Cheap flights To Islamorada (MIA) from $48

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Islamorada from $48 One Way, $95 Round Trip

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

Sat, May 9 - Wed, May 13
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$95 Roundtrip, just found
$95
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 9 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, May 13, priced at $95 just found
Mon, May 4 - Wed, May 6
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$96 Roundtrip, just found
$96
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, May 4 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, May 6, priced at $96 just found
Mon, Apr 27 - Tue, May 5
LGA
LaGuardia
MIA
Miami Intl.
$99 Roundtrip, found 2 hours ago
$99
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Mon, Apr 27 from LaGuardia to Miami Intl., returning Tue, May 5, priced at $99 found 2 hours ago
Wed, Jun 3 - Sat, Jun 6
LGA
LaGuardia
MIA
Miami Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Jun 3 from LaGuardia to Miami Intl., returning Sat, Jun 6, priced at $100 just found
Wed, May 6 - Sat, May 9
LGA
LaGuardia
MIA
Miami Intl.
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, May 6 from LaGuardia to Miami Intl., returning Sat, May 9, priced at $100 just found
Fri, May 8 - Sun, May 10
LGA
LaGuardia
MIA
Miami Intl.
$160 Roundtrip, found 3 hours ago
$160
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, May 8 from LaGuardia to Miami Intl., returning Sun, May 10, priced at $160 found 3 hours ago
Sat, May 9 - Tue, May 12
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$184 Roundtrip, found 5 hours ago
$184
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, May 9 from John F. Kennedy Intl. to Miami Intl., returning Tue, May 12, priced at $184 found 5 hours ago
Sat, May 9 - Wed, May 13
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select United flight, departing Sat, May 9 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, May 13, priced at $197 just found
Wed, Jun 17 - Sat, Jun 20
LGA
LaGuardia
MIA
Miami Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Jun 17 from LaGuardia to Miami Intl., returning Sat, Jun 20, priced at $197 found 1 hour ago
Sat, May 9 - Wed, May 13
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select American Airlines flight, departing Sat, May 9 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, May 13, priced at $197 just found

Islamorada Flight Information

Traveling To
Islamorada
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, United, Delta, American Airlines, Southwest Airlines
Flight Price
$95
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)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,032, price is now $540 per person
$540
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

May 25 - May 29

4 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Roundtrip • Coach
Price was $12,226, price is now $6,257 per person
$6,257
per person
found 1 day ago
The Key West Hotel
2.5-star property

The Key West Hotel

May 17 - May 22

5 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $2,342, price is now $1,351 per person
$1,351
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 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! (443 reviews)

May 14 - May 18

4 night stay

Chicago (ORD) to Miami (MIA)

Spirit Airlines • PremiumEconomy

Miami (MIA) to Chicago (ORD)

Frontier Airlines • PremiumEconomy
Price was $1,188, price is now $807 per person
$807
per person
found 2 hours 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 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)

May 14 - May 18

4 night stay

Chicago (ORD) to Miami (MIA)

Spirit Airlines • PremiumEconomy

Miami (MIA) to Chicago (ORD)

Frontier Airlines • PremiumEconomy
Price was $15,399, price is now $8,672 per person
$8,672
per person
found 2 hours ago
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

8.6/10 Excellent! (1,000 reviews)

May 22 - May 25

3 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,421, price is now $949 per person
$949
per person
found 13 hours ago
Staff was great, elevator is tired, but I loved the proximity to everything

Reviewed on Jan 3, 2026

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

Islamorada business class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Miami Beach
4.0-star property

Hotel Riu Plaza Miami Beach

8/10 Very Good! (1,141 reviews)

May 15 - May 17

2 night stay

New York (LGA) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,321, price is now $1,008 per person
$1,008
per person
found 10 hours ago
The hotel is clean. The staff will greet you but not immediately. The rooms are ok but the beds are small and everything is built for shorter stature people. I am average and the beds and toilet are short! TV's are older. Everything is average and ok.

Reviewed on Jan 19, 2026

Villa Azul Luxe Retreat Heated Pool
3.0-star property

Villa Azul Luxe Retreat Heated Pool

No reviews

May 14 - May 18

4 night stay

Chicago (ORD) to Miami (MIA)

Frontier Airlines • Roundtrip • BusinessClass
Save 100% on your flight
Price was $2,621, price is now $1,889 per person
$1,889
per person
found 1 day ago
EAST Miami Residences
5.0-star property

EAST Miami Residences

9.2/10 Wonderful! (115 reviews)

May 15 - May 17

2 night stay

New York (LGA) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,589, price is now $1,223 per person
$1,223
per person
found 10 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

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

Islamorada first class flight packages

Price found within the past 48 hours. Click for updated prices.
ABAE Hotel by Eskape Collection
3.5-star property

ABAE Hotel by Eskape Collection

8.8/10 Excellent! (1,002 reviews)

May 19 - May 26

7 night stay

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

American Airlines • FirstClass

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

Spirit Airlines • FirstClass
Save 100% on your flight
Price was $1,523, price is now $944 per person
$944
per person
found 1 day ago
The photos were much better than the property in reality.

Reviewed on May 30, 2023

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)

May 14 - May 18

4 night stay

Chicago (CHI) to Miami (MIA)

American Airlines • FirstClass

Miami (MIA) to Chicago (CHI)

United • FirstClass
Price was $16,330, price is now $8,732 per person
$8,732
per person
found 1 day ago
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

8.6/10 Excellent! (1,000 reviews)

May 19 - May 26

7 night stay

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

American Airlines • FirstClass

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

Spirit Airlines • FirstClass
Save 100% on your flight
Price was $2,019, price is now $1,198 per person
$1,198
per person
found 1 day ago
Staff was great, elevator is tired, but I loved the proximity to everything

Reviewed on Jan 3, 2026

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

Islamorada

Orbitz makes it easy for you to find cheap prices for flights to Islamorada. When you search for your tickets on Orbitz, you don’t have to look any further for the best Islamorada flights available ever again.

Orbitz Offers Exceptional Customer Service

Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Islamorada flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Islamorada again.

Earn with Your Frequent Flyer Program and Orbitz

If you’re a member of a frequent flyer or airline loyalty program, you can keep earning points or miles while making your travel reservations for flights to Islamorada with Orbitz! Just enter your account number during the ticket booking process and your points will be added to your account every time you book with Orbitz.

Low Prices for Islamorada Flights

Orbitz has the scoop on cheap tickets and bargain airfare for flights to Islamorada. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.

Make Travel Plans at Your Convenience

If you’re always on-the-go, you’ll appreciate the free Orbitz apps for iPhones, Android devices, and iPads, that make it simple for you to check on your flight plans while you’re out and about. Orbitz will even send you a free text, email, or voice alert to inform you of any delay in your flight.

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 $95 to $197 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.