Search Cheap Flights to
Islamorada

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Islamorada Flights as Low as $106

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

Frontier Airlines
Sun, Jun 8 - Thu, Jun 12
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$106 Roundtrip, found 5 hours ago
$106
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sun, Jun 8 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Thu, Jun 12, priced at $106 found 5 hours ago
American Airlines
Mon, Jul 21 - Thu, Jul 24
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$124 Roundtrip, found 4 days ago
$124
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Jul 21 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Thu, Jul 24, priced at $124 found 4 days ago
Spirit Airlines
Sun, Jun 8 - Thu, Jun 12
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$126 Roundtrip, found 5 hours ago
$126
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Sun, Jun 8 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Thu, Jun 12, priced at $126 found 5 hours ago
Spirit Airlines
Mon, Jun 2 - Thu, Jun 5
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$126 Roundtrip, found 14 hours ago
$126
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Mon, Jun 2 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Thu, Jun 5, priced at $126 found 14 hours ago
Frontier Airlines
Mon, Jun 2 - Thu, Jun 5
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$133 Roundtrip, found 14 hours ago
$133
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Mon, Jun 2 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Thu, Jun 5, priced at $133 found 14 hours ago
Delta
Tue, Aug 5 - Wed, Aug 13
DCA
Ronald Reagan Washington National
MIA
Miami Intl.
$137 Roundtrip, found 12 hours ago
$137
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Aug 5 from Ronald Reagan Washington National to Miami Intl., returning Wed, Aug 13, priced at $137 found 12 hours ago
Delta
Wed, Jun 11 - Thu, Jun 12
DCA
Ronald Reagan Washington National
MIA
Miami Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 11 from Ronald Reagan Washington National to Miami Intl., returning Thu, Jun 12, priced at $138 found 1 day ago
Frontier Airlines
Mon, Jun 2 - Thu, Jun 5
IAD
Washington Dulles Intl.
MIA
Miami Intl.
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Jun 2 from Washington Dulles Intl. to Miami Intl., returning Thu, Jun 5, priced at $148 found 2 days ago
American Airlines
Sat, Sep 13 - Sat, Sep 20
DCA
Ronald Reagan Washington National
MIA
Miami Intl.
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Sep 13 from Ronald Reagan Washington National to Miami Intl., returning Sat, Sep 20, priced at $187 found 2 days ago
United
Tue, Jun 10 - Thu, Jun 12
DCA
Ronald Reagan Washington National
MIA
Miami Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select United flight, departing Tue, Jun 10 from Ronald Reagan Washington National to Miami Intl., returning Thu, Jun 12, priced at $197 found 3 days ago
Bargain Flight
Wed, Oct 8 - Wed, Oct 22
MSN
Dane County Regional
MIA
Miami Intl.
$249 Roundtrip, found 9 hours ago
$249
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Wed, Oct 8 from Dane County Regional to Miami Intl., returning Wed, Oct 22, priced at $249 found 9 hours ago
American Airlines
Mon, Nov 3 - Wed, Nov 12
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$259 Roundtrip, found 9 hours ago
$259
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Mon, Nov 3 from Baltimore Washington Intl. Thurgood Marshall to Key West Intl., returning Wed, Nov 12, priced at $259 found 9 hours ago
Delta
Mon, Nov 10 - Wed, Nov 19
DCA
Ronald Reagan Washington National
EYW
Key West Intl.
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 10 from Ronald Reagan Washington National to Key West Intl., returning Wed, Nov 19, priced at $269 found 2 days ago
JetBlue Airways
Sun, Dec 7 - Sun, Dec 14
DCA
Ronald Reagan Washington National
MIA
Miami Intl.
$286 Roundtrip, found 6 days ago
$286
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, Dec 7 from Ronald Reagan Washington National to Miami Intl., returning Sun, Dec 14, priced at $286 found 6 days ago
American Airlines
Wed, Jun 11 - Tue, Jun 17
MSN
Dane County Regional
EYW
Key West Intl.
$405 Roundtrip, found 19 hours ago
$405
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, Jun 11 from Dane County Regional to Key West Intl., returning Tue, Jun 17, priced at $405 found 19 hours ago
United
Thu, Jun 12 - Fri, Jun 13
IAD
Washington Dulles Intl.
EYW
Key West Intl.
$490 Roundtrip, found 22 hours ago
$490
Roundtrip
found 22 hours ago
Select United flight, departing Thu, Jun 12 from Washington Dulles Intl. to Key West Intl., returning Fri, Jun 13, priced at $490 found 22 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 June, 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 15 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 $106, 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 $106 right now, why wait?

Islamorada Flight Information
Destination airport
Miami Intl.
Destination airport IATA code
MIA
Roundtrip price
$103

Last Minute Hotel Deals in Islamorada

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 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (1,450 reviews)
"Good"

Reviewed on May 26, 2025

Get rates
Chesapeake Beach 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! (1,084 reviews)
"love it"

Reviewed on May 27, 2025

Get rates
Cheeca Lodge & Spa
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! (1,192 reviews)
"Perfect location and amenities! Loved our stay"

Reviewed on May 22, 2025

Get rates
Amara Cay 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! (24 reviews)
Great weekend getaway
"Love the new renovations, staff is friendly and hopeful, great place for families or just to get away."

Reviewed on May 19, 2025

Get rates
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)
We will be back
"With the exception of the loud pool area music, it was a peaceful place to be. The staff was awesome and it was generally clean and well kept - except for the floors in our room which needed serious mopping. That being said, the music volume was lowered when we asked and the floors can be cleaned ..."

Reviewed on May 26, 2025

Get rates
La Siesta Resort & Villas
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)
Wonderful Getaway
"This is our second time attending the Islander and it will not be our last. Beautiful clean rooms, excellent cocktails, stunning views. Enjoyed the flame grilled burgers for lunch and relaxing by the pool all day"

Reviewed on May 26, 2025

Get rates
Islander Resort
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! (1,003 reviews)
"For a quick one day or two day vacy, your good."

Reviewed on May 26, 2025

Get rates
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! (998 reviews)
"Very simple but clean and nice little hotel. It’s been recently renovated."

Reviewed on May 19, 2025

Get rates
Fisher Inn Resort & Marina
See all 2,214 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.