Cheap flights To Islamorada (MIA) from $95

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Cheap Flights to Islamorada from $95 One Way, $190 Round Trip

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

Wed, Sep 16 - Wed, Sep 23
LGA
LaGuardia
MIA
Miami Intl.
$190 Roundtrip, found 17 hours ago
$190
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Wed, Sep 16 from LaGuardia to Miami Intl., returning Wed, Sep 23, priced at $190 found 17 hours ago
Wed, Sep 16 - Wed, Sep 23
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$190 Roundtrip, found 17 hours ago
$190
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Wed, Sep 16 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Sep 23, priced at $190 found 17 hours ago
Wed, Nov 4 - Tue, Nov 10
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$194 Roundtrip, found 22 hours ago
$194
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Wed, Nov 4 from Newark Liberty Intl. Airport to Miami Intl., returning Tue, Nov 10, priced at $194 found 22 hours ago
Wed, Jun 10 - Wed, Jul 22
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$195 Roundtrip, found 12 hours ago
$195
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Wed, Jun 10 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Jul 22, priced at $195 found 12 hours ago
Thu, Sep 10 - Sat, Sep 12
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Sep 10 from John F. Kennedy Intl. to Miami Intl., returning Sat, Sep 12, priced at $197 found 1 hour ago
Tue, Jun 30 - Thu, Jul 2
LGA
LaGuardia
MIA
Miami Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Select Delta flight, departing Tue, Jun 30 from LaGuardia to Miami Intl., returning Thu, Jul 2, priced at $199 just found
Mon, Jul 6 - Fri, Jul 10
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$202 Roundtrip, found 1 hour ago
$202
Roundtrip
found 1 hour ago
Select United flight, departing Mon, Jul 6 from Newark Liberty Intl. Airport to Miami Intl., returning Fri, Jul 10, priced at $202 found 1 hour ago
Sun, May 24 - Thu, May 28
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, May 24 from John F. Kennedy Intl. to Miami Intl., returning Thu, May 28, priced at $211 found 2 days ago
Tue, Jul 21 - Tue, Jul 28
LGA
LaGuardia
MIA
Miami Intl.
$272 Roundtrip, just found
$272
Roundtrip
just found
Select Southwest Airlines flight, departing Tue, Jul 21 from LaGuardia to Miami Intl., returning Tue, Jul 28, priced at $272 just found
Sat, Sep 12 - Tue, Sep 15
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$309 Roundtrip, found 14 hours ago
$309
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Sat, Sep 12 from Newark Liberty Intl. Airport to Key West Intl., returning Tue, Sep 15, priced at $309 found 14 hours ago

Islamorada Flight Information

Traveling To
Islamorada
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, United, American Airlines, Delta, Southwest Airlines, JetBlue Airways
Flight Price
$190
Earliest Departing Flight
Latest Departing Flight

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Islamorada economy flight packages

Price found within the past 48 hours. Click for updated prices.
The W - Bayshore Unit 1003
3.0-star property

The W - Bayshore Unit 1003

Jul 3 - Jul 6

3 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Non-stop roundtrip • Coach
Price was $1,535, price is now $655 per person
$655
per person
found 1 day ago
Miami Downtown Condos
5.0-star property

Miami Downtown Condos

Jul 15 - Jul 18

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,608, price is now $808 per person
$808
per person
found 1 day ago
Brickell Bay 3505
3.0-star property

Brickell Bay 3505

Jun 18 - Jun 22

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,471, price is now $781 per person
$781
per person
found 8 hours ago
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Islamorada premium economy flight packages

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

Pelican Hotel

9.2/10 Wonderful! (466 reviews)

Jul 12 - Jul 15

3 night stay

Boston (BOS) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,417, price is now $959 per person
$959
per person
found 1 day ago
My recent stay at the Pelican Hotel was nothing short of delightful. The location is truly exceptional — perfectly situated to enjoy the very best of the area. From the moment I arrived, the warm and friendly atmosphere made me feel completely at ease. The service was impeccable. Both room service and management were consistently professional and courteous, with special appreciation to Oscar, whose attentiveness and genuine hospitality made a lasting impression. The dining experience was outstanding. Every meal was a pleasure, but the fried octopus deserves special mention — perfectly prepared and absolutely unforgettable. The rooms themselves were a highlight: comfortable, thoughtfully appointed, and each with its own unique design that adds charm and character to the stay. The complimentary cocktails were another memorable touch — expertly made and thoroughly enjoyable. Overall, my time at the Pelican Hotel was a wonderful experience from start to finish. I look forward to returning and will gladly book again without hesitation.

Reviewed on Aug 11, 2025

The Crosby Miami World Center
4.0-star property

The Crosby Miami World Center

8.4/10 Very Good! (174 reviews)

Jul 13 - Jul 17

4 night stay

Boston (BOS) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,868, price is now $1,166 per person
$1,166
per person
found 1 day ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,501 reviews)

Jul 12 - Jul 15

3 night stay

Boston (BOS) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,201, price is now $1,535 per person
$1,535
per person
found 1 day ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

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Islamorada business class flight packages

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

Riverside Hotel

9/10 Wonderful! (2,966 reviews)

Jul 5 - Jul 11

6 night stay

Philadelphia (PHL) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,395, price is now $906 per person
$906
per person
found 1 hour ago
Beautiful view, large room, great venue, wonderful staff!

Reviewed on Apr 15, 2026

Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (8,228 reviews)

Jul 5 - Jul 11

6 night stay

Philadelphia (PHL) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,410, price is now $1,461 per person
$1,461
per person
found 1 hour ago
My stay was everything I could dream of. The staff were so friendly and welcoming. The hotel was so clean. I will most definitely be back. Thank you Fontainebleau!

Reviewed on May 19, 2026

Sense28 Edgewater, an AvantStay Hotel
4.0-star property

Sense28 Edgewater, an AvantStay Hotel

9.8/10 Exceptional! (49 reviews)

Jul 5 - Jul 11

6 night stay

Philadelphia (PHL) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,939, price is now $1,424 per person
$1,424
per person
found 1 hour ago
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Islamorada first class flight packages

Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (8,228 reviews)

Jun 28 - Jul 4

6 night stay

Boston (BOS) to Miami (MIA)

American Airlines • FirstClass

Miami (MIA) to Boston (BOS)

Frontier Airlines • FirstClass
Price was $2,840, price is now $1,935 per person
$1,935
per person
found 8 hours ago
My stay was everything I could dream of. The staff were so friendly and welcoming. The hotel was so clean. I will most definitely be back. Thank you Fontainebleau!

Reviewed on May 19, 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)

Jul 2 - Jul 5

3 night stay

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

United • FirstClass

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

Frontier Airlines • FirstClass
Save 100% on your flight
Price was $17,716, price is now $10,551 per person
$10,551
per person
found 4 hours ago
The Landon Bay Harbor - Miami Beach
3.5-star property

The Landon Bay Harbor - Miami Beach

8.2/10 Very Good! (1,011 reviews)

Jun 18 - Jun 21

3 night stay

New York (NYC) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,969, price is now $1,946 per person
$1,946
per person
found 1 day ago
Very quiet and peaceful. Great property!

Reviewed on Sep 8, 2025

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Islamorada

If you are looking for discount prices on flights to Islamorada then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Islamorada flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Islamorada is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Islamorada flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Islamorada has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Islamorada flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Islamorada, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Islamorada flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

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 $190 to $309 this week. The most affordable one-way ticket was $95, 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.