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Islamorada

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Islamorada Flights as Low as $66

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

Frontier Airlines
Wed, Aug 12 - Wed, Aug 19
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$66 Roundtrip, found 6 days ago
$66
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Wed, Aug 19, priced at $66 found 6 days ago
Frontier Airlines
Mon, Aug 10 - Wed, Aug 19
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$68 Roundtrip, found 6 days ago
$68
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Aug 10 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Wed, Aug 19, priced at $68 found 6 days ago
Frontier Airlines
Tue, Oct 13 - Sat, Oct 24
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Oct 13 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Sat, Oct 24, priced at $90 just found
Delta
Tue, Oct 13 - Sat, Oct 24
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$159 Roundtrip, just found
$159
Roundtrip
just found
Select Delta flight, departing Tue, Oct 13 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Sat, Oct 24, priced at $159 just found
American Airlines
Tue, Oct 13 - Sat, Oct 24
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
Select American Airlines flight, departing Tue, Oct 13 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Sat, Oct 24, priced at $177 just found
Delta
Tue, Sep 22 - Sat, Oct 10
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Sep 22 from John F. Kennedy Intl. to Miami Intl., returning Sat, Oct 10, priced at $179 found 1 hour ago
United
Wed, Oct 14 - Tue, Oct 20
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 14 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Tue, Oct 20, priced at $229 found 3 days ago
JetBlue Airways
Sun, Oct 11 - Sun, Oct 25
ATL
Hartsfield-Jackson Atlanta Intl.
EKW
Miami Central Brightline Train Station
$272 Roundtrip, found 1 day ago
$272
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Oct 11 from Hartsfield-Jackson Atlanta Intl. to Miami Central Brightline Train Station, returning Sun, Oct 25, priced at $272 found 1 day ago
Delta
Sat, Sep 19 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$279 Roundtrip, found 3 hours ago
$279
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Sep 19 from Hartsfield-Jackson Atlanta Intl. to Key West Intl., returning Tue, Sep 29, priced at $279 found 3 hours ago
JetBlue Airways
Tue, Oct 13 - Sat, Oct 24
ATL
Hartsfield-Jackson Atlanta Intl.
AVT
Aventura Brightline Train Station
$303 Roundtrip, found 5 hours ago
$303
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Oct 13 from Hartsfield-Jackson Atlanta Intl. to Aventura Brightline Train Station, returning Sat, Oct 24, priced at $303 found 5 hours ago
American Airlines
Thu, Nov 26 - Tue, Dec 1
JFK
John F. Kennedy Intl.
EYW
Key West Intl.
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Nov 26 from John F. Kennedy Intl. to Key West Intl., returning Tue, Dec 1, priced at $329 found 1 day ago
JetBlue Airways
Mon, Aug 31 - Tue, Sep 1
JFK
John F. Kennedy Intl.
EKW
Miami Central Brightline Train Station
$379 Roundtrip, found 1 hour ago
$379
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Mon, Aug 31 from John F. Kennedy Intl. to Miami Central Brightline Train Station, returning Tue, Sep 1, priced at $379 found 1 hour ago
JetBlue Airways
Tue, Aug 25 - Tue, Sep 1
JFK
John F. Kennedy Intl.
AVT
Aventura Brightline Train Station
$391 Roundtrip, found 5 days ago
$391
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Aug 25 from John F. Kennedy Intl. to Aventura Brightline Train Station, returning Tue, Sep 1, priced at $391 found 5 days ago
JetBlue Airways
Sat, Aug 22 - Mon, Aug 24
BWI
Baltimore Washington Intl. Thurgood Marshall
AVT
Aventura Brightline Train Station
$401 Roundtrip, found 15 hours ago
$401
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Aug 22 from Baltimore Washington Intl. Thurgood Marshall to Aventura Brightline Train Station, returning Mon, Aug 24, priced at $401 found 15 hours ago
JetBlue Airways
Sat, Aug 22 - Mon, Aug 24
BWI
Baltimore Washington Intl. Thurgood Marshall
EKW
Miami Central Brightline Train Station
$401 Roundtrip, found 15 hours ago
$401
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Aug 22 from Baltimore Washington Intl. Thurgood Marshall to Miami Central Brightline Train Station, returning Mon, Aug 24, priced at $401 found 15 hours ago
Delta
Sat, Jul 18 - Wed, Jul 22
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$439 Roundtrip, found 6 days ago
$439
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Jul 18 from Baltimore Washington Intl. Thurgood Marshall to Key West Intl., returning Wed, Jul 22, priced at $439 found 6 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 August, 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 $66, 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 $66 right now, why wait?

Islamorada Flight Information
Destination airport
Miami Intl.
Destination airport IATA code
MIA
Roundtrip price
$66

Last Minute Hotel Deals in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
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Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,281 reviews)
"It was a construction zone my floor was loud dusty bags and blowers everywhere prob should have shut that floor down . Hotel def short staffed as well I have stayed here numerous times probably won’t return ."

Reviewed on Jul 16, 2026

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Amara Cay Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (1,737 reviews)
"Beautiful place enjoyed every moment of it, breakfast was not good that's th3 only issue otherwise"

Reviewed on Jul 16, 2026

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Chesapeake Beach Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
Book a stay at this 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. ...
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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

4 out of 5
84001 Overseas Hwy Islamorada FL
Book a stay at this 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! (228 reviews)
"We had a schizophrenic experience at this resort. Some elements are well done....the food is great (particularly Kindler and also The Lemon) and we encountered some supportive, friendly and helpful team members. But....the renovation attempted to tie together multiple old dingy Key's resorts into ..."

Reviewed on Jul 13, 2026

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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
Book a stay at this 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)
"On the positive… The room was spacious The bed was clean and comfortable. The air conditioner worked well. However…. What was once a beautiful property is suffering from neglect. There is a lack of maintenance and investment in the facility. The floor of my room had a maze of black marks on it. The ..."

Reviewed on Jul 15, 2026

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La Siesta Resort & Villas
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (708 reviews)
"Too many Iguanas and trash on the lawn."

Reviewed on Jul 17, 2026

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Breezy Palms Resort
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy Islamorada FL
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (1,003 reviews)
"I could not recommended Pines and Palms enough - it was spotlessly clean, everyone was super friendly and it was so nice and peaceful. The pool area is fabulous and there’s access to free paddle boards and kayaks etc - we were really sad to leave!"

Reviewed on Jul 16, 2026

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Pines & Palms Resort
See all 2,152 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.