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Cayman Islands

$154+ Cheap flights from 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — MIA
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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What to know about flights from Cayman Islands

Discover essential information about flights departing from Cayman Islands, including flight schedules, destinations, airlines operating at the Cayman Islands airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated October 27, 2025.

Good round-trip deal

$148 or less

Good one-way deal

$211 or less
Price to beat on a round-trip flight from Cayman Islands.
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Price to beat on a one-way flight from Cayman Islands.
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Find flights from Cayman Islands

Cheapest flights from Cayman Islands
Explore the most affordable flight options available from Cayman Islands. Find the lowest fares based on data from user searches, with prices last updated on October 27, 2025.

This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Fri 1/29:10 amEWR - GCM
Nonstop4h 05mUnited Airlines
Deal found 10/26$276
This Expedia deal was found by Cheapflights users on 10/27. 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.
Thu 12/42:40 pmGCM - EWR
1 stop9h 12mSpirit Airlines
Sun 12/75:46 amEWR - GCM
1 stop7h 59mSpirit Airlines
Deal found 10/27$281
This Rumbo deal was found by Cheapflights users on 10/25. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/153:45 pmGCM - JFK
Nonstop3h 47mJetBlue
Sat 11/2210:29 amJFK - GCM
Nonstop4h 02mJetBlue
Deal found 10/25$283
This Priceline deal was found by Cheapflights users on 10/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/233:36 pmGCM - JFK
Nonstop3h 47mJetBlue
Thu 11/2710:29 amJFK - GCM
Nonstop4h 02mJetBlue
Deal found 10/26$290
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/72:25 pmGCM - EWR
Nonstop3h 52mUnited Airlines
Thu 12/117:10 amEWR - GCM
1 stop9h 20mUnited Airlines
Deal found 10/27$294
This United Airlines deal was found by Cheapflights users on 10/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/25:45 pmGCM - EWR
1 stop16h 57mUnited Airlines
Tue 12/98:35 pmEWR - GCM
1 stop19h 55mUnited Airlines
Deal found 10/25$295
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 12/103:45 pmGCM - MIA
Nonstop1h 38mAmerican Airlines
Sun 12/1410:20 amMIA - GCM
Nonstop1h 50mAmerican Airlines
Deal found 10/27$296
This Priceline deal was found by Cheapflights users on 10/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/112:40 pmGCM - DFW
1 stop9h 32mSpirit Airlines
Sun 12/145:45 amDFW - GCM
1 stop7h 00mSpirit Airlines
Deal found 10/26$297
This United Airlines deal was found by Cheapflights users on 10/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:45 pmGCM - YYZ
2 stops19h 58mUnited Airlines
Thu 11/276:10 amYYZ - GCM
1 stop10h 20mUnited Airlines
Deal found 10/25$298
This Expedia deal was found by Cheapflights users on 10/25. 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.
Sun 11/233:36 pmGCM - JFK
Nonstop3h 47mJetBlue
Sun 11/3010:29 amJFK - GCM
Nonstop4h 02mJetBlue
Deal found 10/25$298
This FlightHub deal was found by Cheapflights users on 10/27. 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.
Sun 12/75:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Thu 12/1110:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Deal found 10/27$302
This Booking.com deal was found by Cheapflights users on 10/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1011:30 amGCM - MIA
Nonstop1h 35mCayman Airways
Wed 12/177:40 pmMIA - GCM
Nonstop1h 35mCayman Airways
Deal found 10/27$303

Find flights from Cayman Islands within your budget

 
Find flights departing from Cayman Islands that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on October 27, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Miami

Route

Depart

Return

Price

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Fri 12/19

2:25 pm-6:17 pm

Nonstop3h 52m

Newark

Fri 1/2

9:10 am-1:15 pm

Nonstop4h 05m

$276

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Thu 12/4

3:40 pm-7:27 pm

Nonstop3h 47m

New York John F Kennedy Intl

Sun 12/7

10:35 am-2:31 pm

Nonstop3h 56m

$290

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sat 1/10

2:10 pm-6:03 pm

Nonstop3h 53m

New York John F Kennedy Intl

Sat 1/17

8:36 am-12:45 pm

Nonstop4h 09m

$290

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sun 11/23

3:36 pm-7:23 pm

Nonstop3h 47m

New York John F Kennedy Intl

Thu 11/27

10:29 am-2:31 pm

Nonstop4h 02m

$290

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Tue 12/2

5:45 pm-10:42 am

1 stop16h 57m

Newark

Tue 12/9

8:35 pm-4:30 pm

1 stop19h 55m

$295

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Sun 12/7

5:45 pm-10:42 am

1 stop16h 57m

Newark

Thu 12/11

5:45 am-4:30 pm

1 stop10h 45m

$295

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Tue 12/2

5:45 pm-10:42 am

1 stop16h 57m

Newark

Sun 12/7

9:10 am-1:15 pm

Nonstop4h 05m

$295

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Wed 12/10

3:45 pm-5:23 pm

Nonstop1h 38m

Miami

Sun 12/14

6:41 pm-8:15 pm

Nonstop1h 34m

$296

George TownDallas

GCM - DFW

GCMDFW

George Town Owen Roberts Intl

Thu 12/11

2:40 pm-11:12 pm

1 stop9h 32m

Dallas/Fort Worth

Sun 12/14

5:45 am-1:45 pm

1 stop7h 00m

$297

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sun 11/23

3:36 pm-7:23 pm

Nonstop3h 47m

New York John F Kennedy Intl

Sun 11/30

10:29 am-2:31 pm

Nonstop4h 02m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 60 results
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Best time to book a flight from Cayman Islands

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

Travel insights for flights from Cayman Islands

Get recent, data-driven insights about flights from Cayman Islands including ideal travel times, pricing trends, and more.

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

Currently, June is the cheapest month in which you can book a flight from Cayman Islands (average of $151). Flying from Cayman Islands in February will prove the most costly (average of $307). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Cayman Islands?

For flights departing from Cayman Islands check dates and pricing for the following: Cayman Airways, American Airlines. These airlines depart to the following popular destinations: Miami.

Cayman Airways
Cayman Airways
From $134
American Airlines
American Airlines
From $288
WestJet
WestJet
From $237
British Airways
British Airways
From $383

What is the cheapest place to fly to from Cayman Islands?

The cheapest city to fly to from Cayman Islands is Cayman Brac Gerrard-Smith, with prices starting at $146. Explore other affordable destinations below.

Cayman Brac Gerrard-Smith
Cayman Brac Gerrard-Smith
From $146
Toronto
Toronto
From $157
Fort Lauderdale
Fort Lauderdale
From $163
New York
New York
From $177

Airline reviews for flights from Cayman Islands

Read reviews and ratings of airlines operating flights from Cayman Islands. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Cayman Islands travel. Please note that the reviews are sourced from user searches and were last updated on October 27, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Read through reviews of airlines servicing the Cayman Islands, such as American Airlines. 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
11,031 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.
American Airlines
7.2
Good
11,031 reviews
American Airlines
7.2
Good
11,031 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Crew

8.0

Reviews

1 / 20
2.0
Mediocre

Nordia,Sep 2025

KIN - MIA

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

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Related info for your journey

Access useful and relevant information related to your journey from Cayman Islands. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated October 27, 2025.

  • What is the cheapest month to fly from Cayman Islands?

    June is currently the cheapest month to fly from Cayman Islands. At this moment in time February is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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