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Grand Cayman

$208+ Cheap flights from Grand Cayman

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.
GCM — JFK
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Find flights from Grand Cayman

Cheapest flights from Grand Cayman
Explore the most affordable flight options available from Grand Cayman. 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

Find flights from Grand Cayman within your budget

Find flights departing from Grand Cayman 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 April 29, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

John F Kennedy Intl

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
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Best time to book a flight from Grand Cayman

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

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

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

Currently, September is the cheapest month in which you can book a flight from Grand Cayman (average of $112). Flying from Grand Cayman 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 Grand Cayman?

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

Cayman Airways

Cayman Airways

From $132

American Airlines

American Airlines

From $231

United Airlines

United Airlines

From $118

British Airways

British Airways

From $376

Airline reviews for flights from Grand Cayman

Read reviews and ratings of airlines operating flights from Grand Cayman. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Grand Cayman travel. Please note that the reviews are sourced from user searches and were last updated on April 29, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

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

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

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

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

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

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

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
9,240 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

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
6,830 reviews
Delta
8.0
Very good
7,929 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

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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Popular international destinations from Cayman Islands

The most popular international flight routes departing from Cayman Islands we’ve come across at this time.
Flights from George Town to Miami
Flights from George Town to Nassau
Flights from George Town to Charlotte
Flights from George Town to Atlanta
Flights from George Town to Kingston
Flights from George Town to Tampa

Related info for your journey

Access useful and relevant information related to your journey from Grand Cayman. 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 April 29, 2025.

  • What is the cheapest airport to fly out of Grand Cayman?

    San Francisco airport offers the cheapest routes to Dubai, from $2; whereas Newark airport is typically cheaper if you're flying to Dubai, from $13. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

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

    September is currently the cheapest month to fly from Grand Cayman. 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 Grand Cayman?

    Check out the cheapest flights from Grand Cayman to embark to:
    Fly from San Francisco to New York from $2 round trip
    Fly from New York to Beijing from $13 round trip
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Budapest to Milan from $33 round trip

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