Grand Cayman

$176+ 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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — JFK
Apr 13 — Apr 201
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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 8, 2025.

Thu 5/294:45 pmGCM - MIA
Nonstop1h 40mCayman Airways
Mon 6/211:00 amMIA - GCM
Nonstop1h 40mCayman Airways
Deal found 4/7$290
Sat 5/1711:40 amGCM - JFK
Nonstop3h 54mJetBlue
Sat 5/317:39 amJFK - GCM
Nonstop4h 01mJetBlue
Deal found 4/7$337
Wed 4/3012:55 pmGCM - EWR
Nonstop3h 56mUnited Airlines
Mon 5/58:35 pmEWR - GCM
1 stop16h 55mUnited Airlines
Deal found 4/7$342
Sat 5/31:35 pmGCM - BOS
1 stop21h 52mUnited Airlines
Mon 5/57:14 pmBOS - GCM
2 stops18h 16mUnited Airlines
Deal found 4/5$343
Sat 6/213:15 pmGCM - MIA
Nonstop1h 40mAmerican Airlines
Sun 7/1310:25 amMIA - GCM
Nonstop1h 45mAmerican Airlines
Deal found 4/6$344
Wed 4/302:00 pmGCM - EWR
1 stop9h 13mAmerican Airlines
Mon 5/55:45 amEWR - GCM
1 stop6h 35mAmerican Airlines
Deal found 4/7$352
Wed 5/212:10 pmGCM - LGA
1 stop8h 35mAmerican Airlines
Wed 5/286:21 amLGA - GCM
1 stop5h 59mAmerican Airlines
Deal found 4/6$352
Wed 4/3012:10 pmGCM - JFK
1 stop8h 53mAmerican Airlines
Mon 5/56:30 amJFK - GCM
1 stop5h 50mAmerican Airlines
Deal found 4/7$352
Fri 5/212:35 pmGCM - BOS
2 stops18h 19mAmerican Airlines
Mon 5/56:00 amBOS - GCM
1 stop6h 20mAmerican Airlines
Deal found 4/5$356
Wed 5/141:35 pmGCM - YYZ
2 stops19h 23mUnited Airlines
Sat 5/177:00 amYYZ - GCM
2 stops30h 30mUnited Airlines
Deal found 4/6$371
Wed 4/231:35 pmGCM - LGA
1 stop26h 02mUnited Airlines
Sun 4/276:29 amLGA - GCM
1 stop7h 11mUnited Airlines
Deal found 4/6$377
Fri 6/611:25 amGCM - TPA
Nonstop1h 50mCayman Airways
Mon 6/94:30 pmTPA - GCM
Nonstop1h 50mCayman Airways
Deal found 4/8$384

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 8, 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 5/29

4:45 pm-7:25 pm

Nonstop1h 40m

Miami

Mon 6/2

11:00 am-11:40 am

Nonstop1h 40m

$290

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sat 5/17

11:40 am-4:34 pm

Nonstop3h 54m

New York John F Kennedy Intl

Sat 5/31

7:39 am-10:40 am

Nonstop4h 01m

$337

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Wed 4/30

12:55 pm-5:51 pm

Nonstop3h 56m

Newark

Mon 5/5

8:35 pm-12:30 pm

1 stop16h 55m

$342

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 5/3

1:35 pm-10:38 am

2 stops20h 03m

Boston Logan Intl

Mon 5/5

3:30 pm-12:30 pm

2 stops22h 00m

$343

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Sat 6/21

3:15 pm-5:55 pm

Nonstop1h 40m

Miami

Sun 7/13

10:25 am-11:10 am

Nonstop1h 45m

$344

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Wed 4/30

2:00 pm-12:13 am

1 stop9h 13m

Newark

Mon 5/5

5:45 am-11:20 am

1 stop6h 35m

$352

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

Wed 5/21

2:10 pm-11:45 pm

1 stop8h 35m

New York LaGuardia

Wed 5/28

6:21 am-11:20 am

1 stop5h 59m

$352

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Wed 4/30

12:10 pm-10:03 pm

1 stop8h 53m

New York John F Kennedy Intl

Mon 5/5

6:30 am-11:20 am

1 stop5h 50m

$352

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Fri 5/2

12:35 pm-7:54 am

2 stops18h 19m

Boston Logan Intl

Mon 5/5

6:00 am-11:20 am

1 stop6h 20m

$356

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Wed 5/14

1:35 pm-9:58 am

2 stops19h 23m

Toronto Pearson Intl

Sat 5/17

7:00 am-12:30 pm

2 stops30h 30m

$371

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

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 $288). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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 8, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
8.0
Very good

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good
8.0
Very good

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
8.0
Very good

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.3

Boarding

8.2

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.

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 8, 2025.
  • What is the cheapest airport to fly out of Grand Cayman?

    Istanbul airport offers the cheapest routes to Dubai, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. 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 Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Riga to Stockholm from $33 round trip
    Fly from Budapest to Milan from $33 round trip
    Fly from Athens to Thera from $34 round trip

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