Cheap flights To Islamorada (MIA) from $44

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Cheap Flights to Islamorada from $44 One Way, $77 Round Trip

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

Tue, Mar 24 - Fri, Mar 27
LGA
LaGuardia
MIA
Miami Intl.
$77 Roundtrip, found 4 hours ago
$77
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Mar 24 from LaGuardia to Miami Intl., returning Fri, Mar 27, priced at $77 found 4 hours ago
Wed, Apr 29 - Tue, May 5
LGA
LaGuardia
MIA
Miami Intl.
$82 Roundtrip, found 6 days ago
$82
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Apr 29 from LaGuardia to Miami Intl., returning Tue, May 5, priced at $82 found 6 days ago
Tue, Mar 24 - Fri, Mar 27
LGA
LaGuardia
MIA
Miami Intl.
$88 Roundtrip, found 4 hours ago
$88
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Mar 24 from LaGuardia to Miami Intl., returning Fri, Mar 27, priced at $88 found 4 hours ago
Mon, Mar 16 - Wed, Apr 1
LGA
LaGuardia
MIA
Miami Intl.
$89 Roundtrip, found 1 day ago
$89
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Mar 16 from LaGuardia to Miami Intl., returning Wed, Apr 1, priced at $89 found 1 day ago
Tue, Mar 24 - Wed, Apr 8
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Mar 24 from John F. Kennedy Intl. to Miami Intl., returning Wed, Apr 8, priced at $90 found 1 day ago
Thu, Apr 9 - Tue, Apr 14
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$92 Roundtrip, found 2 hours ago
$92
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Thu, Apr 9 from Newark Liberty Intl. Airport to Miami Intl., returning Tue, Apr 14, priced at $92 found 2 hours ago
Mon, Nov 23 - Fri, Nov 27
LGA
LaGuardia
MIA
Miami Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Nov 23 from LaGuardia to Miami Intl., returning Fri, Nov 27, priced at $147 found 1 day ago
Tue, May 12 - Tue, May 19
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 12 from John F. Kennedy Intl. to Miami Intl., returning Tue, May 19, priced at $147 found 1 day ago
Sat, May 16 - Thu, May 21
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$167 Roundtrip, just found
$167
Roundtrip
just found
Select United flight, departing Sat, May 16 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, May 21, priced at $167 just found
Thu, May 7 - Tue, May 12
LGA
LaGuardia
MIA
Miami Intl.
$186 Roundtrip, found 7 hours ago
$186
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Thu, May 7 from LaGuardia to Miami Intl., returning Tue, May 12, priced at $186 found 7 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
$77
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Islamorada economy flight packages

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

Creekside Inn

Apr 23 - Apr 27

4 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Boston (BOS)

Delta • Coach
Price was $1,304, price is now $633 per person
$633
per person
found 1 day ago
Casablanca Miami Beach
3.0-star property

Casablanca Miami Beach

May 2 - May 7

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Coach
Price was $6,898, price is now $2,800 per person
$2,800
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

May 2 - May 7

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Coach
Price was $31,148, price is now $14,385 per person
$14,385
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.
La Siesta Resort & Villas
4.0-star property

La Siesta Resort & Villas

8.8/10 Excellent! (1,001 reviews)

May 4 - May 8

4 night stay

New York (NYC) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,199, price is now $749 per person
$749
per person
found 1 day ago
Liked: comfortable bed, great view, peaceful, beautiful wade in pool, well kept grounds, free use of kayaks, A shower. Disliked: tv issues, mini fridge didn't have freezer, no real beach and lots of seaweed to wade threw. Pool at neighboring property was a distraction for our oceanfront room.

Reviewed on Mar 16, 2024

Creekside Inn
2.5-star property

Creekside Inn

7.8/10 Good! (1,013 reviews)

Apr 17 - Apr 23

6 night stay

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

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,141, price is now $1,109 per person
$1,109
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

Lime Tree Bay Resort
3.5-star property

Lime Tree Bay Resort

9.2/10 Wonderful! (1,182 reviews)

Apr 17 - Apr 23

6 night stay

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

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,093, price is now $1,446 per person
$1,446
per person
found 1 day ago
Clean facilities, pleasant staff , enjoyed stay.

Reviewed on Feb 6, 2026

Don't see what you're looking for?
See all available trips from New York to Islamorada
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Islamorada first class flight packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

8.6/10 Excellent! (1,002 reviews)

Apr 18 - Apr 23

5 night stay

New York (NYC) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Price was $1,766, price is now $1,211 per person
$1,211
per person
found 1 day ago
Staff was great, elevator is tired, but I loved the proximity to everything

Reviewed on Jan 3, 2026

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)

Apr 16 - Apr 20

4 night stay

Dallas (DFW) to Miami (MIA)

United • Non-stop • FirstClass

Miami (MIA) to Dallas (DFW)

American Airlines • Non-stop • FirstClass
Price was $17,759, price is now $10,366 per person
$10,366
per person
found 1 day ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,455 reviews)

Apr 16 - Apr 20

4 night stay

Dallas (DFW) to Miami (MIA)

United • Non-stop • FirstClass

Miami (MIA) to Dallas (DFW)

American Airlines • Non-stop • FirstClass
Price was $4,628, price is now $3,084 per person
$3,084
per person
found 1 day ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

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Islamorada

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Islamorada or any other low fare domestic or international air travel.

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We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Islamorada flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Islamorada to your mobile phone or email.

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 $77 to $186 this week. The most affordable one-way ticket was $44, 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.

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.