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Cayman Islands

$188+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — MIA
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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What to know about flights from Cayman Islands

Discover essential information about flights departing from Cayman Islands, including flight schedules, destinations, airlines operating at the Cayman Islands airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated febrero 20, 2025.

Good round-trip deal

$149 or less

Good one-way deal

$197 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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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 febrero 20, 2025.

jue. 3/271:25 pmGCM - EWR
Nonstop3h 50mUnited Airlines
sáb. 3/298:49 pmEWR - GCM
1 stop16h 41mUnited Airlines
Deal found 2/20$277
mié. 3/262:25 pmGCM - JFK
1 stop7h 05mAmerican Airlines
sáb. 3/297:29 pmJFK - GCM
1 stop17h 16mAmerican Airlines
Deal found 2/20$292
lun. 5/51:35 pmGCM - YYZ
1 stop23h 35mUnited Airlines
lun. 5/125:30 pmYYZ - GCM
2 stops20h 00mUnited Airlines
Deal found 2/19$312
jue. 3/274:25 pmGCM - LGA
1 stop6h 05mUnited Airlines
sáb. 3/296:00 amLGA - GCM
1 stop10h 35mUnited Airlines
Deal found 2/20$313
mié. 5/711:30 amGCM - MIA
Nonstop1h 40mCayman Airways
lun. 5/123:30 pmMIA - GCM
Nonstop1h 40mCayman Airways
Deal found 2/19$317
dom. 3/25:20 pmGCM - MIA
Nonstop1h 40mAmerican Airlines
vie. 3/710:15 amMIA - GCM
Nonstop1h 40mAmerican Airlines
Deal found 2/20$330
mié. 3/2612:10 pmGCM - JFK
Nonstop3h 50mJetBlue
sáb. 3/298:03 amJFK - GCM
Nonstop4h 07mJetBlue
Deal found 2/20$371
lun. 4/1412:47 pmGCM - JFK
1 stop8h 42mDelta
mar. 5/66:00 amJFK - GCM
1 stop6h 22mDelta
Deal found 2/20$381
lun. 7/2112:45 pmGCM - YYZ
Nonstop4h 05mAir Canada
lun. 7/289:00 amYYZ - GCM
Nonstop3h 55mAir Canada
Deal found 2/19$403
mié. 5/711:30 amGCM - ATL
1 stop10h 31mMultiple Airlines
mié. 5/218:03 amATL - GCM
1 stop9h 07mMultiple Airlines
Deal found 2/19$417
mar. 5/61:35 pmGCM - MIA
1 stop7h 54mUnited Airlines
mar. 5/136:25 amMIA - GCM
1 stop7h 05mUnited Airlines
Deal found 2/19$421
mié. 3/265:10 pmGCM - JFK
Nonstop3h 50mMultiple Airlines
sáb. 3/293:40 pmJFK - GCM
1 stop22h 45mMultiple Airlines
Deal found 2/20$428

Find flights from Cayman Islands within your budget

Find flights departing from Cayman Islands 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 febrero 20, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Miami

Route

Depart

Return

Price

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

jue. 3/27

1:25 pm-6:15 pm

Nonstop3h 50m

Newark

sáb. 3/29

8:49 pm-12:30 pm

1 stop16h 41m

$277

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

mié. 3/26

2:25 pm-10:30 pm

1 stop7h 05m

New York John F Kennedy Intl

sáb. 3/29

7:29 pm-11:45 am

1 stop17h 16m

$292

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

lun. 5/5

1:35 pm-2:10 pm

1 stop23h 35m

Toronto Pearson Intl

lun. 5/12

5:30 pm-12:30 pm

2 stops20h 00m

$312

George TownNew York

GCM - LGA

GCMLGA

George Town Owen Roberts Intl

jue. 3/27

4:25 pm-11:30 pm

1 stop6h 05m

New York LaGuardia

sáb. 3/29

6:00 am-3:35 pm

1 stop10h 35m

$313

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

mié. 5/7

11:30 am-2:10 pm

Nonstop1h 40m

Miami

mar. 5/13

3:30 pm-4:10 pm

Nonstop1h 40m

$317

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

dom. 3/2

5:20 pm-7:00 pm

Nonstop1h 40m

Miami

vie. 3/7

10:15 am-11:55 am

Nonstop1h 40m

$330

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

mié. 3/26

12:10 pm-5:00 pm

Nonstop3h 50m

New York John F Kennedy Intl

sáb. 3/29

8:03 am-11:10 am

Nonstop4h 07m

$371

George TownNew York

GCM - JFK

GCMJFK

George Town Owen Roberts Intl

lun. 4/14

12:47 pm-10:29 pm

1 stop8h 42m

New York John F Kennedy Intl

mar. 5/6

6:00 am-11:22 am

1 stop6h 22m

$381

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

lun. 7/21

12:45 pm-5:50 pm

Nonstop4h 05m

Toronto Pearson Intl

lun. 7/28

9:00 am-11:55 am

Nonstop3h 55m

$403

George TownAtlanta

GCM - ATL

GCMATL

George Town Owen Roberts Intl

mié. 5/7

11:30 am-11:01 pm

1 stop10h 31m

Atlanta Hartsfield-Jackson

mié. 5/21

8:03 am-4:10 pm

1 stop9h 07m

$417

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 60 results
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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, July is the cheapest month in which you can book a flight from Cayman Islands (average of $154). Flying from Cayman Islands in February will prove the most costly (average of $300). 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: Cayman Airways, American Airlines. These airlines depart to the following popular destinations: Miami.

Cayman Airways

Cayman Airways

From $132

American Airlines

American Airlines

From $230

United Airlines

United Airlines

From $160

British Airways

British Airways

From $345

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 $143. Explore other affordable destinations below.

Cayman Brac Gerrard-Smith

Cayman Brac Gerrard-Smith

From $143

Boston Logan Intl

Boston Logan Intl

From $176

Minneapolis St Paul

Minneapolis St Paul

From $183

Toronto

Toronto

From $192

Airline reviews for flights from Cayman Islands

Read reviews and ratings of airlines operating flights from Cayman Islands. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Cayman Islands travel. Please note that the reviews are sourced from user searches and were last updated on febrero 20, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

WestJet
7.2
Good
2,801 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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Related info for your journey

Access useful and relevant information related to your journey from Cayman Islands. 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 febrero 20, 2025.

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

    July is currently the cheapest month to fly from Cayman Islands. At this moment in time February 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 Miami from $305 round trip

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