Cheap Flight Deals to Islamorada FL from CA $199

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How to find cheap flights to Islamorada?

The cheapest prices found with in the last 7 days for return flights were CA $84 and CA $199 for one-way flights to Islamorada for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
EWRMiamiJanuary 27 to January 30CA $84
EWRMiamiJanuary 27 to January 30CA $84
ATLMiamiMarch 19 to April 9CA $94
ORDMiamiFebruary 11 to February 20CA $119
PHLMiamiFebruary 2 to February 5CA $119
LAXMiamiFebruary 18 to February 25CA $216
LGAKey WestJanuary 28 to February 5CA $287
LGAKey WestJanuary 28 to February 5CA $287
ORDKey WestJanuary 28 to February 5CA $312
EWRKey WestFebruary 1 to February 6CA $385
LAXKey WestJanuary 29 to February 5CA $444
BOSKey WestJanuary 25 to February 4CA $449
DTWKey WestFebruary 11 to March 12CA $559
ATLKey WestJanuary 27 to February 6CA $671
JFKKey WestFebruary 16 to February 21CA $1,046
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRMiamiJanuary 26 to February 1CA $101
EWRMiamiJanuary 26 to February 1CA $101
BOSMiamiJanuary 25 to February 4CA $169
LGAMiamiJanuary 26 to January 27CA $209
LGAKey WestJanuary 25 to February 7CA $381
LGAKey WestJanuary 25 to February 7CA $381
EWRKey WestJanuary 25 to January 31CA $394
LAXMiamiJanuary 25 to February 2CA $446
BOSKey WestJanuary 25 to February 4CA $449
ORDKey WestJanuary 25 to February 5CA $492
LAXKey WestJanuary 25 to February 5CA $516
ATLMiamiJanuary 24 to January 27CA $516
JFKMiamiJanuary 25 to January 27CA $555
ATLKey WestJanuary 25 to February 1CA $778
DTWKey WestJanuary 25 to January 29CA $786
*Prices include taxes and fees

Your guide to flights to Islamorada, FL

Air Canada, Porter Airlines, American Airlines 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 $84 and CA $1,046. Prices vary, but for the best fares, travel in February 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 $84. 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 April 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

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 ...
7.6/10 Good! (483 reviews)
"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 6 Aug. 2018

Conch On Inn Motel
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
90611 Old Highway, Tavernier, FL
The price is CA $196 per night from Jan. 21 to Jan. 22
CA $196
CA $220 total
includes taxes & fees
21 Jan - 22 Jan
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! (1,003 reviews)
"Thoroughly enjoyed myself"

Reviewed on 15 Jan. 2025

Creekside Inn Islamorada
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is CA $433 per night from Feb. 9 to Feb. 10
CA $433
CA $585 total
includes taxes & fees
9 Feb - 10 Feb
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! (1,019 reviews)
"Staff are super friendly and the pools and restaurants are amazing"

Reviewed on 15 Jan. 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
The price is CA $280 per night from Jan. 26 to Jan. 27
CA $280
CA $362 total
includes taxes & fees
26 Jan - 27 Jan
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 ...
7.6/10 Good! (999 reviews)
"We would stay again and friends in Marathon liked it too."

Reviewed on 16 Jan. 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
The price is CA $433 per night from Feb. 9 to Feb. 10
CA $433
CA $585 total
includes taxes & fees
9 Feb - 10 Feb
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! (1,019 reviews)
"Staff are super friendly and the pools and restaurants are amazing"

Reviewed on 15 Jan. 2025

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is CA $431 per night from Jan. 26 to Jan. 27
CA $431
CA $580 total
includes taxes & fees
26 Jan - 27 Jan
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,207 reviews)
"Very good property"

Reviewed on 17 Jan. 2025

Amara Cay Resort
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
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 ...
8.8/10 Excellent! (1,000 reviews)
"Good value for the money. Enjoyed using the kayaks and paddle boards. Friendly staff. Very good location on the water."

Reviewed on 8 Jan. 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
The price is CA $565 per night from Jan. 22 to Jan. 23
CA $565
CA $731 total
includes taxes & fees
22 Jan - 23 Jan
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 ...
8/10 Very Good! (1,000 reviews)
"Was great for a resort. Onsite restaurants have great food and amazing views. Contstant piped in music (all throughout the resort— on the beaches, the pools, the walkways, etc) was a downside but they might be par for the course on a resort. Biggest downside was that there is no hot tub on the premises. ..."

Reviewed on 25 Dec. 2024

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

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
The price is CA $393 per night from Jan. 20 to Jan. 21
CA $393
CA $533 total
includes taxes & fees
20 Jan - 21 Jan
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. ...
8.8/10 Excellent! (1,000 reviews)
"The staff was extremely courteous and assisted with whatever questions we had of them. The grounds were clean and beautuful. The food and drinks were delicious."

Reviewed on 12 Jan. 2025

Islander Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is CA $431 per night from Jan. 26 to Jan. 27
CA $431
CA $580 total
includes taxes & fees
26 Jan - 27 Jan
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,207 reviews)
"Very good property"

Reviewed on 17 Jan. 2025

Amara Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
The price is CA $398 per night from Jan. 20 to Jan. 21
CA $398
CA $544 total
includes taxes & fees
20 Jan - 21 Jan
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! (1,001 reviews)
La Siesta Resort- Islamorada, Fl
"I understood that the place was pet friendly. However, nowhere in the booking process was I made aware that I would have to pay $50.00 per dog per night for the stay. Cost an extra $200.00 upon arrival. Somewhere in the process this was not made clear in any way that I saw."

Reviewed on 9 Jan. 2025

La Siesta Resort & Villas
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Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is CA $433 per night from Feb. 9 to Feb. 10
CA $433
CA $585 total
includes taxes & fees
9 Feb - 10 Feb
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! (1,019 reviews)
"Staff are super friendly and the pools and restaurants are amazing"

Reviewed on 15 Jan. 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.
The Balfour Hotel
Sunrise in Miami Suites
1 Hotel South Beach
Don't see what you're looking for?
See all available trips from Bangor to Islamorada
View all trips

Islamorada flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Soleado Hotel
W South Beach
Hilton Fort Lauderdale Beach Resort
Don't see what you're looking for?
See all available trips from Montreal to Islamorada
View all trips

Islamorada flight + hotel packages - business class flights

Price found within the past 48 hours. Click for updated prices.
The Balfour Hotel
Dream South Beach, by Hyatt
Hotel Greystone - Adults Only
Don't see what you're looking for?
See all available trips from Montreal to Islamorada
View all trips

Islamorada flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Sunrise in Miami Suites
The Balfour Hotel
1 Hotel South Beach
Don't see what you're looking for?
See all available trips from Montreal to Islamorada
View all trips

Need a car after flight to Islamorada?

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
0 Need some more ideas? 0 And that’s not all. 0
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.