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Islamorada

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Islamorada Flights as Low as $78

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

Spirit Airlines
Tue, May 27 - Tue, Jun 3
ORD
O'Hare Intl.
MIA
Miami Intl.
$78 Roundtrip, found 2 days ago
$78
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, May 27 from O'Hare Intl. to Miami Intl., returning Tue, Jun 3, priced at $78 found 2 days ago
Spirit Airlines
Thu, May 22 - Sun, May 25
MSY
Louis Armstrong New Orleans Intl.
MIA
Miami Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, May 22 from Louis Armstrong New Orleans Intl. to Miami Intl., returning Sun, May 25, priced at $96 found 1 day ago
Spirit Airlines
Mon, May 12 - Thu, May 15
MSY
Louis Armstrong New Orleans Intl.
MIA
Miami Intl.
$97 Roundtrip, found 2 days ago
$97
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, May 12 from Louis Armstrong New Orleans Intl. to Miami Intl., returning Thu, May 15, priced at $97 found 2 days ago
Spirit Airlines
Wed, Sep 17 - Tue, Sep 23
ORD
O'Hare Intl.
MIA
Miami Intl.
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Sep 17 from O'Hare Intl. to Miami Intl., returning Tue, Sep 23, priced at $98 found 5 days ago
Spirit Airlines
Mon, May 26 - Thu, May 29
MSY
Louis Armstrong New Orleans Intl.
MIA
Miami Intl.
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, May 26 from Louis Armstrong New Orleans Intl. to Miami Intl., returning Thu, May 29, priced at $107 found 2 days ago
Frontier Airlines
Sun, Jun 22 - Thu, Jun 26
DEN
Denver Intl.
MIA
Miami Intl.
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jun 22 from Denver Intl. to Miami Intl., returning Thu, Jun 26, priced at $149 found 2 days ago
Frontier Airlines
Sun, Jun 22 - Thu, Jun 26
DEN
Denver Intl.
MIA
Miami Intl.
$155 Roundtrip, found 2 days ago
$155
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jun 22 from Denver Intl. to Miami Intl., returning Thu, Jun 26, priced at $155 found 2 days ago
United
Sun, Jun 22 - Thu, Jun 26
DEN
Denver Intl.
MIA
Miami Intl.
$164 Roundtrip, found 2 days ago
$164
Roundtrip
found 2 days ago
Select United flight, departing Sun, Jun 22 from Denver Intl. to Miami Intl., returning Thu, Jun 26, priced at $164 found 2 days ago
American Airlines
Wed, Jul 30 - Tue, Aug 5
ORD
O'Hare Intl.
MIA
Miami Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
Select American Airlines flight, departing Wed, Jul 30 from O'Hare Intl. to Miami Intl., returning Tue, Aug 5, priced at $177 just found
Delta
Wed, Jun 4 - Tue, Jun 10
MSY
Louis Armstrong New Orleans Intl.
MIA
Miami Intl.
$181 Roundtrip, found 11 hours ago
$181
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Jun 4 from Louis Armstrong New Orleans Intl. to Miami Intl., returning Tue, Jun 10, priced at $181 found 11 hours ago
Delta
Tue, Jun 17 - Sat, Jun 21
HSV
Huntsville Intl.
MIA
Miami Intl.
$191 Roundtrip, found 11 hours ago
$191
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Jun 17 from Huntsville Intl. to Miami Intl., returning Sat, Jun 21, priced at $191 found 11 hours ago
Delta
Tue, Aug 26 - Sat, Aug 30
DEN
Denver Intl.
EYW
Key West Intl.
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 26 from Denver Intl. to Key West Intl., returning Sat, Aug 30, priced at $237 found 4 days ago
JetBlue Airways
Wed, Jul 30 - Tue, Aug 5
ORD
O'Hare Intl.
MIA
Miami Intl.
$245 Roundtrip, just found
$245
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Jul 30 from O'Hare Intl. to Miami Intl., returning Tue, Aug 5, priced at $245 just found
Delta
Wed, Jul 16 - Thu, Jul 24
MSY
Louis Armstrong New Orleans Intl.
EYW
Key West Intl.
$249 Roundtrip, found 14 hours ago
$249
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Jul 16 from Louis Armstrong New Orleans Intl. to Key West Intl., returning Thu, Jul 24, priced at $249 found 14 hours ago
Delta
Sat, Oct 11 - Wed, Oct 15
ORD
O'Hare Intl.
EYW
Key West Intl.
$323 Roundtrip, found 1 day ago
$323
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 11 from O'Hare Intl. to Key West Intl., returning Wed, Oct 15, priced at $323 found 1 day ago
Delta
Wed, Jun 18 - Wed, Jun 25
HSV
Huntsville Intl.
EYW
Key West Intl.
$345 Roundtrip, found 2 hours ago
$345
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Jun 18 from Huntsville Intl. to Key West Intl., returning Wed, Jun 25, priced at $345 found 2 hours 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 $78, 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 $78 right now, why wait?

Islamorada Flight Information
Destination airport
Miami Intl.
Destination airport IATA code
MIA
Roundtrip price
$78

Last Minute Hotel Deals in Islamorada

Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $373 per night from May 20 to May 21
$373
includes taxes & fees
May 20 - May 21
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! (1,068 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

Cheeca Lodge & Spa
Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
The price is $348 per night from May 7 to May 8
$348
includes taxes & fees
May 7 - May 8
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! (1,436 reviews)
"We had a Vila and it was very nice, new and very clean. We loved all about it!"

Reviewed on May 2, 2025

Chesapeake Beach 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
The price is $371 per night from May 12 to May 13
$371
includes taxes & fees
May 12 - May 13
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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is $310 per night from May 8 to May 9
$310
includes taxes & fees
May 8 - May 9
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! (1,192 reviews)
"This is a great property just wish I had been there longer to enjoy it we were driving to Key West. The beach view is awesome. The Hotel pool bar is great too. We ate breakfast at the outdoor area of the hotel. Took pictures and saw the chickens. This was a great place to stop when headed in or out ..."

Reviewed on May 1, 2025

Amara Cay Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
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! (1,001 reviews)
"We love La Siesta!"

Reviewed on May 3, 2025

La Siesta Resort & Villas
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
The price is $388 per night from May 22 to May 23
$388
includes taxes & fees
May 22 - May 23
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! (1,004 reviews)
"Beautiful rooms, beautiful beach, with lots of space to relax under a palm tree. A separate restaurant, bar, and snack shack have plenty of options for food/drink. Two beautiful pools, one with a ledge to sit on and stay cool. Definitely is true to a “resort vibe.” We spent one night on our way back ..."

Reviewed on May 1, 2025

Islander Resort
Hadley Resort and Marina
Hadley Resort and Marina
3.5 out of 5
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! (1,001 reviews)
"The truth is that everything was spectacular, we loved it and we want to come back,"

Reviewed on Apr 21, 2025

Hadley Resort and Marina
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
The price is $240 per night from May 6 to May 7
$240
includes taxes & fees
May 6 - May 7
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! (1,002 reviews)
"Rooms are spacious"

Reviewed on May 2, 2025

Fisher Inn Resort & Marina
See all 2,201 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.