Cheap flights To Islamorada (MIA) from $32

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Cheap Flights to Islamorada from $32 One Way, $60 Round Trip

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

Tue, Dec 16 - Wed, Dec 24
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Dec 16 from John F. Kennedy Intl. to Miami Intl., returning Wed, Dec 24, priced at $60 just found
Sat, Dec 6 - Tue, Dec 9
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$63 Roundtrip, just found
$63
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Dec 6 from Newark Liberty Intl. Airport to Miami Intl., returning Tue, Dec 9, priced at $63 just found
Sat, Dec 6 - Wed, Dec 10
LGA
LaGuardia
MIA
Miami Intl.
$63 Roundtrip, found 1 hour ago
$63
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Dec 6 from LaGuardia to Miami Intl., returning Wed, Dec 10, priced at $63 found 1 hour ago
Sat, Dec 6 - Tue, Dec 9
LGA
LaGuardia
MIA
Miami Intl.
$66 Roundtrip, just found
$66
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Dec 6 from LaGuardia to Miami Intl., returning Tue, Dec 9, priced at $66 just found
Mon, Dec 8 - Fri, Dec 26
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Dec 8 from John F. Kennedy Intl. to Miami Intl., returning Fri, Dec 26, priced at $68 just found
Thu, Dec 4 - Sat, Dec 6
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$69 Roundtrip, just found
$69
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Dec 4 from John F. Kennedy Intl. to Miami Intl., returning Sat, Dec 6, priced at $69 just found
Wed, Dec 3 - Wed, Dec 10
LGA
LaGuardia
MIA
Miami Intl.
$73 Roundtrip, just found
$73
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Dec 3 from LaGuardia to Miami Intl., returning Wed, Dec 10, priced at $73 just found
Wed, Dec 3 - Wed, Dec 10
LGA
LaGuardia
MIA
Miami Intl.
$127 Roundtrip, just found
$127
Roundtrip
just found
Select Delta flight, departing Wed, Dec 3 from LaGuardia to Miami Intl., returning Wed, Dec 10, priced at $127 just found
Wed, Nov 19 - Wed, Nov 19
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$129 Roundtrip, found 1 day ago
$129
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 19 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Nov 19, priced at $129 found 1 day ago
Wed, Dec 10 - Wed, Dec 17
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$130 Roundtrip, just found
$130
Roundtrip
just found
Select United flight, departing Wed, Dec 10 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Dec 17, priced at $130 just found

Islamorada Flight Information

Traveling To
Islamorada
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Delta, American Airlines, United, Southwest Airlines
Flight Price
$60
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

Dec 10 - Dec 15

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Price was $756, price is now $362 per person
$362
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

Dec 22 - Dec 26

4 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Non-stop roundtrip • Coach
Price was $15,781, price is now $7,187 per person
$7,187
per person
found 1 day ago
Pelican Hotel
4.0-star property

Pelican Hotel

Dec 10 - Dec 17

7 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,302, price is now $644 per person
$644
per person
found 2 days ago
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Islamorada premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

9.8/10 Exceptional! (39 reviews)

Dec 27 - Dec 30

3 night stay

New York (NYC) to Miami (MIA)

Spirit Airlines • PremiumEconomy

Miami (MIA) to New York (NYC)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $2,959, price is now $1,464 per person
$1,464
per person
found 1 day ago
Bentley Hotel South Beach
4.0-star property

Bentley Hotel South Beach

9.4/10 Exceptional! (390 reviews)

Dec 24 - Dec 29

5 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,978, price is now $1,593 per person
$1,593
per person
found 5 hours ago
The property was very nice & very clean. The staff was awesome and very friendly. Julia went above and beyond to make sure we had a great stay!!!

Reviewed on Sep 22, 2025

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,333 reviews)

Dec 24 - Dec 29

5 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $5,584, price is now $3,128 per person
$3,128
per person
found 5 hours ago
This property is amazing. Food was great, staff was friendly and welcoming. We enjoyed our stay.

Reviewed on Jun 10, 2025

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Islamorada first class flight packages

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

1 Hotel South Beach

9.4/10 Exceptional! (1,333 reviews)

Dec 11 - Dec 14

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,721, price is now $1,932 per person
$1,932
per person
found 1 day ago
This property is amazing. Food was great, staff was friendly and welcoming. We enjoyed our stay.

Reviewed on Jun 10, 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)

Dec 9 - Dec 13

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $14,398, price is now $9,248 per person
$9,248
per person
found 22 hours ago
Fox Private Resort-Near Downtown & Beach
3.5-star property

Fox Private Resort-Near Downtown & Beach

No reviews

Dec 15 - Dec 19

4 night stay

New York (NYC) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $8,678, price is now $6,036 per person
$6,036
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Islamorada
View all trips

Islamorada

Traveling to Islamorada and need a cheap flight? Orbitz has great deals on flights to Islamorada right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Islamorada Quickly and Hassle-Free

There are many Internet sites that promise cheap Islamorada flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Islamorada, book your lodging, and look up key attractions in Islamorada. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Islamorada now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Islamorada flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.

Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Islamorada or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Islamorada flights. When you need us, we’re here for you!

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 $60 to $130 this week. The most affordable one-way ticket was $32, coming from New York (EWR).
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.