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Grand Cayman

$178+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — MIA
5月 1 — 5月 81
金 5/1
金 5/8
1 adult, Economy
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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 4月 1, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

土 6/20

1:45 pm-6:55 pm

Nonstop4h 10m

Toronto Pearson Intl

火 6/23

9:40 am-12:45 pm

Nonstop4h 05m

$294

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

木 4/16

1:25 pm-12:54 am

1 stop10h 29m

Miami

金 5/8

6:00 am-11:54 am

1 stop6h 54m

$307

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

火 5/5

1:35 pm-5:56 pm

2 stops27h 21m

Toronto Pearson Intl

火 5/19

11:00 am-12:30 pm

2 stops26h 30m

$327

George TownToronto

GCM - YYZ

GCMYYZ

George Town Owen Roberts Intl

木 5/14

1:35 pm-11:59 pm

2 stops33h 24m

Toronto Pearson Intl

月 5/18

9:00 pm-12:30 pm

2 stops16h 30m

$327
Quickest round-trip

George TownMiami

GCM - MIA

GCMMIA

George Town Owen Roberts Intl

月 5/18

2:10 pm-4:49 pm

Nonstop1h 39m

Miami

水 6/17

3:30 pm-4:11 pm

Nonstop1h 41m

$331

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

土 5/9

2:40 pm-7:38 pm

Nonstop3h 58m

Newark

月 5/11

7:29 pm-12:30 pm

1 stop18h 01m

$331

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

木 4/23

12:55 pm-5:53 pm

Nonstop3h 58m

Newark

月 4/27

8:45 am-11:45 am

Nonstop4h 00m

$331

George TownTampa

GCM - TPA

GCMTPA

George Town Owen Roberts Intl

木 5/28

1:19 pm-9:57 pm

1 stop7h 38m

Tampa

月 6/1

6:33 am-11:54 am

1 stop6h 21m

$332

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

木 4/23

1:25 pm-11:43 pm

1 stop9h 18m

Newark

月 4/27

7:00 am-12:00 pm

1 stop6h 00m

$336

George TownNewark

GCM - EWR

GCMEWR

George Town Owen Roberts Intl

土 5/2

1:25 pm-12:51 am

1 stop10h 26m

Newark

水 5/6

6:00 am-12:00 pm

1 stop7h 00m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 60 resultsSorted by cheapest first
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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, June is the cheapest month in which you can book a flight from Grand Cayman (average of $151). Flying from Grand Cayman in July will prove the most costly (average of $299). 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: Cayman Airways, American Airlines. These airlines depart to the following popular destinations: Miami.

Cayman Airways
Cayman Airways
From $106
American Airlines
American Airlines
From $245
WestJet
WestJet
From $173
Air Canada
Air Canada
From $180

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 4月 1, 2026. 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 American 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.
American Airlines
7.1
Good
11,545 reviews

Boarding

7.5

Food

6.4

Entertainment

6.9

Crew

7.9

Overall

7.1

Comfort

7.2

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.
American Airlines
7.1
Good
11,545 reviews
American Airlines
7.1
Good
11,545 reviews

Boarding

7.5

Food

6.4

Entertainment

6.9

Crew

7.9

Overall

7.1

Comfort

7.2

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

Browse thousands of different options on Cheapflights for your next trip

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Fly from popular cities in Grand Cayman

Consider departing from one of these cities also located in Grand Cayman. Flight origins are based on user searches made on Cheapflights and were last updated on 4月 1, 2026.
Flights from George Town
Flights from Cayman Brac

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 4月 1, 2026.

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

    Valencia airport offers the cheapest routes to New York, from $20; whereas Medellín Jose Maria Cordova Intl airport is typically cheaper if you're flying to Panama City, from $22. 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?

    June is currently the cheapest month to fly from Grand Cayman. At this moment in time July 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 Valencia to Palma de Mallorca from $20 round trip
    Fly from Medellín to Santa Marta from $22 round trip
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Medellín to Cartagena from $24 round trip

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