Cheap flights To Islamorada (MIA) from $48

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Cheap Flights to Islamorada from $48 One Way, $93 Round Trip

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

Wed, May 20 - Thu, May 28
LGA
LaGuardia
MIA
Miami Intl.
$93 Roundtrip, just found
$93
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, May 20 from LaGuardia to Miami Intl., returning Thu, May 28, priced at $93 just found
Tue, May 19 - Wed, May 20
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$95 Roundtrip, found 18 hours ago
$95
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Tue, May 19 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, May 20, priced at $95 found 18 hours ago
Sun, May 24 - Thu, May 28
LGA
LaGuardia
MIA
Miami Intl.
$96 Roundtrip, found 1 hour ago
$96
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sun, May 24 from LaGuardia to Miami Intl., returning Thu, May 28, priced at $96 found 1 hour ago
Mon, May 11 - Wed, May 13
LGA
LaGuardia
MIA
Miami Intl.
$164 Roundtrip, just found
$164
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, May 11 from LaGuardia to Miami Intl., returning Wed, May 13, priced at $164 just found
Tue, May 12 - Sat, May 16
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$189 Roundtrip, just found
$189
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, May 12 from John F. Kennedy Intl. to Miami Intl., returning Sat, May 16, priced at $189 just found
Tue, Jul 21 - Thu, Jul 23
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select United flight, departing Tue, Jul 21 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, Jul 23, priced at $197 just found
Thu, May 28 - Tue, Jun 2
LGA
LaGuardia
MIA
Miami Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Thu, May 28 from LaGuardia to Miami Intl., returning Tue, Jun 2, priced at $197 just found
Thu, May 28 - Tue, Jun 2
LGA
LaGuardia
MIA
Miami Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select American Airlines flight, departing Thu, May 28 from LaGuardia to Miami Intl., returning Tue, Jun 2, priced at $197 just found
Sat, May 2 - Wed, May 6
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$232 Roundtrip, found 3 days ago
$232
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, May 2 from Newark Liberty Intl. Airport to Key West Intl., returning Wed, May 6, priced at $232 found 3 days ago
Sun, May 10 - Thu, May 14
LGA
LaGuardia
MIA
Miami Intl.
$252 Roundtrip, just found
$252
Roundtrip
just found
Select Southwest Airlines flight, departing Sun, May 10 from LaGuardia to Miami Intl., returning Thu, May 14, priced at $252 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, Southwest Airlines, United
Flight Price
$93
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

May 26 - May 29

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $978, price is now $540 per person
$540
per person
found 1 day ago
Southernmost House - Adult Exclusive
4.0-star property

Southernmost House - Adult Exclusive

May 27 - Jun 1

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,286, price is now $1,281 per person
$1,281
per person
found 1 day ago
Villas At Hawks Cay Resort
4.0-star property

Villas At Hawks Cay Resort

May 24 - May 30

6 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,680, price is now $1,532 per person
$1,532
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.
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,471 reviews)

May 22 - May 24

2 night stay

Chicago (CHI) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,941, price is now $1,361 per person
$1,361
per person
found 1 hour ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

EAST Miami Residences
5.0-star property

EAST Miami Residences

9.2/10 Wonderful! (115 reviews)

Jun 2 - Jun 6

4 night stay

New York (NYC) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,097, price is now $1,452 per person
$1,452
per person
found 16 hours ago
Sorry. Nothing stood out. 1) We had issues with our lights. Turning on and off on their own. 2) Housekeeping never came. We had to call and request even though we had the request call button on. The location of the hotel was phenomenal. Connected to the mall, close to a Publix, and many restaurants.

Reviewed on Nov 29, 2025

The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

9.4/10 Exceptional! (157 reviews)

May 21 - May 25

4 night stay

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

United • PremiumEconomy

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

Spirit Airlines • PremiumEconomy
Price was $1,943, price is now $1,372 per person
$1,372
per person
found 21 hours ago
Don't see what you're looking for?
See all available trips from Chicago to Islamorada
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Islamorada first class flight packages

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

Soleado Hotel

9/10 Wonderful! (683 reviews)

May 28 - Jun 4

7 night stay

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

Spirit Airlines • FirstClass

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

Delta • FirstClass
Price was $1,167, price is now $872 per person
$872
per person
found 20 hours ago
The location is the most attractive thing about this place. The bedroom AC unit was so noisy that we couldn’t use it at night. The coffee machine had no filters and stopped working after one day. The manager was not easy to deal with and complained when we hung some wet shirts on the railing to dry, telling me that the city prohibited this, which is ridiculous. Also note that parking is an additional $10/day. We did love the location as there were many dining options close by as well as the beach.

Reviewed on May 15, 2025

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,471 reviews)

May 21 - May 24

3 night stay

New York (JFK) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,774, price is now $1,977 per person
$1,977
per person
found 5 hours ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

Casa Marina Key West, Curio Collection by Hilton
4.0-star property

Casa Marina Key West, Curio Collection by Hilton

8.4/10 Very Good! (614 reviews)

Jun 6 - Jun 13

7 night stay

Chicago (CHI) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,612, price is now $1,949 per person
$1,949
per person
found 14 hours ago
Did a quick "Happy Birthday trip" for me, and had a great stay once again @ Casa! It's my fourth time, and I always feel comfortable, relaxed, and doted on while staying with them. Typically have had Kassie as a bartender, but Cassandra was just as awesome this time. If you're looking for an upscale, true relaxing destination, consider Casa Marina

Reviewed on Apr 7, 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

Reach your destination without breaking your budget by booking your flights to Islamorada using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Islamorada Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Islamorada flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Islamorada. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Islamorada, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Islamorada flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $93 to $252 this week. The most affordable one-way ticket was $48, 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.