Cheap flights To Islamorada (MIA) from $28

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Cheap Flights to Islamorada from $28 One Way, $56 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Feb 7 - Wed, Feb 11
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Feb 7 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Feb 11, priced at $56 just found
Wed, Feb 18 - Tue, Mar 3
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$56 Roundtrip, found 4 hours ago
$56
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Feb 18 from John F. Kennedy Intl. to Miami Intl., returning Tue, Mar 3, priced at $56 found 4 hours ago
Tue, Mar 24 - Wed, Apr 1
LGA
LaGuardia
MIA
Miami Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Mar 24 from LaGuardia to Miami Intl., returning Wed, Apr 1, priced at $56 just found
Tue, Feb 10 - Sat, Feb 14
LGA
LaGuardia
MIA
Miami Intl.
$57 Roundtrip, just found
$57
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Feb 10 from LaGuardia to Miami Intl., returning Sat, Feb 14, priced at $57 just found
Sat, Feb 28 - Tue, Mar 3
LGA
LaGuardia
MIA
Miami Intl.
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Feb 28 from LaGuardia to Miami Intl., returning Tue, Mar 3, priced at $58 just found
Mon, Feb 9 - Wed, Feb 11
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$59 Roundtrip, just found
$59
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Feb 9 from John F. Kennedy Intl. to Miami Intl., returning Wed, Feb 11, priced at $59 just found
Sun, Mar 8 - Wed, Mar 11
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$120 Roundtrip, found 1 hour ago
$120
Roundtrip
found 1 hour ago
Select United flight, departing Sun, Mar 8 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Mar 11, priced at $120 found 1 hour ago
Mon, Mar 2 - Sat, Mar 7
LGA
LaGuardia
MIA
Miami Intl.
$127 Roundtrip, found 1 hour ago
$127
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, Mar 2 from LaGuardia to Miami Intl., returning Sat, Mar 7, priced at $127 found 1 hour ago
Mon, Mar 2 - Sat, Mar 7
LGA
LaGuardia
MIA
Miami Intl.
$127 Roundtrip, found 1 hour ago
$127
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Mar 2 from LaGuardia to Miami Intl., returning Sat, Mar 7, priced at $127 found 1 hour ago
Tue, Feb 10 - Thu, Feb 26
LGA
LaGuardia
MIA
Miami Intl.
$151 Roundtrip, found 3 hours ago
$151
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Tue, Feb 10 from LaGuardia to Miami Intl., returning Thu, Feb 26, priced at $151 found 3 hours ago

Islamorada Flight Information

Traveling To
Islamorada
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, American Airlines, Delta, United, Southwest Airlines
Flight Price
$56
Earliest Departing Flight
Latest Departing Flight

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Islamorada economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort
4.0-star property

Hawks Cay Resort

Mar 1 - Mar 6

5 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,559, price is now $841 per person
$841
per person
found 1 day ago
Creekside Inn
2.5-star property

Creekside Inn

Mar 1 - Mar 8

7 night stay

Boston (BOS) to Miami (MIA)

Delta • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Coach
Price was $2,143, price is now $936 per person
$936
per person
found 1 day ago
Villas At Hawks Cay Resort
4.0-star property

Villas At Hawks Cay Resort

Mar 1 - Mar 6

5 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,611, price is now $1,453 per person
$1,453
per person
found 1 day ago
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Islamorada premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
2.5-star property

Creekside Inn

8/10 Very Good! (1,004 reviews)

Feb 23 - Feb 27

4 night stay

New York (NYC) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Price was $1,300, price is now $630 per person
$630
per person
found 1 day ago
I only stayed one night but overall, Creekside was better than I was expecting. For an old keys motel type inn, it was very clean and well kept.

Reviewed on Aug 2, 2025

Villas At Hawks Cay Resort
4.0-star property

Villas At Hawks Cay Resort

8.4/10 Very Good! (145 reviews)

Feb 23 - Feb 27

4 night stay

New York (NYC) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,543, price is now $1,511 per person
$1,511
per person
found 1 day ago
Spa was excellent. Decent work-out facility. Check-in and out was slow. Had challenges getting delivery.

Reviewed on Dec 27, 2025

Hawks Cay Resort
4.0-star property

Hawks Cay Resort

8/10 Very Good! (1,003 reviews)

Feb 23 - Feb 27

4 night stay

New York (NYC) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,594, price is now $951 per person
$951
per person
found 1 day ago
Front desk service was exceptional!! Thank you Ashley & Kim for assisting us on this last minute reservation.

Reviewed on Mar 21, 2025

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Islamorada first class flight packages

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

9/10 Wonderful! (1,736 reviews)

Feb 28 - Mar 6

6 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $4,008, price is now $2,612 per person
$2,612
per person
found 1 day ago
We LOVED the setting and the surrounding area! Absolutely beautiful! Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy. Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you. The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was. Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor! Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am. Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side. Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.

Reviewed on Dec 28, 2025

The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Feb 27 - Mar 2

3 night stay

New York (NYC) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Price was $15,036, price is now $8,186 per person
$8,186
per person
found 1 day ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,365 reviews)

Mar 12 - Mar 15

3 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

United • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,953, price is now $2,664 per person
$2,664
per person
found 1 day ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

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Islamorada

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You can now book flights to Islamorada on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Islamorada flights.

Discounted tickets available for flights to Islamorada

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Islamorada flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

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Discounted flights to Islamorada ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Islamorada. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Islamorada flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

Which airlines fly to Islamorada?
You can pick from 20 airlines with flights to Miami Intl. Airport (MIA), the leading airport in the city. With plenty of options, you're bound to find a fabulous deal. Here are a few of the most well-known international airlines that'll get you to Islamorada:

  • American Airlines - 1,841 flights to Islamorada per month
  • Copa Airlines - 105 flights to Islamorada per month
  • LATAM Airlines - 86 flights to Islamorada per month

How much is a flight to Islamorada?
If you're after round-trip flights, fares ranged from $56 to $151 this week. The most affordable one-way ticket was $28, coming from New York (JFK).
How to book the cheapest flight to Islamorada?
Snapping up cheap flights to Islamorada is as simple as booking your ticket with Orbitz. But if you want to make sure you're getting the best flight deals around, here are some suggestions worth following:

  • Consider alternative airports to save money. Enter your preferred departure and arrival points in the form fields, then choose the 'Nearby airports' function below. It will list the available options.
  • If you're flexible with when you take off, click on the 'Show flexible dates' link. It'll bring up flight deals for the days around your selected departure. Ticket prices often vary depending on the day of the week.
  • Hit 'Show options' to narrow down your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • If you've sorted your travel dates, don't delay booking. Prices generally rise as the departure date nears.
  • Bundle your hotels, flights and car rental into a money-saving package deal. Save your hard-earned cash for things you're really excited about, like exploring every corner of Islamorada.
  • Flying during the busy season can mean higher airfares. If possible, plan your vacation outside of popular dates, such as Thanksgiving, New Year's Eve and Easter.

What is the best time to book a flight to Islamorada?
If your schedule allows, purchase your seats to Islamorada in January. This is the best month to reserve low airfares, closely followed by February and August. With a little planning, you're bound to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Islamorada?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days of the week to purchase tickets to Islamorada. The vacation of your dreams starts with a great flight deal!
What is the cheapest day of the week to fly to Islamorada?
You can nab cheap flights to Islamorada by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly airfares. Whether you prefer to save cash or take off on whichever day is convenient, you'll always find a wonderful deal with Orbitz.
What is the cheapest month to fly to Islamorada?
Get set to jet for less in August. This is generally the best month to get on a plane if you're after cheap flights to Islamorada, Orbitz data shows. The most expensive time to fly is June, so avoid this month if possible.
Which airlines allow free cancellation?
When searching for your Islamorada flights on Orbitz, choose "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation and no change fees. Breathe easy knowing that if your travel dates change, your reservation can too.
What do I need for the flight to Islamorada?
The secret to a successful flight is being well prepared. Here are some useful tips to help you get ready for take off:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some kind of government-issued ID. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • Take some activities to keep you busy on your trip to Islamorada. Books and electronic devices like laptops and tablets are ideal. Don't forget to take a bottle of water with you too. Even on short flights, it's important to remain well-hydrated.
  • It can get cold on the plane. If you'd prefer not to shiver your way through the flight, bring an extra layer.

How do I get cheap first-class/business deals to Islamorada?
Savvy travelers are pros at finding business or first-class fares to Islamorada without the sky-high price tag. You can do the same with these practical tips:

  • Be flexible with your travel dates and hold out for sales or exclusive offers on first or business-class airfares.
  • Plenty of budget airlines nowadays offer superb business-class seating that doesn't cost the earth.
  • Make the most of your airline's frequent flyer program and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

What is the best time to go to Islamorada?
People come from all over the place to go to Islamorada in November, December and January. So if you love the idea of exploring this incredible destination in the busy months, this is the time to go. Like many places in the Northern Hemisphere, the summer begins June 20 in Islamorada, with average daily temperatures hovering between 80 ºF and 85 ºF.
Travel tips for Islamorada

  • Downtown Islamorada has plenty of terrific attractions. Favorites like Theater of the Sea and Hurricane Monument will keep your feet moving and the sightseer in you happy.
  • If you're in the mood for a fun day trip, there are more sights to mark off a short commute from the hustle and bustle. Find out why Sombrero Beach and John Pennekamp Coral Reef State Park are on the travel itineraries of many Islamorada visitors.
  • Like to wander the streets of Monroe County's other great cities? Book a car rental and drive to Key West or Marathon. With your own set of wheels, getting to those off-radar destinations will also be a snap.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.