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Islamorada

$39+ Cheap flights from Orlando (ORL) to Islamorada, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — MIA
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Orlando to Islamorada are usually found in September or August, booked 90 days in advance, depart on a Monday or Friday and return on a Thursday

Cheap flight deals from Orlando to Islamorada

Keep the following information in mind while searching for Orlando to Islamorada flight deals. Data was last updated August 14, 2025.

Round-trip from

$77
(Southwest)

One-way from

$39
(Southwest)

Popular in

December

Cheapest in

September

Average price

$133
From Orlando (ORL) to Islamorada
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One-way flight from Orlando (ORL) to Islamorada
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Orlando to Islamorada

Cheapest flights from Orlando to Islamorada
Explore the most affordable flight options available from Orlando to Islamorada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/67:20 pmMCO - MIA
Nonstop1h 15mSouthwest
Sun 9/77:00 amMIA - MCO
Nonstop1h 10mSouthwest
Deal found 8/14$87
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/69:09 amMCO - MIA
Nonstop1h 18mAmerican Airlines
Sat 9/133:40 pmMIA - MCO
Nonstop1h 10mAmerican Airlines
Deal found 8/12$91
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/39:05 amMCO - MIA
2 stops7h 15mSouthwest
Mon 9/87:10 amMIA - MCO
Nonstop1h 05mSouthwest
Deal found 8/12$92
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/66:00 amMCO - MIA
Nonstop1h 13mAmerican Airlines
Mon 10/67:14 pmMIA - MCO
Nonstop1h 09mAmerican Airlines
Deal found 8/14$93
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/58:30 pmMCO - MIA
Nonstop1h 15mAmerican Airlines
Mon 9/83:40 pmMIA - MCO
Nonstop1h 10mAmerican Airlines
Deal found 8/12$94
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/66:10 amMCO - MIA
1 stop8h 20mSouthwest
Sat 9/132:00 pmMIA - MCO
1 stop7h 15mSouthwest
Deal found 8/13$97
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/268:30 pmMCO - MIA
Nonstop1h 15mAmerican Airlines
Fri 10/33:40 pmMIA - MCO
Nonstop1h 10mAmerican Airlines
Deal found 8/12$98
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/196:10 amMCO - MIA
Nonstop1h 10mAmerican Airlines
Sun 9/217:06 amMIA - MCO
Nonstop1h 11mAmerican Airlines
Deal found 8/13$100
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/510:30 amMCO - MIA
1 stop7h 40mSouthwest
Mon 9/84:40 pmMIA - MCO
1 stop6h 50mSouthwest
Deal found 8/12$107
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:15 amMCO - MIA
Nonstop1h 10mDelta
Tue 9/97:55 pmMIA - MCO
Nonstop1h 20mDelta
Deal found 8/12$117
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3010:00 amMCO - MIA
Nonstop1h 13mAmerican Airlines
Sat 9/68:47 pmMIA - MCO
Nonstop1h 12mAmerican Airlines
Deal found 8/13$119

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Islamorada that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Orlando to Islamorada that are best for you.

Fly from

Orlando

Fly to

Islamorada

Route

Depart

Return

Price

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Sat 9/13

7:20 pm-8:35 pm

Nonstop1h 15m

Miami

Sat 9/20

5:10 pm-6:25 pm

Nonstop1h 15m

$77

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Fri 9/5

8:55 pm-10:10 pm

Nonstop1h 15m

Miami

Mon 9/8

5:25 pm-6:40 pm

Nonstop1h 15m

$87

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Fri 9/5

8:55 pm-10:10 pm

Nonstop1h 15m

Miami

Sat 9/6

6:55 am-8:05 am

Nonstop1h 10m

$87

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Mon 9/29

10:40 am-11:50 am

Nonstop1h 10m

Miami

Tue 9/30

7:45 am-12:45 pm

1 stop5h 00m

$87

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Fri 10/24

8:50 pm-10:05 pm

Nonstop1h 15m

Miami

Sat 10/25

5:25 pm-6:35 pm

Nonstop1h 10m

$87

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Thu 9/4

10:30 am-6:10 pm

1 stop7h 40m

Miami

Mon 9/8

5:25 pm-6:40 pm

Nonstop1h 15m

$87

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Sat 10/11

8:35 pm-9:50 pm

Nonstop1h 15m

Miami

Sun 10/12

7:00 am-8:10 am

Nonstop1h 10m

$87

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Wed 9/24

10:55 am-12:05 pm

Nonstop1h 10m

Miami

Wed 9/24

5:05 pm-11:20 pm

1 stop6h 15m

$87

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Sat 9/6

7:20 pm-8:35 pm

Nonstop1h 15m

Miami

Mon 9/8

5:05 pm-11:25 pm

1 stop6h 20m

$87

OrlandoMiami

MCO - MIA

MCOMIA

Orlando

Mon 10/27

8:35 am-4:25 pm

1 stop7h 50m

Miami

Sat 11/1

6:50 am-7:55 am

Nonstop1h 05m

$87

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 17 results
1
2

Best time to book a flight from Orlando to Islamorada

Have a flexible travel schedule? Discover the best time to fly to Islamorada from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Orlando to Islamorada

How far ahead should I book a flight from Orlando to Islamorada?

Use this chart to determine the optimal time to book a round-trip flight from Orlando to Islamorada. Price data was last updated on August 8, 2025.

The best time to book flights from Orlando to Islamorada is 90 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Orlando to Islamorada?

Currently, September is the cheapest month in which you can book a flight from Orlando to Islamorada (average of $232). Flying from Orlando to Islamorada in March is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORL to I5L?

Find hourly flight availability from Orlando to Islamorada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Orlando to Islamorada, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Orlando to Islamorada?

Use this chart to determine the cheapest time to fly round-trip from Orlando to Islamorada. Price data was last updated on August 10, 2025.

Travelers seeking maximum savings on their Orlando to Islamorada flight should consider departing on Monday mornings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Orlando to Islamorada

Explore weekly flight availability from Orlando to Islamorada. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 14, 2025.

The most flights from ORL to I5L are scheduled on a Wednesday (43 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (31 on average).

How much does it cost to fly round-trip from Orlando to Islamorada?

Reviews of airlines servicing Islamorada

Get insights into the airlines that provide service to Islamorada. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Islamorada. Reviews last updated August 14, 2025.
Read through reviews of airlines operating flights from Orlando to Islamorada, such as Southwest, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Spirit Airlines
6.3
Okay
8,046 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Silver Airways
5.9
Fair
250 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Islamorada. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the most reliable airlines from Orlando to Islamorada?

    The top 3 most reliable airlines when flying from Orlando to Islamorada are LATAM Airlines (85%), Air France (83%) and Delta (80%).

  • What are the cheapest flights from Orlando to Islamorada?

    The cheapest flight price from Orlando to Islamorada is $51. On average you can expect to pay $940. The most popular route, (Orlando - Miami), can usually be booked for $77.

  • Can I find deals for flights from Orlando to Islamorada that include hotel bookings?

    Yes. In addition to deals on Orlando to Islamorada flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Islamorada?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Islamorada.

  • Can I find deals for business class flights from Orlando to Islamorada?

    Yes. Cheapflights offers flight deals from Orlando to Islamorada by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando to Islamorada?

    Currently, September is the cheapest month in which you can book a flight from Orlando to Islamorada (average of $232). Flying from Orlando to Islamorada in March is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 9 airlines flying from Orlando to Islamorada

Discover the top 9 airlines that operate flights from Orlando to Islamorada. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$39Average$87FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$44Average$131FlexibilityNo cancel feeOn-time69%
Silver AirwaysCheapest$51Average$136FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$73Average$192FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$77Average$187FlexibilityNo cancel feeOn-time63%
Allegiant AirCheapest$80Average$254FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$91Average$171FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$97Average$169FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$97Average$321FlexibilityNo cancel feeOn-time71%

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