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Cayman Islands

$200+ 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 7/17. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — MIA
May 12 — May 191
Mon 5/12
Mon 5/19
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 May 7, 2025.

Good round-trip deal

$172 or less

Good one-way deal

$206 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 May 7, 2025.

Thu 5/294:45 pmGCM - MIA
Nonstop1h 40mCayman Airways
Sun 6/111:00 amMIA - GCM
Nonstop1h 40mCayman Airways
Deal found 5/6$306
Thu 6/192:05 pmGCM - MIA
Nonstop1h 40mAmerican Airlines
Thu 6/2610:19 amMIA - GCM
Nonstop1h 45mAmerican Airlines
Deal found 5/7$325
Sat 11/15:10 pmGCM - JFK
Nonstop3h 50mCayman Airways
Mon 11/179:00 amJFK - GCM
Nonstop4h 00mCayman Airways
Deal found 5/6$355
Mon 6/912:40 pmGCM - LGA
1 stop8h 45mDelta
Thu 6/126:00 amLGA - GCM
1 stop6h 25mDelta
Deal found 5/7$371
Sat 11/11:02 pmGCM - JFK
1 stop8h 07mDelta
Wed 11/126:00 amJFK - GCM
1 stop6h 37mDelta
Deal found 5/7$371
Sat 7/54:45 pmGCM - YYZ
2 stops25h 52mUnited Airlines
Sun 8/107:00 amYYZ - GCM
2 stops30h 30mUnited Airlines
Deal found 5/6$372
Mon 6/912:25 pmGCM - EWR
1 stop9h 05mAmerican Airlines
Thu 6/125:00 amEWR - GCM
1 stop7h 15mAmerican Airlines
Deal found 5/7$380
Sat 11/112:15 pmGCM - LGA
1 stop7h 36mAmerican Airlines
Mon 11/176:59 amLGA - GCM
1 stop8h 56mAmerican Airlines
Deal found 5/6$380
Thu 6/122:05 pmGCM - JFK
1 stop8h 05mAmerican Airlines
Sun 6/156:00 amJFK - GCM
1 stop6h 04mAmerican Airlines
Deal found 5/6$380
Fri 6/611:25 amGCM - TPA
Nonstop1h 50mCayman Airways
Mon 6/94:30 pmTPA - GCM
Nonstop1h 50mCayman Airways
Deal found 5/7$384
Fri 6/2012:40 pmGCM - TPA
1 stop9h 23mDelta
Tue 6/245:20 amTPA - GCM
1 stop7h 05mDelta
Deal found 5/6$401
Sat 5/1711:55 amGCM - TPA
1 stop7h 00mAmerican Airlines
Mon 5/197:22 pmTPA - GCM
1 stop16h 58mAmerican Airlines
Deal found 5/6$410

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 May 7, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Miami

Route

Depart

Return

Price

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Thu 5/29

4:45 pm-7:25 pm

Nonstop1h 40m

Miami

Sun 6/1

11:00 am-11:40 am

Nonstop1h 40m

$306

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Wed 8/20

2:15 pm-4:50 pm

Nonstop1h 35m

Miami

Sat 8/30

10:25 am-11:10 am

Nonstop1h 45m

$325

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sat 11/1

5:10 pm-10:00 pm

Nonstop3h 50m

New York John F Kennedy Intl

Mon 11/17

9:00 am-1:00 pm

Nonstop4h 00m

$355

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

Mon 6/9

12:40 pm-10:25 pm

1 stop8h 45m

New York LaGuardia

Thu 6/12

6:00 am-11:25 am

1 stop6h 25m

$371

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sat 11/1

1:02 pm-10:09 pm

1 stop8h 07m

New York John F Kennedy Intl

Wed 11/12

6:00 am-12:37 pm

1 stop6h 37m

$371

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 7/5

4:45 pm-7:37 pm

2 stops25h 52m

Toronto Pearson Intl

Sun 8/10

7:00 am-12:30 pm

2 stops30h 30m

$372

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Mon 6/9

12:25 pm-10:30 pm

1 stop9h 05m

Newark

Thu 6/12

5:00 am-11:15 am

1 stop7h 15m

$380

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

Sat 11/1

12:15 pm-8:51 pm

1 stop7h 36m

New York LaGuardia

Mon 11/17

6:59 am-3:55 pm

1 stop8h 56m

$380

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Thu 6/12

2:05 pm-11:10 pm

1 stop8h 05m

New York John F Kennedy Intl

Sun 6/15

6:00 am-11:04 am

1 stop6h 04m

$380

George TownTampa

GCM - TPA

GCMTPA

George Town Owen Roberts Intl

Fri 6/6

11:25 am-2:15 pm

Nonstop1h 50m

Tampa

Mon 6/9

4:30 pm-5:20 pm

Nonstop1h 50m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/7

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, July is the cheapest month in which you can book a flight from Cayman Islands (average of $153). 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 $132

American Airlines

American Airlines

From $231

United Airlines

United Airlines

From $118

British Airways

British Airways

From $385

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 $198. Explore other affordable destinations below.

Tampa

Tampa

From $198

Charlotte Douglas

Charlotte Douglas

From $205

Miami

Miami

From $205

Washington, D.C.

Washington, D.C.

From $206

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 May 7, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Southwest
8.0
Very good
4,293 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,293 reviews
Southwest
8.0
Very good
4,293 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,710 reviews
Southwest
8.0
Very good
4,293 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,293 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
WestJet
7.2
Good
2,832 reviews
Southwest
8.0
Very good
4,293 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Air Canada
7.0
Good
9,284 reviews
Southwest
8.0
Very good
4,293 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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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 May 7, 2025.

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

    July 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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