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 $371 round trip

$378+ Flights from the Cayman Islands - Compare & Save Big

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What to know about flights from Cayman Islands

Good round-trip deal	$146 or less
Good one-way deal	$237 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 29, 2025.

Thu 5/811:30 amGCM - MIA

Nonstop1h 40mCayman Airways

Sun 5/1111:00 amMIA - GCM

Nonstop1h 40mCayman Airways

Deal found 4/28$306

Thu 5/82:10 pmGCM - MIA

Nonstop1h 40mAmerican Airlines

Sat 5/179:25 amMIA - GCM

Nonstop1h 30mAmerican Airlines

Deal found 4/28$325

Tue 6/312:35 pmGCM - LGA

1 stop8h 13mDelta

Wed 6/116:00 amLGA - GCM

1 stop6h 25mDelta

Deal found 4/28$371

Tue 6/312:35 pmGCM - JFK

1 stop8h 25mDelta

Thu 6/126:00 amJFK - GCM

1 stop6h 25mDelta

Deal found 4/28$371

Mon 6/212:25 pmGCM - EWR

1 stop9h 37mAmerican Airlines

Tue 6/105:30 amEWR - GCM

1 stop10h 00mAmerican Airlines

Deal found 4/28$380

Mon 6/212:25 pmGCM - LGA

1 stop9h 05mAmerican Airlines

Tue 6/106:00 amLGA - GCM

1 stop8h 10mAmerican Airlines

Deal found 4/28$380

Wed 6/412:10 pmGCM - JFK

1 stop9h 49mAmerican Airlines

Thu 7/38:30 pmJFK - GCM

1 stop15h 34mAmerican Airlines

Deal found 4/27$380

Fri 6/611:25 amGCM - TPA

Nonstop1h 50mCayman Airways

Mon 6/94:30 pmTPA - GCM

Nonstop1h 50mCayman Airways

Deal found 4/28$384

Fri 5/3012:10 pmGCM - TPA

1 stop7h 48mAmerican Airlines

Mon 6/26:25 amTPA - GCM

1 stop5h 45mAmerican Airlines

Deal found 4/28$410

Wed 6/111:35 pmGCM - BOS

1 stop9h 09mUnited Airlines

Wed 6/185:25 amBOS - GCM

1 stop8h 05mUnited Airlines

Deal found 4/28$411

Thu 5/81:35 pmGCM - MIA

1 stop7h 54mUnited Airlines

Sat 5/179:00 amMIA - GCM

1 stop28h 30mUnited Airlines

Deal found 4/28$421

Wed 6/1112:40 pmGCM - BWI

1 stop9h 03mDelta

Mon 6/165:40 amBWI - GCM

1 stop6h 45mDelta

Deal found 4/28$425

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 29, 2025.

Thu 5/811:30 amGCM - MIA

Nonstop1h 40mCayman Airways

Sun 5/1111:00 amMIA - GCM

Nonstop1h 40mCayman Airways

Deal found 4/28$306

Thu 5/82:10 pmGCM - MIA

Nonstop1h 40mAmerican Airlines

Sat 5/179:25 amMIA - GCM

Nonstop1h 30mAmerican Airlines

Deal found 4/28$325

Tue 6/312:35 pmGCM - LGA

1 stop8h 13mDelta

Wed 6/116:00 amLGA - GCM

1 stop6h 25mDelta

Deal found 4/28$371

Wed 6/111:35 pmGCM - BOS

1 stop9h 09mUnited Airlines

Wed 6/185:25 amBOS - GCM

1 stop8h 05mUnited Airlines

Deal found 4/28$411

Thu 6/512:50 pmGCM - EWR

1 stop8h 59mAir Canada

Wed 6/114:30 pmEWR - GCM

1 stop20h 25mAir Canada

Deal found 4/28$434

Sat 5/316:10 pmGCM - JFK

Nonstop3h 50mMultiple Airlines

Tue 6/1012:59 pmJFK - GCM

1 stop28h 11mMultiple Airlines

Deal found 4/28$440

Sat 5/1711:40 amGCM - JFK

Nonstop3h 54mJetBlue

Sat 5/247:39 amJFK - GCM

Nonstop4h 01mJetBlue

Deal found 4/28$465

Fri 5/912:45 pmGCM - BOS

2 stops18h 30mSouthwest

Mon 5/129:45 pmBOS - GCM

2 stops15h 05mSouthwest

Deal found 4/27$474

Tue 6/312:35 pmGCM - JFK

1 stop8h 25mDelta

Thu 6/126:00 amJFK - GCM

1 stop6h 25mDelta

Deal found 4/28$371

Mon 6/212:25 pmGCM - EWR

1 stop9h 37mAmerican Airlines

Tue 6/105:30 amEWR - GCM

1 stop10h 00mAmerican Airlines

Deal found 4/28$380

Fri 6/611:25 amGCM - TPA

Nonstop1h 50mCayman Airways

Mon 6/94:30 pmTPA - GCM

Nonstop1h 50mCayman Airways

Deal found 4/28$384

Mon 6/212:25 pmGCM - LGA

1 stop9h 05mAmerican Airlines

Tue 6/106:00 amLGA - GCM

1 stop8h 10mAmerican Airlines

Deal found 4/28$380

Last-minute flights from Cayman Islands
Discover last-minute flight deals departing from Cayman Islands. Data last updated April 29, 2025 and is based on user searches.

Sat 5/31:45 pmGCM - MIA

1 stop21h 03mUnited Airlines

Sun 5/258:40 amMIA - GCM

1 stop28h 50mUnited Airlines

Deal found 4/28$421

Mon 5/512:40 pmGCM - TPA

Nonstop1h 50mCayman Airways

Thu 5/85:50 pmTPA - GCM

Nonstop1h 55mCayman Airways

Deal found 4/28$403

Mon 5/52:10 pmGCM - TPA

1 stop5h 48mAmerican Airlines

Thu 5/85:45 amTPA - GCM

1 stop8h 25mAmerican Airlines

Deal found 4/28$410

Mon 5/51:35 pmGCM - IAD

1 stop7h 38mUnited Airlines

Mon 5/125:40 pmIAD - GCM

1 stop19h 50mUnited Airlines

Deal found 4/28$603

Mon 5/52:10 pmGCM - IAD

2 stops22h 12mAmerican Airlines

Mon 5/128:02 pmIAD - GCM

1 stop16h 18mAmerican Airlines

Deal found 4/27$605

Mon 5/511:30 amGCM - IAD

1 stop11h 59mMultiple Airlines

Sun 5/112:21 amIAD - GCM

1 stop15h 39mMultiple Airlines

Deal found 4/27$847

Mon 5/511:30 amGCM - TPA

1 stop24h 56mMultiple Airlines

Thu 5/85:50 pmTPA - GCM

Nonstop1h 55mMultiple Airlines

Deal found 4/28$1,133

Wed 5/712:25 pmGCM - JFK

2 stops18h 27mAmerican Airlines

Sat 5/248:59 pmJFK - GCM

2 stops15h 21mAmerican Airlines

Deal found 4/28$514

Wed 5/76:10 pmGCM - JFK

Nonstop3h 50mMultiple Airlines

Sat 5/2412:59 pmJFK - GCM

1 stop23h 41mMultiple Airlines

Deal found 4/28$657

Thu 5/811:30 amGCM - MIA

Nonstop1h 40mCayman Airways

Sun 5/1111:00 amMIA - GCM

Nonstop1h 40mCayman Airways

Deal found 4/28$306

Thu 5/82:10 pmGCM - MIA

Nonstop1h 40mAmerican Airlines

Sat 5/179:25 amMIA - GCM

Nonstop1h 30mAmerican Airlines

Deal found 4/28$325

Thu 5/811:30 amGCM - MIA

Nonstop1h 40mMultiple Airlines

Thu 5/87:45 pmMIA - GCM

1 stop21h 25mMultiple Airlines

Deal found 4/28$511

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 29, 2025.

Mon 5/54:45 pmGCM - MIA

Nonstop1h 40mCayman Airways

Deal found 4/28$208

Thu 7/32:05 pmGCM - MIA

Nonstop1h 40mAmerican Airlines

Deal found 4/28$213

Sat 5/316:10 pmGCM - JFK

Nonstop3h 50mCayman Airways

Deal found 4/27$232

Mon 5/1912:35 pmGCM - LGA

1 stop10h 09mDelta

Deal found 4/27$238

Tue 6/312:35 pmGCM - JFK

1 stop8h 25mDelta

Deal found 4/28$238

Tue 5/2012:25 pmGCM - EWR

1 stop9h 37mAmerican Airlines

Deal found 4/28$242

Tue 5/202:10 pmGCM - LGA

1 stop6h 49mAmerican Airlines

Deal found 4/28$242

Tue 5/2012:25 pmGCM - JFK

1 stop8h 30mAmerican Airlines

Deal found 4/28$242

Thu 6/1212:50 pmGCM - IAD

1 stop23h 49mAir Canada

Deal found 4/28$242

Tue 5/612:10 pmGCM - TPA

1 stop10h 35mAmerican Airlines

Deal found 4/28$257

Sat 5/311:45 pmGCM - BOS

1 stop8h 27mUnited Airlines

Deal found 4/27$258

Fri 5/307:00 amGCM - BWI

1 stop14h 13mMultiple Airlines

Deal found 4/28$260

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

$306

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Thu 5/8

2:10 pm-4:50 pm

Nonstop1h 40m

Miami

Sat 5/17

9:25 am-9:55 am

Nonstop1h 30m

$325

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

Tue 6/3

12:35 pm-9:48 pm

1 stop8h 13m

New York LaGuardia

Wed 6/11

6:00 am-11:25 am

1 stop6h 25m

$371

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Tue 6/3

12:35 pm-10:00 pm

1 stop8h 25m

New York John F Kennedy Intl

Tue 6/10

6:00 am-11:25 am

1 stop6h 25m

$371

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Mon 6/2

12:25 pm-11:02 pm

1 stop9h 37m

Newark

Tue 6/10

5:30 am-2:30 pm

1 stop10h 00m

$380

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

Mon 6/2

12:25 pm-10:30 pm

1 stop9h 05m

New York LaGuardia

Tue 6/10

6:00 am-1:10 pm

1 stop8h 10m

$380

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Wed 6/4

12:10 pm-10:59 pm

1 stop9h 49m

New York John F Kennedy Intl

Thu 7/3

8:30 pm-11:04 am

1 stop15h 34m

$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

George TownTampa

GCM - TPA

GCMTPA

George Town Owen Roberts Intl

Fri 5/30

12:10 pm-8:58 pm

1 stop7h 48m

Tampa

Mon 6/2

6:25 am-11:10 am

1 stop5h 45m

$410

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Wed 6/11

1:35 pm-11:44 pm

1 stop9h 09m

Boston Logan Intl

Wed 6/18

5:25 am-12:30 pm

1 stop8h 05m

$411

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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 $289). 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 $385

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

From $146

Tampa

From $198

Washington, D.C.

From $199

Charlotte Douglas

From $205

Airline reviews for flights from Cayman Islands

Delta

8.0

Very good

7,929 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

7,929 reviews

Delta

8.0

Very good

7,929 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

2,922 reviews

Delta

8.0

Very good

7,929 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

7,929 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

9,228 reviews

Delta

8.0

Very good

7,929 reviews

Reviews

1 / 20

10.0

Excellent

Lucy,Nov 2023

ATL - JFK

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

British Airways

6.6

Okay

6,834 reviews

Delta

8.0

Very good

7,929 reviews

Reviews

1 / 20

10.0

Excellent

Lucy,Nov 2023

ATL - JFK

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

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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 $371 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 5/5. 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 29, 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 29, 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 29, 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 29, 2025.

Last-minute flights from Cayman Islands
Discover last-minute flight deals departing from Cayman Islands. Data last updated April 29, 2025 and is based on user searches.

Discover last-minute flight deals departing from Cayman Islands. Data last updated April 29, 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 29, 2025.

Search for one-way flight options from Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 29, 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 29, 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 29, 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

$208+ 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 5/5. 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 29, 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 29, 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 29, 2025.