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Cayman Islands

$102+ Cheap flights from Key Largo, FL to the Cayman Islands

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.
MIA — GCM
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find flight deals from Key Largo to Cayman Islands

Cheapest flights from Key Largo to Cayman Islands
Explore the most affordable flight options available from Key Largo to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This American Airlines deal was found by Cheapflights users on 11/1. 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 12/51:09 pmMIA - GCM
Nonstop1h 35mAmerican Airlines
Fri 12/128:45 amGCM - MIA
Nonstop1h 37mAmerican Airlines
Deal found 11/1$311
This Trip.com deal was found by Cheapflights users on 11/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1110:00 amMIA - GCM
Nonstop1h 35mCayman Airways
Sun 12/147:00 amGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 11/3$315
This CheapOair deal was found by Cheapflights users on 11/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/52:30 pmMIA - GCM
Nonstop1h 35mCayman Airways
Mon 11/107:00 amGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 11/2$316
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/147:40 pmMIA - GCM
Nonstop1h 35mCayman Airways
Tue 11/1811:30 amGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 11/2$318
This Cayman Airways deal was found by Cheapflights users on 11/3. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1510:00 amMIA - GCM
Nonstop1h 35mCayman Airways
Sun 12/214:45 pmGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 11/3$324
This Expedia deal was found by Cheapflights users on 11/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/811:50 amMIA - GCM
1 stop3h 00mCayman Airways
Mon 11/104:45 pmGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 11/3$326
This Kissandfly.com deal was found by Cheapflights users on 11/2. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:50 amMIA - GCM
Nonstop3h 00mCayman Airways
Sun 12/74:45 pmGCM - MIA
Nonstop1h 35mCayman Airways
Deal found 11/2$327
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/61:09 pmMIA - GCM
Nonstop1h 35mAmerican Airlines
Sun 12/71:25 pmGCM - MIA
Nonstop1h 35mAmerican Airlines
Deal found 11/3$330
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 11/201:10 pmMIA - GCM
Nonstop1h 36mAmerican Airlines
Sun 11/231:25 pmGCM - MIA
Nonstop1h 32mAmerican Airlines
Deal found 11/2$333
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:05 amMIA - GCM
2 stops11h 50mMultiple Airlines
Sun 12/74:45 pmGCM - MIA
Nonstop1h 35mMultiple Airlines
Deal found 11/2$335
This Delta deal was found by Cheapflights users on 11/2. 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.
Mon 11/36:00 amMIA - GCM
1 stop6h 44mDelta
Mon 11/101:50 pmGCM - MIA
1 stop6h 56mDelta
Deal found 11/2$340
This CheapOair deal was found by Cheapflights users on 11/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:40 pmMIA - CYB
1 stop12h 25mCayman Airways
Mon 11/107:30 pmCYB - MIA
1 stop17h 35mCayman Airways
Deal found 11/1$383

Cheap flight deals from Key Largo to Cayman Islands

Keep the following information in mind while searching for Key Largo to Cayman Islands flight deals. Data was last updated November 3, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$311
(American Airlines)

One-way from

$102
(Mytrip)

Popular in

December

Cheapest in

July

Average price

$335
Provider with most accurate pricing for Miami-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Miami-George Town Owen Roberts Intl flights.
Search Deals
From Key Largo to Cayman Islands
Search Deals
One-way flight from Key Largo to Cayman Islands
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key Largo to Cayman Islands 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 November 3, 2025.
Use the filters below to find and compare flights from Key Largo to the Cayman Islands that are best for you.

Fly from

Key Largo

Fly to

Cayman Islands

Route

Depart

Return

Price

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Sat 12/20

11:50 am-2:50 pm

1 stop3h 00m

George Town Owen Roberts Intl

Sun 12/21

4:45 pm-6:20 pm

Nonstop1h 35m

$324

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Wed 12/17

7:40 pm-9:15 pm

Nonstop1h 35m

George Town Owen Roberts Intl

Sun 12/21

4:45 pm-6:20 pm

Nonstop1h 35m

$324

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Tue 12/16

10:00 am-11:35 am

Nonstop1h 35m

George Town Owen Roberts Intl

Sun 12/21

7:00 am-8:35 am

Nonstop1h 35m

$324

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Sat 12/20

11:50 am-2:50 pm

1 stop3h 00m

George Town Owen Roberts Intl

Tue 12/23

4:45 pm-6:20 pm

Nonstop1h 35m

$324

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Sat 12/20

11:50 am-2:50 pm

1 stop3h 00m

George Town Owen Roberts Intl

Mon 12/22

4:45 pm-6:20 pm

Nonstop1h 35m

$324

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Fri 4/10

8:40 pm-9:15 pm

Nonstop1h 35m

George Town Owen Roberts Intl

Mon 4/13

7:00 am-9:35 am

Nonstop1h 35m

$326

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Thu 1/22

10:00 am-11:35 am

Nonstop1h 35m

George Town Owen Roberts Intl

Wed 1/28

11:30 am-1:05 pm

Nonstop1h 35m

$326

MiamiCayman Brac

MIA - CYB

MIACYB

Miami

Sat 2/7

11:50 am-1:20 pm

Nonstop1h 30m

Cayman Brac Gerrard-Smith

Sat 2/14

7:00 am-10:30 am

1 stop3h 30m

$334

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Fri 4/10

6:00 am-11:35 am

1 stop6h 35m

George Town Owen Roberts Intl

Tue 4/14

12:45 pm-8:57 pm

1 stop7h 12m

$340

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Fri 11/14

6:00 am-12:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Mon 11/17

1:50 pm-8:46 pm

1 stop6h 56m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 28 results
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Best time to book a flight from Key Largo to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Key Largo 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 Key Largo to the Cayman Islands

What is the cheapest month to book a flight from Key Largo to Cayman Islands?

Currently, July is the cheapest month in which you can book a flight from Key Largo to Cayman Islands (average of $109). Flying from Key Largo to Cayman Islands in September is currently the most expensive (average of $307). 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 KE9 to KY?

Find hourly flight availability from Key Largo to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 19% on flights from Key Largo to Cayman Islands by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Key Largo to Cayman Islands?

Use this chart to determine the cheapest time to fly round-trip from Key Largo to Cayman Islands. Price data was last updated on December 16, 2024.

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

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated November 3, 2025.
Read reviews from past customers who have flown American Airlines from Key Largo to the Cayman Islands. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,038 reviews

Overall

7.2

Boarding

7.5

Entertainment

6.9

Crew

8.0

Food

6.4

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,038 reviews
American Airlines
7.2
Good
11,038 reviews

Overall

7.2

Boarding

7.5

Entertainment

6.9

Crew

8.0

Food

6.4

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

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

  • How popular is this Key Largo to Cayman Islands flight route?

    This flight path from Key Largo to Cayman Islands was viewed by 9 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Key Largo to Cayman Islands?

    For as low as $324, Cayman Airways can have you in Cayman Islands from Key Largo in 3h. Key Largo and Cayman Islands are separated by a distance of 454 mi.

  • What are the most popular routes from Key Largo to Cayman Islands?

    Most travelers choose Miami - George Town Owen Roberts Intl, Miami - Cayman Brac Gerrard-Smith or Miami - Little Cayman when deciding on the best route from Key Largo to Cayman Islands.

  • What are the most reliable airlines from Key Largo to Cayman Islands?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Key Largo to Cayman Islands on time: Cayman Airways (79%), Qatar Airways (78%), American Airlines (71%).

  • What are the cheapest flights from Key Largo to Cayman Islands?

    While on average a flight from Key Largo to Cayman Islands is generally $263, our data shows the cheapest flight currently is $109. When looking at the most popular route, (Miami - George Town Owen Roberts Intl), you can expect to pay $306 for that flight.

  • Can I find deals for flights from Key Largo to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Key Largo to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key Largo to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key Largo to Cayman Islands.

  • Can I find deals for business class flights from Key Largo to Cayman Islands?

    Yes. Cheapflights offers flight deals from Key Largo to Cayman Islands 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 Key Largo to Cayman Islands?

    Currently, July is the cheapest month in which you can book a flight from Key Largo to Cayman Islands (average of $109). Flying from Key Largo to Cayman Islands in September is currently the most expensive (average of $307). 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.

See more FAQs

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Top 3 airlines flying from Key Largo to Cayman Islands

Discover the top 3 airlines that operate flights from Key Largo to Cayman Islands. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$109Average$359FlexibilityNo cancel feeOn-time52%
DeltaCheapest$188Average$338FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$310Average$342FlexibilityNo cancel feeOn-time71%

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