Cheap flights To Islamorada (MIA) from $25

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Cheap Flights to Islamorada from $25 One Way, $49 Round Trip

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

Sat, Oct 25 - Wed, Oct 29
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$49 Roundtrip, found 11 hours ago
$49
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Sat, Oct 25 from John F. Kennedy Intl. to Miami Intl., returning Wed, Oct 29, priced at $49 found 11 hours ago
Tue, Oct 7 - Wed, Oct 8
LGA
LaGuardia
MIA
Miami Intl.
$49 Roundtrip, just found
$49
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Oct 7 from LaGuardia to Miami Intl., returning Wed, Oct 8, priced at $49 just found
Tue, Oct 7 - Thu, Oct 9
LGA
LaGuardia
MIA
Miami Intl.
$59 Roundtrip, found 5 hours ago
$59
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Tue, Oct 7 from LaGuardia to Miami Intl., returning Thu, Oct 9, priced at $59 found 5 hours ago
Wed, Oct 22 - Tue, Oct 28
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$59 Roundtrip, found 16 hours ago
$59
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Oct 22 from John F. Kennedy Intl. to Miami Intl., returning Tue, Oct 28, priced at $59 found 16 hours ago
Tue, Oct 7 - Tue, Oct 14
LGA
LaGuardia
MIA
Miami Intl.
$62 Roundtrip, found 1 hour ago
$62
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Oct 7 from LaGuardia to Miami Intl., returning Tue, Oct 14, priced at $62 found 1 hour ago
Tue, Oct 7 - Wed, Oct 8
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$63 Roundtrip, found 8 hours ago
$63
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Oct 7 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Oct 8, priced at $63 found 8 hours ago
Thu, Oct 2 - Thu, Oct 9
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$66 Roundtrip, found 7 hours ago
$66
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Thu, Oct 2 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, Oct 9, priced at $66 found 7 hours ago
Sat, Oct 25 - Sat, Oct 25
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select United flight, departing Sat, Oct 25 from Newark Liberty Intl. Airport to Miami Intl., returning Sat, Oct 25, priced at $122 found 3 days ago
Wed, Oct 22 - Sat, Oct 25
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$127 Roundtrip, found 6 hours ago
$127
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Oct 22 from John F. Kennedy Intl. to Miami Intl., returning Sat, Oct 25, priced at $127 found 6 hours ago
Wed, Oct 22 - Sat, Oct 25
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$127 Roundtrip, found 6 hours ago
$127
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Oct 22 from John F. Kennedy Intl. to Miami Intl., returning Sat, Oct 25, priced at $127 found 6 hours ago

Islamorada Flight Information

Traveling To
Islamorada
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Delta, United, American Airlines, Southwest Airlines
Flight Price
$49
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.
Ocean Villas of Deerfield
2.5-star property

Ocean Villas of Deerfield

Oct 23 - Oct 28

5 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $607, price is now $354 per person
$354
per person
found 1 day ago
Barcelona Studios Guesthouse
2.0-star property

Barcelona Studios Guesthouse

Oct 21 - Oct 28

7 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Roundtrip • Coach
Price was $828, price is now $399 per person
$399
per person
found 1 day ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

Nov 12 - Nov 15

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Price was $14,708, price is now $8,123 per person
$8,123
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.
Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

9/10 Wonderful! (1,718 reviews)

Nov 7 - Nov 14

7 night stay

Chicago (ORD) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,429, price is now $1,674 per person
$1,674
per person
found 3 hours ago
Great area for the cost. Very clean and inviting. Room had a water harbor view which was nice.

Reviewed on Jul 12, 2025

Lighthouse Hotel - Key West Historic Inns
3.5-star property

Lighthouse Hotel - Key West Historic Inns

9/10 Wonderful! (791 reviews)

Nov 7 - Nov 14

7 night stay

Chicago (ORD) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,238, price is now $1,955 per person
$1,955
per person
found 3 hours ago
This place is a much better place to stay than places closer to the cruise ship pier or off or whitehead or duval

Reviewed on Sep 22, 2024

Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

9.2/10 Wonderful! (1,017 reviews)

Nov 7 - Nov 14

7 night stay

Chicago (ORD) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,389, price is now $2,240 per person
$2,240
per person
found 3 hours ago
Friendly staff. Tasty breakfast. Comfortable pools. Nice rooms.

Reviewed on Jul 15, 2025

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Islamorada first class flight packages

Price found within the past 48 hours. Click for updated prices.
B Ocean Resort Fort Lauderdale Beach
4.0-star property

B Ocean Resort Fort Lauderdale Beach

7.6/10 Good! (3,108 reviews)

Nov 3 - Nov 10

7 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,769, price is now $1,234 per person
$1,234
per person
found 6 hours ago
The beach is behind the hotel, and they offer chairs for free. They have restaurants and a nice Bar inside the hotel as well. Very convenient.

Reviewed on Sep 7, 2025

EAST Miami Residences
5.0-star property

EAST Miami Residences

9/10 Wonderful! (74 reviews)

Oct 18 - Oct 21

3 night stay

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

American Airlines • FirstClass

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

Delta • FirstClass
Price was $2,442, price is now $1,770 per person
$1,770
per person
found 1 day ago
Fox Garden Home Near Downtown & Beach
4.0-star property

Fox Garden Home Near Downtown & Beach

No reviews

Nov 9 - Nov 14

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,590, price is now $2,692 per person
$2,692
per person
just found
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Islamorada

Why search for low cost fares on your flights to Islamorada when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Islamorada

Orbitz offers massive discounts and substantial last-minute savings on your Islamorada flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your Islamorada flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Islamorada. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Islamorada but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

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 $49 to $127 this week. The most affordable one-way ticket was $25, coming from New York (LGA).
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.

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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.