Cheap Flights to Islamorada from $44

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 $71 and $44 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ATLMiamiAugust 7 to August 16$71
PHLMiamiAugust 23 to August 27$83
JFKMiamiAugust 19 to August 21$85
JFKMiamiAugust 19 to August 21$85
ORDMiamiAugust 16 to August 19$87
EWRMiamiAugust 19 to August 22$108
DTWMiamiSeptember 6 to September 13$110
EWRKey WestAugust 6 to August 13$246
EWRKey WestAugust 6 to August 13$246
BOSKey WestSeptember 27 to September 30$250
LAXKey WestSeptember 23 to September 24$257
JFKKey WestOctober 15 to October 22$259
ATLKey WestSeptember 2 to September 9$259
DTWKey WestSeptember 6 to September 10$269
LGAKey WestOctober 15 to October 22$299
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DTWMiamiJuly 26 to July 31$197
PHLMiamiJuly 26 to July 28$214
LGAMiamiJuly 26 to September 7$237
ATLMiamiJuly 26 to July 30$246
EWRMiamiJuly 27 to July 30$276
LAXMiamiJuly 26 to July 31$292
JFKMiamiJuly 27 to July 30$300
EWRKey WestJuly 26 to July 31$349
EWRKey WestJuly 26 to July 31$349
BOSKey WestJuly 26 to August 1$353
ORDKey WestJuly 26 to July 29$373
LAXKey WestJuly 25 to July 28$542
JFKKey WestJuly 25 to July 27$550
ATLKey WestJuly 25 to July 30$572
PHLKey WestJuly 25 to July 27$603
*Prices include taxes and fees

Islamorada MIA Flight Information

Traveling to
Islamorada MIA
Lowest Price
$71
Number of Airlines Serving
2
Airlines Serving
Spirit Airlines, Frontier Airlines
Number of Daily Flights
3
Airlines with Direct Flights
American Airlines, Qatar Airways

Find The Perfect Hotel For After Your Flight

Amazing Islamorada Accommodation Deals

Conch On Inn Motel

Conch On Inn Motel

2 out of 5
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

Conch On Inn Motel
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
90611 Old Highway, Tavernier, FL
$149 nightly
The price is $168 total per night from Jul 28 to Jul 29
$168 total
Jul 28 - Jul 29
Total includes 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! (1,005 reviews)
"N/a"

Reviewed on Jul 22, 2025

Creekside Inn Islamorada
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$326 nightly
The price is $367 total per night from Aug 13 to Aug 14
$367 total
Aug 13 - Aug 14
Total includes taxes and fees
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! (1,137 reviews)
"Stayed here for one night. Unfortunately the weather wasn’t great so we didn’t get to experience the pool areas and such. We walked around the grounds at night in the rain and it was still breath taking. Would love to stay longer the next time I am back in the area."

Reviewed on Jul 20, 2025

Cheeca Lodge & Spa
Save an average of 15% on thousands of hotels when you're signed in
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
$163 nightly
The price is $183 total per night from Aug 12 to Aug 13
$183 total
Aug 12 - Aug 13
Total includes taxes and fees
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 ...
7.8/10 Good! (1,007 reviews)
"Spacious rooms. Beautiful view"

Reviewed on Jul 21, 2025

Fisher Inn Resort & Marina
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

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$326 nightly
The price is $367 total per night from Aug 13 to Aug 14
$367 total
Aug 13 - Aug 14
Total includes taxes and fees
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! (1,137 reviews)
"Stayed here for one night. Unfortunately the weather wasn’t great so we didn’t get to experience the pool areas and such. We walked around the grounds at night in the rain and it was still breath taking. Would love to stay longer the next time I am back in the area."

Reviewed on Jul 20, 2025

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
$222 nightly
The price is $250 total per night from Aug 13 to Aug 14
$250 total
Aug 13 - Aug 14
Total includes taxes and fees
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! (1,241 reviews)
"Espectacular"

Reviewed on Jul 21, 2025

Amara Cay Resort
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
$321 nightly
The price is $357 total per night from Aug 10 to Aug 11
$357 total
Aug 10 - Aug 11
Total includes taxes and fees
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! (1,002 reviews)
"It was that keys feeling that everyone looks for"

Reviewed on Jul 21, 2025

Drop Anchor
Save an average of 15% on thousands of hotels when you're signed in
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
$210 nightly
The price is $237 total per night from Aug 19 to Aug 20
$237 total
Aug 19 - Aug 20
Total includes taxes and fees
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 ...
9/10 Wonderful! (48 reviews)
Great, but eat off property
"Property and service were great. Food was not great. Very difficult to find options for a picky eater. Had to DoorDash Wendy’s several times."

Reviewed on Jul 2, 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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
Great for families

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
$268 nightly
The price is $302 total per night from Aug 11 to Aug 12
$302 total
Aug 11 - Aug 12
Total includes taxes and fees
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...
"Loved everything"

Reviewed on Jul 22, 2025

Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
$222 nightly
The price is $250 total per night from Aug 13 to Aug 14
$250 total
Aug 13 - Aug 14
Total includes taxes and fees
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! (1,241 reviews)
"Espectacular"

Reviewed on Jul 21, 2025

Amara Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
$231 nightly
The price is $260 total per night from Jul 28 to Jul 29
$260 total
Jul 28 - Jul 29
Total includes taxes and fees
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)
"Marilyn in the lobby was amazing! She was so attentive and helpful. All the staff was super friendly and accommodating! I would definitely stay here again."

Reviewed on Jul 20, 2025

La Siesta Resort & Villas
Save an average of 15% on thousands of hotels when you're signed in
Cheeca Lodge & Spa
Great for families

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$326 nightly
The price is $367 total per night from Aug 13 to Aug 14
$367 total
Aug 13 - Aug 14
Total includes taxes and fees
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! (1,137 reviews)

Families like: Outdoor pools, kids club, playground, game room

Travelers say...
"Stayed here for one night. Unfortunately the weather wasn’t great so we didn’t get to experience the pool areas and such. We walked around the grounds at night in the rain and it was still breath taking. Would love to stay longer the next time I am back in the area."

Reviewed on Jul 20, 2025

Cheeca Lodge & Spa
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.
Cavalier Hotel South Beach
President Hotel
Casablanca Miami Beach
Don't see what you're looking for?
See all available trips from Baltimore to Islamorada
View all trips

Islamorada flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
EAST Miami Residences
The Retreat Collection at 1 Hotel & Homes South Beach
1 Hotel South Beach
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Islamorada
View all trips

Islamorada flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
B Ocean Resort Fort Lauderdale Beach
Pelican Grand Beach Resort - A Noble House Resort
Casa Lucia 5BR Luxury Home with Pool Near Hard Rock Casino
Don't see what you're looking for?
See all available trips from Dallas to Islamorada
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 4 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Islamorada?
There are plenty of airline companies that advertise flights to and from Islamorada — 20 to be exact. Highly rated ones include:

  • American Airlines
  • Delta Air Lines
  • Spirit Airlines

Where to stay in Islamorada
Every magnificent journey begins with just one step — along with a comfortable place to lay your weary head! Book your Islamorada accommodations through Travelocity and you'll have 615 options to pick from.Have a thing for the fancier things in life? Then spend your nights in style at the Cheeca Lodge & Spa. If you'd prefer to be more economical with your accommodations, consider a budget option like the Hadley House Islamorada.
Places to visit in Islamorada
Come face to face with some amazing underwater creatures at Theater of the Sea. It's a fantastic place for people of all ages. Like some more ideas? Clear your mind and quietly ponder past events with a visit to Hurricane Monument. But that's not all. Experience the beauty of the great outdoors at Windley Key Fossil Reef Geological State Park.
How to get through airport security fast when traveling to Islamorada
Your trip to Islamorada starts as soon as you've finished the security checks. Here are some hints and tips to make sure you get through quickly:

  • Airport security staff will expect to see your travel ID and boarding pass as part of their checks. Have them in an accessible place, so they're all ready for inspection.
  • Wallets, belts and power banks should be put in a tray for X-raying. If you enter the body scanner with any one of these items, you'll be asked to turn back and remove them.
  • Everyday electronics such as phones, laptops and cameras will need to be put through the X-ray machine separately. Be sure to have them within easy reach.
  • When it comes to flying with gels or liquids, each passenger is allowed a quart-sized clear resealable bag to transport containers no larger than 3.4 ounces (100 milliliters).
  • Undo your shoelaces before approaching the body scanner. Depending on the type of shoes you're wearing, security may tell you to remove them.
  • The list of non-permissible items is forever updating. Browse your airline's official website for what is not allowed on board their flights.

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!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.