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Islamorada

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Islamorada Flights as Low as $89

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

Frontier Airlines
Mon, Sep 22 - Fri, Sep 26
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$89 Roundtrip, found 9 hours ago
$89
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Sep 22 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Sep 26, priced at $89 found 9 hours ago
Frontier Airlines
Fri, Jul 18 - Fri, Jul 25
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jul 18 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Jul 25, priced at $96 found 1 day ago
Frontier Airlines
Sun, Jul 20 - Fri, Jul 25
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$98 Roundtrip, found 16 hours ago
$98
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sun, Jul 20 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Jul 25, priced at $98 found 16 hours ago
Frontier Airlines
Fri, Sep 19 - Mon, Sep 22
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Sep 19 from Raleigh - Durham Intl. to Miami Intl., returning Mon, Sep 22, priced at $99 found 1 day ago
Frontier Airlines
Sun, Jul 13 - Fri, Jul 18
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$101 Roundtrip, found 1 day ago
$101
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jul 13 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Jul 18, priced at $101 found 1 day ago
Frontier Airlines
Sun, Jul 20 - Fri, Aug 1
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$106 Roundtrip, found 1 day ago
$106
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jul 20 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Aug 1, priced at $106 found 1 day ago
Frontier Airlines
Fri, Sep 19 - Fri, Sep 26
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Sep 19 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Sep 26, priced at $110 found 1 day ago
Frontier Airlines
Fri, Jul 25 - Fri, Aug 1
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Jul 25 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Aug 1, priced at $112 found 1 day ago
Delta
Tue, Jul 22 - Tue, Jul 29
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$127 Roundtrip, found 11 hours ago
$127
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Jul 22 from Raleigh - Durham Intl. to Miami Intl., returning Tue, Jul 29, priced at $127 found 11 hours ago
American Airlines
Tue, Jul 22 - Tue, Jul 29
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$127 Roundtrip, found 11 hours ago
$127
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Tue, Jul 22 from Raleigh - Durham Intl. to Miami Intl., returning Tue, Jul 29, priced at $127 found 11 hours ago
Frontier Airlines
Mon, Sep 22 - Fri, Sep 26
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$128 Roundtrip, found 9 hours ago
$128
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Mon, Sep 22 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Sep 26, priced at $128 found 9 hours ago
Spirit Airlines
Thu, Sep 18 - Sun, Sep 21
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, Sep 18 from Raleigh - Durham Intl. to Miami Intl., returning Sun, Sep 21, priced at $177 found 5 days ago
United
Tue, Jul 22 - Tue, Jul 29
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$217 Roundtrip, found 11 hours ago
$217
Roundtrip
found 11 hours ago
Select United flight, departing Tue, Jul 22 from Raleigh - Durham Intl. to Miami Intl., returning Tue, Jul 29, priced at $217 found 11 hours ago
JetBlue Airways
Thu, Nov 20 - Thu, Nov 27
RDU
Raleigh - Durham Intl.
EKW
Miami Central Brightline Train Station
$296 Roundtrip, found 5 hours ago
$296
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Thu, Nov 20 from Raleigh - Durham Intl. to Miami Central Brightline Train Station, returning Thu, Nov 27, priced at $296 found 5 hours ago
Delta
Sat, Jul 5 - Thu, Jul 10
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$314 Roundtrip, found 1 day ago
$314
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jul 5 from Raleigh - Durham Intl. to Key West Intl., returning Thu, Jul 10, priced at $314 found 1 day ago
JetBlue Airways
Fri, Jul 18 - Mon, Jul 21
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$524 Roundtrip, found 3 days ago
$524
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Jul 18 from Raleigh - Durham Intl. to Miami Intl., returning Mon, Jul 21, priced at $524 found 3 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 September, 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 $89, 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 $89 right now, why wait?

Islamorada Flight Information
Destination airport
Miami Intl.
Destination airport IATA code
MIA
Roundtrip price
$89

Last Minute Hotel Deals in Islamorada

Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,485 reviews)
"Super nice staff! Great place to stay!"

Reviewed on Jul 2, 2025

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Chesapeake Beach Resort
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,223 reviews)
"Place was clean and the amenities are really nice. This is our third time in this hotel and we missed the store to buy essentials and souvenirs and we missed also the ice creams options, the ice cream fridge was empty."

Reviewed on Jun 30, 2025

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Amara Cay Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
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! (1,118 reviews)
Great Family weekend
"Great Resort. Family loved it ! Gary the server in Sushi restaurant was awesome."

Reviewed on Jun 29, 2025

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Cheeca Lodge & Spa
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
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! (1,010 reviews)
"Great place to relax for a few days. The staff was very friendly and helpful. The food was very good and the overall vibe was just right. Def recommend spending some time here."

Reviewed on Jun 30, 2025

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Islander Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
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 ...
9/10 Wonderful! (44 reviews)
"👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌👌"

Reviewed on Jun 30, 2025

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Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
80241 Overseas Highway, Islamorada, FL
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! (1,004 reviews)
"This is a great property for the money. The facilities are excellent. My only suggestion would be to decorate with better landscaping and the rooms could be better decorated, shower pressure of the shower is average. But overall for the price, this is one of the better deals in the area."

Reviewed on Jun 29, 2025

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La Siesta Resort & Villas
Hadley Resort and Marina
Hadley Resort and Marina
3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
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! (1,006 reviews)
"We like the room, it was clean, pool was not big but just enough to have fun. Breakfast was included so great but also they offered bikes and kayaks to their customers."

Reviewed on Jun 29, 2025

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Hadley Resort and Marina
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
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! (999 reviews)
"Great little hotel close to everything"

Reviewed on Jun 29, 2025

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Fisher Inn Resort & Marina
See all 2,180 properties in Islamorada
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.