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.

Sun, Apr 12 - Thu, Apr 16
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$56 Roundtrip, found 6 days ago
$56
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Apr 12 from Raleigh - Durham Intl. to Miami Intl., returning Thu, Apr 16, priced at $56 found 6 days ago
Tue, Jun 9 - Thu, Jun 11
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$57 Roundtrip, found 6 days ago
$57
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Raleigh - Durham Intl. to Miami Intl., returning Thu, Jun 11, priced at $57 found 6 days ago
Thu, Apr 9 - Thu, Apr 16
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$68 Roundtrip, found 8 hours ago
$68
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Raleigh - Durham Intl. to Miami Intl., returning Thu, Apr 16, priced at $68 found 8 hours ago
Tue, Mar 31 - Thu, Apr 2
TPA
Tampa Intl.
EYW
Key West Intl.
$79 Roundtrip, found 1 day ago
$79
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Mar 31 from Tampa Intl. to Key West Intl., returning Thu, Apr 2, priced at $79 found 1 day ago
Sun, Mar 29 - Thu, Apr 2
MCO
Orlando Intl.
EYW
Key West Intl.
$105 Roundtrip, found 5 days ago
$105
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Mar 29 from Orlando Intl. to Key West Intl., returning Thu, Apr 2, priced at $105 found 5 days ago
Tue, May 5 - Wed, May 6
MCO
Orlando Intl.
MIA
Miami Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, May 5 from Orlando Intl. to Miami Intl., returning Wed, May 6, priced at $122 found 3 days ago
Tue, Apr 21 - Tue, Apr 28
TPA
Tampa Intl.
MIA
Miami Intl.
$125 Roundtrip, found 17 hours ago
$125
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from Tampa Intl. to Miami Intl., returning Tue, Apr 28, priced at $125 found 17 hours ago
Mon, May 11 - Fri, May 15
TPA
Tampa Intl.
MIA
Miami Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, May 11 from Tampa Intl. to Miami Intl., returning Fri, May 15, priced at $125 found 1 day ago
Sat, Apr 18 - Mon, Apr 20
MCO
Orlando Intl.
MIA
Miami Intl.
$145 Roundtrip, found 5 days ago
$145
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 18 from Orlando Intl. to Miami Intl., returning Mon, Apr 20, priced at $145 found 5 days ago
Sun, Apr 12 - Thu, Apr 16
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Apr 12 from Raleigh - Durham Intl. to Key West Intl., returning Thu, Apr 16, priced at $147 found 6 days ago

Islamorada Flight Information

Traveling To
Islamorada
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, Breeze Airways, Spirit Airlines, Southwest Airlines, American Airlines
Flight Price
$56
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.
Eurostars Winter Haven
4.0-star property

Eurostars Winter Haven

May 15 - May 19

4 night stay

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

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $694, price is now $370 per person
$370
per person
found 1 day ago
Creekside Inn
2.5-star property

Creekside Inn

May 17 - May 21

4 night stay

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

Spirit Airlines • Roundtrip • Coach
Price was $1,265, price is now $531 per person
$531
per person
found 1 day ago
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

May 15 - May 19

4 night stay

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

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,074, price is now $591 per person
$591
per person
found 1 day ago
Don't see what you're looking for?
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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! (1,007 reviews)

Apr 22 - Apr 25

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,023, price is now $667 per person
$667
per person
found 12 hours ago
Staff was great, elevator is tired, but I loved the proximity to everything

Reviewed on Jan 3, 2026

President Hotel Villa
3.5-star property

President Hotel Villa

8.2/10 Very Good! (1,003 reviews)

Apr 22 - Apr 25

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,032, price is now $691 per person
$691
per person
found 12 hours ago
Although we didn't take advantage of it enough the hotel served breakfast every morning. Front desk staff awesome and very accommodating. A few times we had minor issues in our room and front desk staff would have maintenance up to our room in a matter of minutes. Minor drawback. A lot of hotel staff seemed not to know how to speak english well but front desk would let maintenance know the exact problem we were having and when they would arrive to our room we didnt need to talk that much because front desk already gave them the run down. I think hotel is in the best section of south beach. Beach 1 block away and walgreens across the street.

Reviewed on Apr 11, 2025

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Islamorada first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

9.4/10 Exceptional! (1,020 reviews)

May 7 - May 14

7 night stay

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

Delta • Non-stop • FirstClass

Key West (EYW) to Newark Liberty Intl. Airport (EWR)

American Airlines • Non-stop • FirstClass
Price was $3,102, price is now $2,176 per person
$2,176
per person
found 7 hours ago
Staff was fantastic, room and grounds very clean and well kept.

Reviewed on Feb 12, 2026

The Key West Hotel
2.5-star property

The Key West Hotel

9.2/10 Wonderful! (536 reviews)

May 7 - May 14

7 night stay

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

Delta • Non-stop • FirstClass

Key West (EYW) to Newark Liberty Intl. Airport (EWR)

American Airlines • Non-stop • FirstClass
Price was $4,247, price is now $2,726 per person
$2,726
per person
found 7 hours ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.

Reviewed on Jan 5, 2025

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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.

Cutting-Edge Mobile Tools to Keep You In The Know

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 $56 to $147 this week. The most affordable one-way ticket was $28, coming from Raleigh (RDU).
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.