Cheap flights To Islamorada (MIA) from $31

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Cheap Flights to Islamorada from $31 One Way, $72 Round Trip

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

Mon, Mar 23 - Sat, Mar 28
LGA
LaGuardia
MIA
Miami Intl.
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Mar 23 from LaGuardia to Miami Intl., returning Sat, Mar 28, priced at $72 just found
Mon, Mar 23 - Tue, Mar 24
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Mar 23 from John F. Kennedy Intl. to Miami Intl., returning Tue, Mar 24, priced at $72 just found
Mon, Mar 23 - Sat, Mar 28
LGA
LaGuardia
MIA
Miami Intl.
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Mar 23 from LaGuardia to Miami Intl., returning Sat, Mar 28, priced at $72 just found
Mon, Mar 23 - Thu, Mar 26
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$78 Roundtrip, found 7 hours ago
$78
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Mon, Mar 23 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, Mar 26, priced at $78 found 7 hours ago
Tue, Mar 17 - Wed, Mar 18
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$78 Roundtrip, found 4 hours ago
$78
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Mar 17 from John F. Kennedy Intl. to Miami Intl., returning Wed, Mar 18, priced at $78 found 4 hours ago
Sat, Apr 11 - Fri, Apr 17
LGA
LaGuardia
MIA
Miami Intl.
$81 Roundtrip, found 20 hours ago
$81
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Apr 11 from LaGuardia to Miami Intl., returning Fri, Apr 17, priced at $81 found 20 hours ago
Tue, May 12 - Tue, May 19
LGA
LaGuardia
MIA
Miami Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 12 from LaGuardia to Miami Intl., returning Tue, May 19, priced at $137 found 1 day ago
Wed, May 6 - Sat, May 9
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$138 Roundtrip, found 5 days ago
$138
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, May 6 from John F. Kennedy Intl. to Miami Intl., returning Sat, May 9, priced at $138 found 5 days ago
Tue, Apr 21 - Wed, Apr 22
LGA
LaGuardia
MIA
Miami Intl.
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Apr 21 from LaGuardia to Miami Intl., returning Wed, Apr 22, priced at $152 found 1 day ago
Sat, May 9 - Sat, May 16
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select United flight, departing Sat, May 9 from Newark Liberty Intl. Airport to Miami Intl., returning Sat, May 16, priced at $157 found 1 hour ago

Islamorada Flight Information

Traveling To
Islamorada
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, American Airlines, Delta, Southwest Airlines, United
Flight Price
$72
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.
Casablanca Miami Beach
3.0-star property

Casablanca Miami Beach

Apr 12 - Apr 17

5 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $822, price is now $451 per person
$451
per person
found 1 day ago
Creekside Inn
2.5-star property

Creekside Inn

Apr 20 - Apr 23

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Price was $985, price is now $484 per person
$484
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

Apr 27 - Apr 30

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Price was $9,612, price is now $5,091 per person
$5,091
per person
found 1 day ago
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See all available trips from Boston to Islamorada
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Islamorada premium economy 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 9 - Apr 12

3 night stay

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

Delta • PremiumEconomy

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

Spirit Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,230, price is now $781 per person
$781
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 24 - Apr 27

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Non-stop • PremiumEconomy

Miami (MIA) to Boston (BOS)

Spirit Airlines • Non-stop • PremiumEconomy
Price was $13,399, price is now $7,622 per person
$7,622
per person
found 13 hours ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,451 reviews)

Apr 24 - Apr 27

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Non-stop • PremiumEconomy

Miami (MIA) to Boston (BOS)

Spirit Airlines • Non-stop • PremiumEconomy
Save 100% on your flight
Price was $3,004, price is now $1,897 per person
$1,897
per person
found 13 hours ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Islamorada
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Islamorada first class flight packages

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

President Hotel

8.4/10 Very Good! (1,775 reviews)

Apr 11 - Apr 18

7 night stay

Boston (BOS) to Miami (MIA)

Delta • FirstClass

Miami (MIA) to Boston (BOS)

Spirit Airlines • FirstClass
Save 100% on your flight
Price was $2,518, price is now $1,462 per person
$1,462
per person
found 1 day ago
I'd give 5 star for the staff. They were working with what they had doing the best that they could do with broken computers, walkie talkies that didn't work, elevators that where not function properly. Staff worked very hard with one computer to check in a long line of people, and worked very hard to feed a big crowd of guests every morning. I just watched. I had no desire to stand in that line. Again, very quality staff, but clearly the owners are investing zero money into maintaining even the basic things for this property. Bad business to do it that way. Of course they'll respond here and say that they "strive to maintain excellent facilities for their customers" but really, the owners aren't doing anything to maintain even the basic things.

Reviewed on Feb 20, 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 11 - Apr 18

7 night stay

Boston (BOS) to Miami (MIA)

Delta • FirstClass

Miami (MIA) to Boston (BOS)

Spirit Airlines • FirstClass
Price was $28,666, price is now $13,506 per person
$13,506
per person
found 1 day ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,451 reviews)

Apr 11 - Apr 18

7 night stay

Boston (BOS) to Miami (MIA)

Delta • FirstClass

Miami (MIA) to Boston (BOS)

Spirit Airlines • FirstClass
Save 100% on your flight
Price was $8,173, price is now $4,954 per person
$4,954
per person
found 1 day ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

Don't see what you're looking for?
See all available trips from Boston to Islamorada
View all trips

Islamorada

Save money on your flights to Islamorada as well as on hotel and car packages.

 

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Mix and Match

At Orbitz, we turned a great idea from the world of fashion into another way for you to save money. When you shop our low cost tickets on flights to any destination, don’t be afraid to mix and match different airlines for maximum savings on your Islamorada flights air ticket. Save more on air travel every day in every way at Orbitz.

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 $72 to $157 this week. The most affordable one-way ticket was $31, 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.