Cheap Flights to Islamorada from $28

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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 $49 and $28 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
LGAMiamiSeptember 29 to October 8$49
DTWMiamiSeptember 16 to September 23$72
EWRMiamiJuly 23 to July 23$87
BOSMiamiSeptember 10 to September 17$97
PHLMiamiJuly 28 to July 31$109
JFKMiamiAugust 30 to September 3$128
LAXMiamiAugust 6 to August 12$168
EWRKey WestAugust 5 to August 12$234
EWRKey WestAugust 5 to August 12$234
LAXKey WestAugust 5 to August 12$255
ORDKey WestAugust 15 to August 23$269
DTWKey WestAugust 5 to August 12$273
BOSKey WestOctober 12 to October 18$297
LGAKey WestAugust 22 to August 26$328
PHLKey WestAugust 14 to August 18$347
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLMiamiJuly 12 to July 16$170
DTWMiamiJuly 13 to July 25$203
LGAMiamiJuly 12 to July 25$205
PHLMiamiJuly 11 to July 17$223
EWRMiamiJuly 12 to July 25$231
ORDMiamiJuly 12 to July 19$282
BOSMiamiJuly 12 to July 19$304
LAXMiamiJuly 13 to July 19$344
EWRKey WestJuly 12 to July 15$375
EWRKey WestJuly 12 to July 15$375
ORDKey WestJuly 12 to July 19$406
DTWKey WestJuly 11 to July 19$422
JFKKey WestJuly 11 to July 16$455
LGAKey WestJuly 11 to July 16$455
ATLKey WestJuly 12 to July 19$498
*Prices include taxes and fees

Islamorada MIA Flight Information

Traveling to
Islamorada MIA
Lowest Price
$49
Number of Airlines Serving
3
Airlines Serving
Frontier Airlines
Number of Daily Flights
5
Airlines with Direct Flights
American Airlines, Qatar Airways, Southwest Airlines

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 14 to Jul 15
$168 total
Jul 14 - Jul 15
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! (1,000 reviews)
"Loved staying here, amazing friendly staff, great location, would surely stay here again"

Reviewed on Jul 7, 2025

Creekside Inn Islamorada
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$250 nightly
The price is $282 total per night from Jul 15 to Jul 16
$282 total
Jul 15 - Jul 16
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! (1,118 reviews)
"First time, we enjoyed it"

Reviewed on Jul 7, 2025

Cheeca Lodge & Spa
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Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
$143 nightly
The price is $161 total per night from Jul 23 to Jul 24
$161 total
Jul 23 - Jul 24
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! (1,002 reviews)
"Enjoyed the use of kayaks on site"

Reviewed on Jul 7, 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
$250 nightly
The price is $282 total per night from Jul 15 to Jul 16
$282 total
Jul 15 - Jul 16
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! (1,118 reviews)
"First time, we enjoyed it"

Reviewed on Jul 7, 2025

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
$237 nightly
The price is $267 total per night from Jul 24 to Jul 25
$267 total
Jul 24 - Jul 25
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! (1,226 reviews)
"Great staff! Super clean too"

Reviewed on Jul 8, 2025

Amara Cay Resort
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
$167 nightly
The price is $184 total per night from Jul 17 to Jul 18
$184 total
Jul 17 - Jul 18
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! (1,003 reviews)
"Compared to other choices in the area, I thought we ended with the best deal. We booked the ocean view king room, which is very spacious with sitting area and the view of the water is right there. Nice updated bathroom and a balcony overlooking the water too. Freshly painted inside and out - well ..."

Reviewed on Jul 3, 2025

Drop Anchor
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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
$347 nightly
The price is $391 total per night from Jul 13 to Jul 14
$391 total
Jul 13 - Jul 14
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! (46 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 4 to Aug 5
$302 total
Aug 4 - Aug 5
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! (1,006 reviews)

Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals

Hospitality at Its Best, We’ll Be Back!
"Our stay was absolutely amazing from start to finish! The front desk staff, especially Monique and Victoria, were warm, welcoming, and incredibly helpful throughout our visit. The food was delicious, our waitress, Rebecca, made each meal feel extra special. The amenities were top-notch, and Markel ..."

Reviewed on Jul 7, 2025

Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
$237 nightly
The price is $267 total per night from Jul 24 to Jul 25
$267 total
Jul 24 - Jul 25
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! (1,226 reviews)
"Great staff! Super clean too"

Reviewed on Jul 8, 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 21 to Jul 22
$260 total
Jul 21 - Jul 22
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! (1,000 reviews)
"It was a beautiful property. The accommodations are a bit dated, but they seem to be renovating little by little. They have a sister property three waters and they offer free transportation so you can utilize both properties. It was very peaceful not overly crowded. I’d stay here again."

Reviewed on Jul 7, 2025

La Siesta Resort & Villas
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Cheeca Lodge & Spa
Great for families

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
$250 nightly
The price is $282 total per night from Jul 15 to Jul 16
$282 total
Jul 15 - Jul 16
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! (1,118 reviews)

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

Travelers say...
"First time, we enjoyed it"

Reviewed on Jul 7, 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.
Pelican Grand Beach Resort - A Noble House Resort
B Ocean Resort Fort Lauderdale Beach
The Retreat Collection at 1 Hotel & Homes South Beach
Don't see what you're looking for?
See all available trips from Boston to Islamorada
View all trips

Islamorada flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
The Retreat Collection at 1 Hotel & Homes South Beach
Orchid Key Inn - Adults Only
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.
Esmé Miami Beach
Cavalier Hotel South Beach
1 Hotel South Beach
Don't see what you're looking for?
See all available trips from New York to Islamorada
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 11 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.