What is the cheapest month to fly from Cayman Islands?

September 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.

Where are the cheapest places to fly to from Cayman Islands?

Check out the cheapest flights from Cayman Islands to embark to: Fly from George Town to New York from $370 round trip

$340+ Flights from the Cayman Islands

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What to know about flights from Cayman Islands

Good round-trip deal	$146 or less
Good one-way deal	$222 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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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 April 15, 2025.

Thu 5/811:30 amGCM - MIA

Nonstop1h 40mCayman Airways

Sun 5/1111:00 amMIA - GCM

Nonstop1h 40mCayman Airways

Deal found 4/14$299

Sat 5/102:40 pmGCM - EWR

Nonstop3h 56mUnited Airlines

Wed 5/145:30 amEWR - GCM

1 stop8h 00mUnited Airlines

Deal found 4/15$337

Sat 4/261:35 pmGCM - YYZ

2 stops19h 23mUnited Airlines

Fri 5/22:30 pmYYZ - GCM

2 stops23h 00mUnited Airlines

Deal found 4/14$342

Wed 5/71:35 pmGCM - LGA

1 stop30h 24mUnited Airlines

Sat 5/1010:28 amLGA - GCM

1 stop5h 37mUnited Airlines

Deal found 4/14$343

Tue 5/1312:35 pmGCM - JFK

1 stop8h 24mDelta

Tue 5/206:00 amJFK - GCM

1 stop6h 20mDelta

Deal found 4/14$343

Mon 6/2312:10 pmGCM - MIA

Nonstop1h 40mAmerican Airlines

Mon 6/3012:30 pmMIA - GCM

Nonstop1h 40mAmerican Airlines

Deal found 4/14$346

Sat 5/103:05 pmGCM - EWR

1 stop7h 20mAmerican Airlines

Sat 5/175:45 amEWR - GCM

1 stop6h 10mAmerican Airlines

Deal found 4/14$352

Sat 5/103:05 pmGCM - LGA

1 stop6h 25mAmerican Airlines

Sat 5/176:21 amLGA - GCM

1 stop5h 34mAmerican Airlines

Deal found 4/14$352

Sat 5/103:05 pmGCM - JFK

1 stop6h 55mAmerican Airlines

Sat 5/175:25 amJFK - GCM

1 stop5h 30mAmerican Airlines

Deal found 4/14$352

Mon 6/912:40 pmGCM - LGA

1 stop9h 44mDelta

Tue 6/246:00 amLGA - GCM

1 stop6h 25mDelta

Deal found 4/14$357

Sat 5/246:10 pmGCM - JFK

Nonstop3h 50mMultiple Airlines

Sat 5/319:00 amJFK - GCM

2 stops51h 55mMultiple Airlines

Deal found 4/14$368

Sat 5/1011:40 amGCM - JFK

Nonstop3h 54mJetBlue

Sat 5/177:39 amJFK - GCM

Nonstop4h 01mJetBlue

Deal found 4/14$371

Best flights from Cayman Islands
Discover carefully curated flight deals from Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 15, 2025.

Thu 5/811:30 amGCM - MIA

Nonstop1h 40mCayman Airways

Sun 5/1111:00 amMIA - GCM

Nonstop1h 40mCayman Airways

Deal found 4/14$299

Sat 5/102:40 pmGCM - EWR

Nonstop3h 56mUnited Airlines

Wed 5/145:30 amEWR - GCM

1 stop8h 00mUnited Airlines

Deal found 4/15$337

Tue 5/1312:35 pmGCM - JFK

1 stop8h 24mDelta

Tue 5/206:00 amJFK - GCM

1 stop6h 20mDelta

Deal found 4/14$343

Mon 6/2312:10 pmGCM - MIA

Nonstop1h 40mAmerican Airlines

Mon 6/3012:30 pmMIA - GCM

Nonstop1h 40mAmerican Airlines

Deal found 4/14$346

Sat 5/246:10 pmGCM - JFK

Nonstop3h 50mMultiple Airlines

Sat 5/319:00 amJFK - GCM

2 stops51h 55mMultiple Airlines

Deal found 4/14$368

Sat 5/1011:40 amGCM - JFK

Nonstop3h 54mJetBlue

Sat 5/177:39 amJFK - GCM

Nonstop4h 01mJetBlue

Deal found 4/14$371

Wed 5/712:45 pmGCM - LGA

2 stops22h 15mSouthwest

Sat 5/106:30 amLGA - GCM

2 stops9h 20mSouthwest

Deal found 4/14$391

Thu 6/1912:50 pmGCM - YYZ

Nonstop4h 00mAir Canada

Mon 6/239:00 amYYZ - GCM

Nonstop3h 55mAir Canada

Deal found 4/15$400

Sat 6/141:45 pmGCM - YYZ

Nonstop4h 09mWestJet

Sat 6/219:40 amYYZ - GCM

Nonstop4h 05mWestJet

Deal found 4/14$454

Sat 4/261:35 pmGCM - YYZ

2 stops19h 23mUnited Airlines

Fri 5/22:30 pmYYZ - GCM

2 stops23h 00mUnited Airlines

Deal found 4/14$342

Sat 5/103:05 pmGCM - EWR

1 stop7h 20mAmerican Airlines

Sat 5/175:45 amEWR - GCM

1 stop6h 10mAmerican Airlines

Deal found 4/14$352

Mon 6/912:40 pmGCM - LGA

1 stop9h 44mDelta

Tue 6/246:00 amLGA - GCM

1 stop6h 25mDelta

Deal found 4/14$357

Last-minute flights from Cayman Islands
Discover last-minute flight deals departing from Cayman Islands. Data last updated April 15, 2025 and is based on user searches.

Sun 4/201:45 pmGCM - MIA

1 stop24h 10mUnited Airlines

Fri 4/254:07 pmMIA - GCM

1 stop22h 23mUnited Airlines

Deal found 4/15$421

Sun 4/201:45 pmGCM - TPA

1 stop19h 32mUnited Airlines

Tue 4/2211:38 amTPA - GCM

1 stop25h 52mUnited Airlines

Deal found 4/14$421

Tue 4/2212:35 pmGCM - MIA

Nonstop1h 40mAmerican Airlines

Sat 4/2610:30 amMIA - GCM

Nonstop1h 50mAmerican Airlines

Deal found 4/14$325

Tue 4/2211:30 amGCM - MIA

Nonstop1h 40mCayman Airways

Sat 4/2612:50 pmMIA - GCM

1 stop3h 00mCayman Airways

Deal found 4/14$401

Wed 4/235:10 pmGCM - JFK

Nonstop3h 50mCayman Airways

Sun 4/2710:00 amJFK - GCM

Nonstop4h 00mCayman Airways

Deal found 4/13$440

Wed 4/2312:10 pmGCM - LGA

1 stop6h 55mAmerican Airlines

Sat 4/266:15 amLGA - GCM

1 stop6h 15mAmerican Airlines

Deal found 4/14$450

Wed 4/232:00 pmGCM - JFK

1 stop19h 00mAmerican Airlines

Sat 4/266:42 amJFK - GCM

1 stop5h 38mAmerican Airlines

Deal found 4/14$450

Fri 4/2512:47 pmGCM - LGA

1 stop6h 54mDelta

Tue 4/296:00 amLGA - GCM

1 stop6h 22mDelta

Deal found 4/15$421

Fri 4/2512:47 pmGCM - JFK

1 stop8h 43mDelta

Mon 4/286:00 amJFK - GCM

1 stop6h 22mDelta

Deal found 4/14$421

Fri 4/251:35 pmGCM - EWR

1 stop20h 04mUnited Airlines

Tue 4/298:44 amEWR - GCM

Nonstop4h 01mUnited Airlines

Deal found 4/15$481

Fri 4/2512:03 pmGCM - JFK

Nonstop3h 54mJetBlue

Tue 4/298:00 amJFK - GCM

Nonstop4h 03mJetBlue

Deal found 4/14$495

Fri 4/252:00 pmGCM - EWR

1 stop9h 13mAmerican Airlines

Tue 4/295:30 amEWR - GCM

2 stops8h 29mAmerican Airlines

Deal found 4/15$504

One-way flights from Cayman Islands
Search for one-way flight options from Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 15, 2025.

Fri 4/251:35 pmGCM - YYZ

2 stops23h 07mUnited Airlines

Deal found 4/15$177

Sat 7/128:50 amGCM - MIA

Nonstop1h 40mCayman Airways

Deal found 4/14$198

Wed 4/2312:35 pmGCM - MIA

Nonstop1h 40mAmerican Airlines

Deal found 4/15$213

Thu 5/812:25 pmGCM - YYZ

1 stop9h 00mAmerican Airlines

Deal found 4/14$223

Sun 6/156:10 pmGCM - JFK

Nonstop3h 50mCayman Airways

Deal found 4/14$227

Sat 5/172:40 pmGCM - EWR

Nonstop3h 56mUnited Airlines

Deal found 4/15$228

Sat 5/1711:40 amGCM - JFK

Nonstop3h 54mJetBlue

Deal found 4/15$228

Mon 6/912:40 pmGCM - LGA

1 stop8h 45mDelta

Deal found 4/14$234

Wed 5/1412:35 pmGCM - JFK

1 stop8h 24mDelta

Deal found 4/15$234

Wed 5/1412:10 pmGCM - JFK

2 stops8h 45mAmerican Airlines

Deal found 4/15$235

Tue 5/1312:10 pmGCM - EWR

1 stop10h 59mAmerican Airlines

Deal found 4/15$238

Fri 10/1011:25 amGCM - TPA

Nonstop1h 50mCayman Airways

Deal found 4/14$241

Find flights from Cayman Islands within your budget

Fly to

Route

Depart

Return

Price

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Thu 5/8

11:30 am-2:10 pm

Nonstop1h 40m

Miami

Sun 5/11

11:00 am-11:40 am

Nonstop1h 40m

$299

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Sat 5/10

2:40 pm-7:36 pm

Nonstop3h 56m

Newark

Wed 5/14

5:30 am-12:30 pm

1 stop8h 00m

$337

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Sat 4/26

1:45 pm-9:58 am

1 stop19h 13m

Toronto Pearson Intl

Fri 5/2

2:30 pm-3:05 pm

1 stop25h 35m

$342

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Tue 5/13

12:35 pm-9:59 pm

1 stop8h 24m

New York John F Kennedy Intl

Tue 5/20

6:00 am-11:20 am

1 stop6h 20m

$343

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

Wed 5/7

1:35 pm-8:59 pm

1 stop30h 24m

New York LaGuardia

Sat 5/10

10:28 am-3:05 pm

1 stop5h 37m

$343

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Mon 6/23

12:10 pm-2:50 pm

Nonstop1h 40m

Miami

Mon 6/30

12:30 pm-1:10 pm

Nonstop1h 40m

$346

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Sat 5/10

3:05 pm-11:25 pm

1 stop7h 20m

Newark

Sat 5/17

5:45 am-10:55 am

1 stop6h 10m

$352

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

Sat 5/10

3:05 pm-10:30 pm

1 stop6h 25m

New York LaGuardia

Sat 5/17

6:21 am-10:55 am

1 stop5h 34m

$352

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sat 5/10

3:05 pm-11:00 pm

1 stop6h 55m

New York John F Kennedy Intl

Sat 5/17

5:25 am-9:55 am

1 stop5h 30m

$352

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

Mon 6/9

12:40 pm-11:24 pm

1 stop9h 44m

New York LaGuardia

Tue 6/24

6:00 am-11:25 am

1 stop6h 25m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 60 results

...

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, September is the cheapest month in which you can book a flight from Cayman Islands (average of $112). Flying from Cayman Islands in November will prove the most costly (average of $288). 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: JetBlue, Cayman Airways, American Airlines. These airlines depart to the following popular destinations: New York.

Cayman Airways

From $132

American Airlines

From $231

United Airlines

From $118

British Airways

From $376

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 $129. Explore other affordable destinations below.

Cayman Brac Gerrard-Smith

From $129

New York

From $188

Charlotte Douglas

From $205

Miami

From $205

Airline reviews for flights from Cayman Islands

Delta

8.0

Very good

7,917 reviews

Reviews

1 / 20

10.0

Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Delta

8.0

Very good

7,917 reviews

Delta

8.0

Very good

7,917 reviews

Reviews

1 / 20

10.0

Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

JetBlue

7.3

Good

2,926 reviews

Delta

8.0

Very good

7,917 reviews

Reviews

1 / 20

10.0

Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,917 reviews

Reviews

1 / 20

10.0

Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

WestJet

7.2

Good

2,805 reviews

Delta

8.0

Very good

7,917 reviews

Reviews

1 / 20

10.0

Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Air Canada

7.0

Good

9,127 reviews

Delta

8.0

Very good

7,917 reviews

Reviews

1 / 20

10.0

Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Browse thousands of different options on Cheapflights for your next trip

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Related info for your journey

What is the cheapest month to fly from Cayman Islands?
September 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.
Where are the cheapest places to fly to from Cayman Islands?
Check out the cheapest flights from Cayman Islands to embark to:
Fly from George Town to New York from $370 round trip

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Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.

What to know about flights from Cayman Islands

Good round-trip deal

Good one-way deal

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 April 15, 2025.

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 April 15, 2025.

Best flights from Cayman Islands
Discover carefully curated flight deals from Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 15, 2025.

Discover carefully curated flight deals from Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 15, 2025.

Last-minute flights from Cayman Islands
Discover last-minute flight deals departing from Cayman Islands. Data last updated April 15, 2025 and is based on user searches.

Discover last-minute flight deals departing from Cayman Islands. Data last updated April 15, 2025 and is based on user searches.

One-way flights from Cayman Islands
Search for one-way flight options from Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 15, 2025.

Search for one-way flight options from Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 15, 2025.

Find flights from Cayman Islands within your budget

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.

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?

Which airlines fly from Cayman Islands?

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

Airline reviews for flights from Cayman Islands

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Caribbean regions

Book your next flight out of one of these popular departure points located in Caribbean.

Fly from Cayman Islands cities

Consider departing from one of these cities also located in Cayman Islands. Flight origins are based on user searches made on Cheapflights and were last updated on April 15, 2025.

Popular international destinations from Cayman Islands

The most popular international flight routes departing from Cayman Islands we’ve come across at this time.

Popular Round-Trip Flight Destinations

Consider these popular destinations that Cheapflights users have chosen when departing from Cayman Islands. Routes are based on user searches and were last updated on April 15, 2025.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2025

Related info for your journey

What is the cheapest month to fly from Cayman Islands?

Where are the cheapest places to fly to from Cayman Islands?

100% Free

Book with Flexibility

Travel Smart

$177+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.

What to know about flights from Cayman Islands

Good round-trip deal

Good one-way deal

Find flights from Cayman Islands

Cheapest flights from Cayman IslandsExplore the most affordable flight options available from Cayman Islands. Find the lowest fares based on data from user searches, with prices last updated on April 15, 2025.

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 April 15, 2025.

Find flights from Cayman Islands within your budget

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.

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?

Which airlines fly from Cayman Islands?

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

Airline reviews for flights from Cayman Islands

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Caribbean regions

Book your next flight out of one of these popular departure points located in Caribbean.

Related info for your journey

What is the cheapest month to fly from Cayman Islands?

Where are the cheapest places to fly to from Cayman Islands?

100% Free

Book with Flexibility

Travel Smart

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 April 15, 2025.