel
Creekside Inn
"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
"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
Fisher Inn Resort & Marina
"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
Luxury Hotels in Islamorada
Cheeca Lodge & Spa
"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
"En la habitación habían moscas es lo que no me gustó"
Reviewed on Jun 5, 2026
Drop Anchor
"Muy mal trato del personal que te recibe en la propiedad"
Reviewed on May 31, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
"This hotel was my favorite. If I come to the keys I will be returning to this hotel and this hotel only. We stayed in the cove (21 age plus) and loved it. So quiet and you even had your own pool and gym. Even the other amenities were great."
Reviewed on Jun 3, 2026
Family Friendly Hotels in Islamorada
Islander Resort
"Un poco costosa para lo que era pero todo bien"
Reviewed on Jun 5, 2026
Amara Cay Resort
"En la habitación habían moscas es lo que no me gustó"
Reviewed on Jun 5, 2026
La Siesta Resort & Villas
"Muy buen lugar y acogedor"
Reviewed on Jun 4, 2026
Cheeca Lodge & Spa
"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
Best Islamorada Flight and Hotel Packages
Islamorada flight + hotel packages - economy flights
Need a car after flight to Islamorada?
Economy
Compact
Midsize
SUV
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!
Explore More Ways to Travel with Travelocity
- 4 Star Hotels in Florida City
- 4 Star Hotels in Islamorada
- Apartments in Conch Key
- Hotels near Everglades National Park
- Florida City Hotels
- Villas in Florida City
- Cottages in Islamorada
- Boutique Hotels in Islamorada
- Cheap Hotels in Islamorada
- Gay Friendly Hotels in Islamorada
- Hotels with a Pool in Islamorada
- Luxury Hotels in Islamorada
- Spa Resorts & in Islamorada
- Wyndham Hotels in Islamorada
- Islamorada Hotels
- Houseboat Rentals in Islamorada
- Motels in Islamorada
- Vacation Homes in Islamorada
- Resorts in Islamorada
- Apartments in Key Largo
- Condos in Key Largo
- Cottages in Key Largo
- Extended Stay Hotels in Key Largo
- All Inclusive Resorts & in Key Largo
- Beach Resorts & in Key Largo
- Boutique Hotels in Key Largo
- Kid Friendly Hotels in Key Largo
- Gay Friendly Hotels in Key Largo
- Golf Resorts & in Key Largo
- Historic Hotels in Key Largo
- Spa Resorts & in Key Largo
- Key Largo Hotels
- Houseboat Rentals in Key Largo
- Vacation Homes in Key Largo
- Resorts in Key Largo
- Villas in Key Largo
- Long Key Hotels
- Apartments in Marathon
- Condos in Marathon
- Cottages in Marathon
- Beach Resorts & in Marathon
- Cheap Hotels in Marathon
- Luxury Hotels in Marathon
- Pet Friendly Hotels in Marathon
- Spa Resorts & in Marathon
- Marathon Hotels
- Houseboat Rentals in Marathon
- Motels in Marathon
- Vacation Homes in Marathon
- Resorts in Marathon
- Villas in Marathon
- Hotels near Sombrero Beach
- Condos in Tavernier
- Tavernier Hotels
- Houseboat Rentals in Tavernier
- Flights to Big Pine Key
- Flights to Florida City
- Flights to Homestead
- Flights to Key Largo
- Flights to Marathon
- Flights from Calgary to Islamorada
- Flights from Calgary to Key Largo
- Flights from Indianapolis to Marathon
- Flights from Nashville to Islamorada
- Flights from Ottawa to Marathon
- Flights from Raleigh to Key Largo
- Flights from Toronto to Florida City
- Flights from Edmonton to Islamorada
- Flights from Milan to Islamorada
- Flights from Barranquilla to Marathon
- Flights from Louisville to Marathon
- Flights from Mumbai to Islamorada
- Flights from Wichita to Key Largo
- Flights from Winnipeg to Florida City
- Advantage Rent-A-Car Rental Cars in Marathon
- Rental cars Florida Keys Marathon airport
- Car rental Key Largo
- Car rental Marathon
- Car rental Tavernier
- Convertible Car Rentals in Key Largo
- Dollar Rent A Car Rental Cars in Key Largo
- Economy Car Rentals in Florida City
- First-Car Rental Cars in Florida Keys Marathon
- Foco Rental Cars in Key Largo
- National Car Rental Rental Cars in Islamorada
- Ok Mobility Rental Cars in Florida Keys Marathon
- Pickup Car Rentals in Key Largo
- Sixt Rental Cars in Islamorada