Search Cheap Flights toIslamorada
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Islamorada Flights as Low as $86
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, May 21 - Thu, May 29
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Wed, May 14 - Wed, May 21
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Mon, May 12 - Wed, May 14
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$93 Roundtrip, found 19 hours ago
$93
Roundtrip
found 19 hours ago
Mon, May 12 - Wed, May 21
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$98 Roundtrip, found 6 hours ago
$98
Roundtrip
found 6 hours ago
Sat, Jun 7 - Wed, Jun 18
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$100 Roundtrip, found 20 hours ago
$100
Roundtrip
found 20 hours ago
Wed, May 7 - Fri, May 16
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Sun, Jun 22 - Thu, Jun 26
DEN
Denver Intl.
MIA
Miami Intl.
$145 Roundtrip, found 5 days ago
$145
Roundtrip
found 5 days ago
Wed, May 21 - Sat, May 24
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$147 Roundtrip, found 19 hours ago
$147
Roundtrip
found 19 hours ago
Mon, Jun 30 - Tue, Jul 8
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$147 Roundtrip, found 8 hours ago
$147
Roundtrip
found 8 hours ago
Wed, May 14 - Wed, May 21
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Sun, Jun 1 - Tue, Jun 3
DEN
Denver Intl.
MIA
Miami Intl.
$211 Roundtrip, found 16 hours ago
$211
Roundtrip
found 16 hours ago
Tue, Aug 26 - Sat, Aug 30
DEN
Denver Intl.
EYW
Key West Intl.
$237 Roundtrip, found 20 hours ago
$237
Roundtrip
found 20 hours ago
Tue, Oct 7 - Wed, Oct 15
CAK
Akron-Canton
EYW
Key West Intl.
$300 Roundtrip, found 15 hours ago
$300
Roundtrip
found 15 hours ago
Sun, May 11 - Tue, May 20
JFK
John F. Kennedy Intl.
EYW
Key West Intl.
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
Sun, Oct 5 - Sun, Oct 12
CAK
Akron-Canton
EYW
Key West Intl.
$492 Roundtrip, found 15 hours ago
$492
Roundtrip
found 15 hours ago
Thu, May 22 - Tue, May 27
ACY
Atlantic City Intl.
EYW
Key West Intl.
$525 Roundtrip, found 5 days ago
$525
Roundtrip
found 5 days ago
Cheap Flights to Islamorada
Fall in love at first flight with your vacation to Islamorada by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Islamorada on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Islamorada, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Islamorada
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Islamorada with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the MIA airport.
What is the cheapest month to fly to Islamorada?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Islamorada are in May, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Islamorada?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Islamorada.
What airport is best to fly into Islamorada?
When you’re planning your trip to Islamorada, convenience is the name of the game. Luckily, Islamorada Florida Keys Marathon Airport is nearby so you can deplane and get going on checking off everything on your Islamorada must-do list.
How much are flights to Islamorada?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Islamorada on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $86, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to Islamorada?
The trick to saving a stack of cash on your flight to Islamorada? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $86 right now, why wait?
Destination airport | Miami Intl. |
Destination airport IATA code | MIA |
Roundtrip price | $86 |
Last Minute Hotel Deals in Islamorada
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
The price is $348 per night from May 5 to May 6
$348
includes taxes & fees
May 5 - May 6
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (1,430 reviews)
"Good for the price and convenient for fishing trips. No frills, clean rooms good location."
Reviewed on Apr 28, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $373 per night from May 18 to May 19
$373
includes taxes & fees
May 18 - May 19
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,065 reviews)
"Place was stunning. Our only disappointment is the website shows two casual places to eat that were not on the property. Property needs seating (tables and chairs) close to pool with casual food for at least breakfast and lunch appropriate for swim attire."
Reviewed on Apr 29, 2025
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
The price is $371 per night from May 4 to May 5
$371
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (18 reviews)
"We loved the beautiful setting and convenient to places. Ver yclean and the bed was the most comfortable."
Reviewed on Apr 29, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
The price is $310 per night from May 11 to May 12
$310
includes taxes & fees
May 11 - May 12
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,185 reviews)
"the staff were all so nice. the environment is calm and just wonderful"
Reviewed on Apr 28, 2025
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
The price is $293 per night from May 12 to May 13
$293
includes taxes & fees
May 12 - May 13
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,000 reviews)
Highly recommend
"We found the cottage comfortable and relaxing. Being able to sit on the front patio and look out over the ocean was amazing. I would highly recommend"
Reviewed on Apr 28, 2025
Islander Resort
82100 Overseas Highway, Islamorada, FL
The price is $388 per night from May 18 to May 19
$388
includes taxes & fees
May 18 - May 19
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,002 reviews)
"No complaints… keep it up👍"
Reviewed on Apr 30, 2025
Hadley Resort and Marina
82749 Overseas Hwy, Islamorada, FL
The price is $228 per night from May 11 to May 12
$228
includes taxes & fees
May 11 - May 12
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
7.8/10 Good! (1,000 reviews)
"The truth is that everything was spectacular, we loved it and we want to come back,"
Reviewed on Apr 21, 2025
Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
The price is $224 per night from Jun 1 to Jun 2
$224
includes taxes & fees
Jun 1 - Jun 2
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,004 reviews)
"Didn’t like that the room had no full length mirror"
Reviewed on Apr 29, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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