Cheap Flights to Islamorada from $34

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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 $58 and $34 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ATLMiamiApril 24 to May 2$58
PHLMiamiMay 9 to May 9$73
LGAMiamiApril 13 to April 23$83
EWRMiamiApril 13 to April 16$87
BOSMiamiApril 12 to April 14$103
LAXMiamiMay 5 to May 9$170
ATLKey WestApril 20 to April 24$235
PHLKey WestApril 27 to April 30$245
ORDKey WestApril 19 to April 24$279
LGAKey WestApril 12 to April 16$285
LGAKey WestApril 12 to April 16$285
EWRKey WestApril 12 to April 17$292
BOSKey WestApril 28 to April 30$317
LAXKey WestMay 30 to June 4$331
JFKKey WestMay 2 to May 6$372
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ORDMiamiApril 5 to April 17$87
ATLMiamiApril 3 to April 16$94
PHLMiamiApril 4 to April 18$102
DTWMiamiApril 4 to April 16$125
BOSMiamiApril 5 to April 8$197
LGAMiamiApril 3 to April 8$217
LGAMiamiApril 3 to April 8$217
JFKMiamiApril 5 to April 8$259
EWRMiamiApril 5 to April 7$265
ORDKey WestApril 5 to April 14$286
LAXMiamiApril 5 to April 10$349
ATLKey WestApril 5 to April 9$351
BOSKey WestApril 5 to April 9$399
PHLKey WestApril 4 to April 8$452
LGAKey WestApril 3 to April 7$482
*Prices include taxes and fees

Islamorada Flight Information

Traveling to
Islamorada
Lowest Price
$58
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

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 ...
Opens in a new windowConch On Inn Motel
Creekside Inn

Creekside Inn

2.5 out of 5
90611 Old Highway Tavernier FL
$259 nightly
The price is $291 total per night from Apr 5 to Apr 6
$291 total
Apr 5 - Apr 6
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! (1,008 reviews)
The staff, place, everything was great. Just some irrationals guest let children play and screening around …3 am.. believe me 3:00 am.. l couldn’t believe. Children under 11-10 years old play and yelling around 3:00 am.. ridiculous !!

Reviewed on Mar 29, 2026

Opens in a new windowCreekside Inn
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$304 nightly
The price is $343 total per night from Apr 29 to Apr 30
$343 total
Apr 29 - Apr 30
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 ...
9.2/10 Wonderful! (1,302 reviews)
Outstanding

Reviewed on Mar 28, 2026

Opens in a new windowCheeca 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
$208 nightly
The price is $234 total per night from Apr 28 to Apr 29
$234 total
Apr 28 - Apr 29
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 ...
8.2/10 Very Good! (1,002 reviews)
Súper

Reviewed on Mar 24, 2026

Opens in a new windowFisher 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 Islamorada FL
$304 nightly
The price is $343 total per night from Apr 29 to Apr 30
$343 total
Apr 29 - Apr 30
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 ...
9.2/10 Wonderful! (1,302 reviews)
Outstanding

Reviewed on Mar 28, 2026

Opens in a new windowCheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$283 nightly
The price is $319 total per night from Apr 20 to Apr 21
$319 total
Apr 20 - Apr 21
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! (1,263 reviews)
Property was truly beautiful with friendly staff and amazing amenities. The free shuttle to the other resorts was a great surprise as well. We took the Rum Runner for breakfast (shout out to Captain Dave and Bruce for being amazing). In my opinion, Amara Cay was the nicest of the three resorts if ...

Reviewed on Mar 28, 2026

Opens in a new windowAmara Cay Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

4 out of 5
84001 Overseas Hwy Islamorada FL
$407 nightly
The price is $457 total per night from Apr 22 to Apr 23
$457 total
Apr 22 - Apr 23
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 ...
9/10 Wonderful! (179 reviews)
No breakfast bar at this resort. Many onsite options for purchase. I did miss having a microwave.

Reviewed on Mar 27, 2026

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Save an average of 15% on thousands of hotels when you're signed in
Creekside Inn

Creekside Inn

2.5 out of 5
90611 Old Highway Tavernier FL
$259 nightly
The price is $291 total per night from Apr 5 to Apr 6
$291 total
Apr 5 - Apr 6
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! (1,008 reviews)
The staff, place, everything was great. Just some irrationals guest let children play and screening around …3 am.. believe me 3:00 am.. l couldn’t believe. Children under 11-10 years old play and yelling around 3:00 am.. ridiculous !!

Reviewed on Mar 29, 2026

Opens in a new windowCreekside Inn
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
$359 nightly
The price is $404 total per night from Apr 29 to Apr 30
$404 total
Apr 29 - Apr 30
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. ...
9.4/10 Exceptional! (1,006 reviews)

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

Travelers say...
Breakfast was amazing at the restaurant! This resort is fabulous and it truly feels like you are on a tropical private island! We will definitely be back!

Reviewed on Mar 27, 2026

Opens in a new windowIslander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
$283 nightly
The price is $319 total per night from Apr 20 to Apr 21
$319 total
Apr 20 - Apr 21
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! (1,263 reviews)
Property was truly beautiful with friendly staff and amazing amenities. The free shuttle to the other resorts was a great surprise as well. We took the Rum Runner for breakfast (shout out to Captain Dave and Bruce for being amazing). In my opinion, Amara Cay was the nicest of the three resorts if ...

Reviewed on Mar 28, 2026

Opens in a new windowAmara Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
$268 nightly
The price is $302 total per night from Apr 14 to Apr 15
$302 total
Apr 14 - Apr 15
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! (1,003 reviews)
Everything was great. We enjoyed the complimentary water activities and access to sister resorts.

Reviewed on Mar 28, 2026

Opens in a new windowLa 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 Islamorada FL
$304 nightly
The price is $343 total per night from Apr 29 to Apr 30
$343 total
Apr 29 - Apr 30
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 ...
9.2/10 Wonderful! (1,302 reviews)

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

Travelers say...
Outstanding

Reviewed on Mar 28, 2026

Opens in a new windowCheeca 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.
Creekside Inn
Cavalier Hotel 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.
1 Hotel South Beach
Don't see what you're looking for?
See all available trips from New York to Islamorada
View all trips

Islamorada flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Hilton Cabana Miami Beach Resort
Fontainebleau Miami Beach
The Shelborne By Proper, a Member of Design Hotels
Don't see what you're looking for?
See all available trips from Philadelphia to Islamorada
View all trips

Need a Car For After Your Flight?

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!

Explore More Ways to Travel with Travelocity

*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.