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Cayman Islands

$191+ 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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — MIA
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
1 adult, Economy
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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 July 25, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Thu 8/27

4:45 pm-7:20 pm

Nonstop1h 35m

Miami

Mon 8/31

11:00 am-11:35 am

Nonstop1h 35m

$269

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Thu 8/27

1:04 pm-1:07 am

1 stop11h 03m

Miami

Mon 8/31

6:00 am-11:39 am

1 stop6h 39m

$292

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Thu 8/27

1:04 pm-9:04 pm

1 stop7h 00m

Miami

Sun 8/30

7:00 am-11:39 am

1 stop5h 39m

$292

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Tue 9/8

11:30 am-2:05 pm

Nonstop1h 35m

Miami

Tue 9/15

3:30 pm-4:05 pm

Nonstop1h 35m

$307

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sun 9/13

6:10 pm-11:00 pm

Nonstop3h 50m

New York John F Kennedy Intl

Mon 9/21

11:45 am-2:45 pm

Nonstop4h 00m

$338

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Mon 8/24

1:04 pm-1:07 am

1 stop11h 03m

Miami

Wed 8/26

6:00 am-11:39 am

1 stop6h 39m

$355

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Thu 8/20

1:04 pm-1:07 am

1 stop11h 03m

Miami

Thu 8/27

6:00 am-11:39 am

1 stop6h 39m

$355

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Fri 9/25

1:00 pm-12:55 am

1 stop10h 55m

Miami

Sun 9/27

7:18 am-11:40 am

1 stop5h 22m

$355

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Sat 8/22

1:04 pm-9:03 pm

1 stop6h 59m

Miami

Wed 8/26

7:00 am-11:39 am

1 stop5h 39m

$377

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Wed 9/2

1:04 pm-12:47 am

1 stop10h 43m

Miami

Sun 9/13

7:18 am-11:40 am

1 stop5h 22m

$377

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

Showing 1-10 of 60 resultsSorted by cheapest first
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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, March is the cheapest month in which you can book a flight from Cayman Islands (average of $281). Flying from Cayman Islands in November will prove the most costly (average of $389). 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 $106
American Airlines
American Airlines
From $245
Air Canada
Air Canada
From $180
WestJet
WestJet
From $148

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

The cheapest city to fly to from Cayman Islands is Tampa, with prices starting at $178. Explore other affordable destinations below.

Tampa
Tampa
From $178
Miami
Miami
From $196
New York
New York
From $205
Houston Hobby
Houston Hobby
From $208

When is the best time to book a flight from Cayman Islands?

To ensure you get the cheapest price possible for a flight from Cayman Islands, you should look to book at least 57 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 July 25, 2026. 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
7.1
Good
11,849 reviews

Entertainment

6.8

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

7.9

Overall

7.1

Reviews

1 / 20
6.0
Good

Charleen,May 2026

POS - MIA

If I had any other choice in getting to my destination, I would have used it
American Airlines
7.1
Good
11,849 reviews
American Airlines
7.1
Good
11,849 reviews

Entertainment

6.8

Comfort

7.2

Boarding

7.5

Food

6.4

Crew

7.9

Overall

7.1

Reviews

1 / 20
6.0
Good

Charleen,May 2026

POS - MIA

If I had any other choice in getting to my destination, I would have used it

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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 July 25, 2026.

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

    March is currently the cheapest month to fly from Cayman Islands. At this moment in time November 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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