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Grand Cayman

$189+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — LGA
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Thu 7/107:00 amGCM - MIA
Nonstop1h 40mCayman Airways
Mon 7/1411:00 amMIA - GCM
Nonstop1h 40mCayman Airways
Deal found 7/1$306
Wed 7/2312:25 pmGCM - EWR
1 stop9h 05mAmerican Airlines
Wed 7/307:34 amEWR - GCM
1 stop6h 36mAmerican Airlines
Deal found 7/2$332
Wed 7/232:10 pmGCM - LGA
1 stop8h 35mAmerican Airlines
Wed 7/306:00 amLGA - GCM
1 stop6h 22mAmerican Airlines
Deal found 7/2$332
Sat 8/161:45 pmGCM - BOS
1 stop8h 27mUnited Airlines
Sat 8/236:00 amBOS - GCM
1 stop8h 30mUnited Airlines
Deal found 7/1$332
Wed 7/232:10 pmGCM - JFK
1 stop8h 00mAmerican Airlines
Wed 7/306:30 amJFK - GCM
1 stop5h 52mAmerican Airlines
Deal found 7/2$332
Sat 9/1312:10 pmGCM - BOS
1 stop9h 07mAmerican Airlines
Sat 9/205:16 pmBOS - GCM
2 stops19h 06mAmerican Airlines
Deal found 7/2$334
Fri 8/1512:10 pmGCM - MIA
Nonstop1h 35mAmerican Airlines
Fri 8/2212:22 pmMIA - GCM
Nonstop1h 50mAmerican Airlines
Deal found 6/30$345
Mon 7/281:35 pmGCM - YYZ
1 stop8h 01mUnited Airlines
Fri 8/13:59 pmYYZ - GCM
1 stop24h 36mUnited Airlines
Deal found 7/2$365
Sat 8/91:40 pmGCM - JFK
Nonstop3h 47mJetBlue
Sat 8/169:40 amJFK - GCM
Nonstop3h 53mJetBlue
Deal found 7/3$377
Wed 9/1712:10 pmGCM - YYZ
2 stops21h 05mAmerican Airlines
Wed 10/15:17 pmYYZ - GCM
2 stops18h 53mAmerican Airlines
Deal found 7/2$400
Mon 9/2912:50 pmGCM - EWR
2 stops17h 52mAir Canada
Wed 10/18:30 pmEWR - GCM
1 stop16h 25mAir Canada
Deal found 6/30$411
Sat 8/94:45 pmGCM - EWR
1 stop16h 52mUnited Airlines
Sat 8/168:29 pmEWR - GCM
1 stop17h 01mUnited Airlines
Deal found 7/1$414

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 July 3, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

LaGuardia

Route

Depart

Return

Price

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Thu 10/2

7:00 am-9:40 am

Nonstop1h 40m

Miami

Sat 10/18

12:50 pm-2:50 pm

1 stop3h 00m

$304

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Sat 11/8

8:30 am-9:47 am

Nonstop1h 17m

Miami

Mon 11/10

10:05 am-11:50 am

Nonstop1h 45m

$326

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 8/16

1:45 pm-11:12 pm

1 stop8h 27m

Boston Logan Intl

Sat 8/23

6:00 am-1:30 pm

1 stop8h 30m

$332

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

Wed 7/23

12:25 pm-10:30 pm

1 stop9h 05m

Newark

Wed 7/30

7:34 am-1:10 pm

1 stop6h 36m

$332

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

Wed 7/23

2:10 pm-11:45 pm

1 stop8h 35m

New York LaGuardia

Wed 7/30

6:00 am-11:22 am

1 stop6h 22m

$332

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Wed 7/23

2:10 pm-11:10 pm

1 stop8h 00m

New York John F Kennedy Intl

Wed 7/30

6:30 am-11:22 am

1 stop5h 52m

$332

George TownBoston

GCM - BOS

GCMBOS

George Town Owen Roberts Intl

Sat 9/13

12:10 pm-10:17 pm

1 stop9h 07m

Boston Logan Intl

Sat 9/20

5:16 pm-11:22 am

2 stops19h 06m

$334

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

Mon 7/28

1:35 pm-10:36 pm

1 stop8h 01m

Toronto Pearson Intl

Fri 8/1

3:59 pm-3:35 pm

1 stop24h 36m

$365

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

Sat 8/9

1:40 pm-6:27 pm

Nonstop3h 47m

New York John F Kennedy Intl

Sat 8/16

9:40 am-12:33 pm

Nonstop3h 53m

$377

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

Sat 11/8

6:00 pm-10:53 am

1 stop16h 53m

Miami

Mon 11/10

7:40 pm-9:20 pm

Nonstop1h 40m

$385

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

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.

Which airlines fly from Grand Cayman?

For flights departing from Grand Cayman check dates and pricing for the following: American Airlines. This airline departs to the following popular destinations: New York.

Cayman Airways
Cayman Airways
From $133
American Airlines
American Airlines
From $231
British Airways
British Airways
From $385
United Airlines
United Airlines
From $170

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 July 3, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Read through reviews of airlines servicing Grand Cayman, such as Southwest, Delta, and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Air Canada
7.1
Good
9,681 reviews
Southwest
8.0
Very good
4,266 reviews

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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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 Charlotte
Flights from George Town to Kingston
Flights from George Town to Nassau
Flights from George Town to Atlanta
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 July 3, 2025.

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

    Istanbul airport offers the cheapest routes to Toronto, 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.

  • 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 Bogotá to Cali from $28 round trip
    Fly from Gdansk to Oslo from $31 round trip
    Fly from Split to Rome from $36 round trip

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