Flights to Cayman Islands

$280 Cheap flights to the Cayman Islands

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight to the Cayman Islands departing on 11/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Recent flights found to popular cities in Cayman Islands

Find flights to these popular cities in Cayman Islands from your nearest airport.
United Airlines
Nov 12
BOS
9h 30m
1 stop
GCM
Nov 15
GCM
6h 12m
1 stop
BOS
United Airlines
Nov 17
BOS
9h 30m
1 stop
GCM
Nov 21
GCM
16h 49m
2 stops
BOS
United Airlines
Dec 15
BOS
22h 07m
2 stops
GCM
Dec 19
GCM
8h 23m
1 stop
BOS
United Airlines
Dec 15
BOS
11h 00m
2 stops
GCM
Dec 19
GCM
9h 29m
2 stops
BOS
United Airlines
Nov 26
BOS
23h 13m
1 stop
GCM
Dec 3
GCM
17h 04m
2 stops
BOS
United Airlines
Dec 15
BOS
23h 50m
1 stop
GCM
Dec 19
GCM
6h 44m
1 stop
BOS
United Airlines
Feb 21
BOS
6h 15m
1 stop
GCM
Feb 28
GCM
15h 39m
2 stops
BOS
United Airlines
Nov 12
BOS
11h 00m
2 stops
GCM
Nov 15
GCM
16h 49m
2 stops
BOS
American Airlines
Jan 10
BOS
8h 51m
1 stop
GCM
Jan 20
GCM
17h 47m
1 stop
BOS
Spirit Airlines
Dec 6
ORD
16h 01m
1 stop
GCM
Dec 13
GCM
10h 05m
1 stop
ORD
JetBlue
Oct 4
JFK
4h 00m
GCM
Oct 11
GCM
3h 44m
JFK
United Airlines
Jan 16
BOS
7h 45m
1 stop
GCM
Jan 18
GCM
9h 24m
2 stops
BOS
Cayman Airways
Oct 18
MIA
1h 30m
CYB
Oct 25
CYB
3h 20m
1 stop
MIA
Cayman Airways
Oct 18
MIA
1h 30m
CYB
Oct 24
CYB
16h 10m
1 stop
MIA
Cayman Airways
Oct 18
MIA
1h 30m
CYB
Oct 26
CYB
9h 50m
1 stop
MIA
Cayman Airways
Oct 18
MIA
1h 30m
CYB
Oct 26
CYB
24h 10m
2 stops
MIA
Cayman Airways
Oct 19
MIA
14h 50m
1 stop
CYB
Oct 25
CYB
3h 20m
1 stop
MIA
Cayman Airways
Oct 20
MIA
5h 25m
1 stop
CYB
Oct 25
CYB
3h 20m
1 stop
MIA
Cayman Airways
Sep 21
MIA
22h 00m
2 stops
CYB
Sep 25
CYB
24h 10m
2 stops
MIA
Cayman Airways
Sep 23
MIA
24h 55m
2 stops
CYB
Sep 27
CYB
3h 20m
1 stop
MIA
Cayman Airways
Sep 23
MIA
24h 55m
2 stops
CYB
Sep 27
CYB
3h 20m
1 stop
MIA
Cayman Airways
Oct 19
MIA
5h 25m
1 stop
CYB
Oct 24
CYB
7h 25m
1 stop
MIA
Cayman Airways
Sep 23
MIA
41h 30m
2 stops
CYB
Sep 27
CYB
24h 10m
2 stops
MIA
Cayman Airways
Sep 23
MIA
41h 30m
2 stops
CYB
Sep 27
CYB
40h 55m
2 stops
MIA
Cayman Airways
Oct 25
MIA
23h 35m
1 stop
LYB
Nov 1
LYB
16h 30m
1 stop
MIA
Cayman Airways
Oct 25
MIA
20h 45m
1 stop
LYB
Nov 1
LYB
17h 20m
2 stops
MIA
Cayman Airways
Oct 25
MIA
5h 55m
2 stops
LYB
Nov 1
LYB
24h 45m
2 stops
MIA
Cayman Airways
Oct 17
MIA
5h 05m
1 stop
LYB
Oct 20
LYB
9h 30m
1 stop
MIA
Cayman Airways
Oct 18
MIA
20h 45m
1 stop
LYB
Oct 24
LYB
19h 15m
2 stops
MIA
Cayman Airways
Oct 19
MIA
5h 05m
1 stop
LYB
Oct 24
LYB
19h 15m
2 stops
MIA
Cayman Airways
Oct 17
MIA
5h 05m
1 stop
LYB
Oct 20
LYB
10h 30m
2 stops
MIA
Cayman Airways
Oct 17
MIA
22h 35m
2 stops
LYB
Oct 20
LYB
21h 50m
2 stops
MIA
Cayman Airways
Oct 26
MIA
5h 05m
1 stop
LYB
Nov 2
LYB
9h 35m
1 stop
MIA
Cayman Airways
Oct 26
MIA
5h 05m
1 stop
LYB
Nov 2
LYB
10h 30m
2 stops
MIA
Cayman Airways
Oct 26
MIA
22h 35m
2 stops
LYB
Nov 2
LYB
17h 20m
2 stops
MIA
Cayman Airways
Nov 6
TPA
23h 35m
1 stop
LYB
Nov 14
LYB
4h 25m
1 stop
TPA

Find the cheapest flights from the United States to the Cayman Islands

Recent round-trip flight deals from the United States to the Cayman Islands

United Airlines Logo
7:00 am - 4:30 pmBOS-GCM
9h 30m1 stop
United Airlines Logo
5:30 pm - 11:42 pmGCM-BOS
6h 12m1 stop
$280United Airlines
Find Deal
Wed, Nov 12 - Sat, Nov 15
United Airlines Logo
7:00 am - 4:30 pmBOS-GCM
9h 30m1 stop
United Airlines Logo
5:45 pm - 10:34 amGCM-BOS
16h 49m2 stops
$284United Airlines
Find Deal
Mon, Nov 17 - Fri, Nov 21
American Airlines Logo
11:00 am - 7:51 pmBOS-GCM
8h 51m1 stop
American Airlines Logo
4:15 pm - 10:02 amGCM-BOS
17h 47m1 stop
$306American Airlines
Find Deal
Sat, Jan 10 - Tue, Jan 20
JetBlue Logo
7:45 am - 10:45 amJFK-GCM
4h 00mnonstop
JetBlue Logo
11:45 am - 4:29 pmGCM-JFK
3h 44mnonstop
$313JetBlue
Find Deal
Sat, Oct 4 - Sat, Oct 11
American Airlines Logo
6:45 am - 3:00 pmBOS-GCM
8h 15m1 stop
American Airlines Logo
1:15 pm - 10:22 pmGCM-BOS
9h 07m2 stops
$321American Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
JetBlue Logo
7:45 am - 10:45 amJFK-GCM
4h 00mnonstop
JetBlue Logo
11:45 am - 4:29 pmGCM-JFK
3h 44mnonstop
$321JetBlue
Find Deal
Sat, Oct 4 - Sat, Oct 11
Cayman Airways Logo
11:45 am - 2:45 pmJFK-GCM
4h 00mnonstop
Cayman Airways Logo
6:10 pm - 11:00 pmGCM-JFK
3h 50mnonstop
$350Cayman Airways
Find Deal
Thu, Oct 9 - Sun, Oct 12
Cayman Airways Logo
10:00 am - 2:00 pmJFK-GCM
4h 00mnonstop
Cayman Airways Logo
5:10 pm - 9:00 pmGCM-JFK
3h 50mnonstop
$355Cayman Airways
Find Deal
Sun, Nov 16 - Sun, Nov 23
Delta Logo
6:00 am - 11:36 amEWR-GCM
6h 36m1 stop
Delta Logo
12:52 pm - 9:05 pmGCM-EWR
7h 13m1 stop
$364Delta
Find Deal
Fri, Sep 26 - Mon, Sep 29
Delta Logo
8:00 pm - 12:35 pmLGA-GCM
16h 35m1 stop
Delta Logo
2:00 pm - 10:43 pmGCM-LGA
8h 43m1 stop
$450Delta
Find Deal
Thu, Jan 29 - Wed, Feb 11

momondo Fare Finder

 
Locate flights to Cayman Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 832,500 searches and data was last updated on September 11, 2025.
Use the filters below to find and compare flights to the Cayman Islands that are best for you.

Fly from

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 11/12

7:00 am-4:30 pm

1 stop9h 30m

George Town Owen Roberts Intl

Sat 11/15

5:30 pm-11:42 pm

1 stop6h 12m

$280

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 11/17

7:00 am-4:30 pm

1 stop9h 30m

George Town Owen Roberts Intl

Fri 11/21

5:45 pm-10:34 am

2 stops16h 49m

$284

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/10

11:00 am-7:51 pm

1 stop8h 51m

George Town Owen Roberts Intl

Tue 1/20

4:15 pm-10:02 am

1 stop17h 47m

$306

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 10/4

7:45 am-10:45 am

Nonstop4h 00m

George Town Owen Roberts Intl

Sat 10/11

11:45 am-4:29 pm

Nonstop3h 44m

$313

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/8

6:45 am-3:00 pm

1 stop8h 15m

George Town Owen Roberts Intl

Tue 11/11

1:15 pm-10:22 pm

2 stops9h 07m

$321

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 10/4

7:45 am-10:45 am

Nonstop4h 00m

George Town Owen Roberts Intl

Sat 10/11

11:45 am-4:29 pm

Nonstop3h 44m

$321

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 10/9

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 10/12

6:10 pm-11:00 pm

Nonstop3h 50m

$350

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 11/16

10:00 am-2:00 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 11/23

5:10 pm-9:00 pm

Nonstop3h 50m

$355

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Fri 9/26

6:00 am-11:36 am

1 stop6h 36m

George Town Owen Roberts Intl

Mon 9/29

12:52 pm-9:05 pm

1 stop7h 13m

$364

New YorkGeorge Town

LGA - GCM

LGAGCM

New York LaGuardia

Thu 1/29

8:00 pm-12:35 pm

1 stop16h 35m

George Town Owen Roberts Intl

Wed 2/11

2:00 pm-10:43 pm

1 stop8h 43m

$450

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

Cayman Islands flights insights and trends

Explore insights for your Cayman Islands flight to craft the best travel plan

What is the cheapest flight to Cayman Islands?

The best prices found on momondo for flights to Cayman Islands are:
$109 per person with Cayman Airways
$164 per person with Delta
$172 per person with Air Canada
See prices from:

Cheapest flights to cities in Cayman Islands

Click on the cities below to find out when it's cheapest to fly to Cayman Islands from United States
George Town
George Town

Cheap Cayman Islands flight deals and tips

Summary info about the Cayman Islands flight prices, duration and airlines

Best One-Way Price

$88

Best Round-Trip Price

$280

Fastest flight time

3h 56m
The best one-way flight price to Cayman Islands from United States in the last 72 hours is $88 (Atlanta Hartsfield-Jackson to George Town Owen Roberts Intl).
The best round-trip flight price to Cayman Islands from United States in the last 72 hours is $280 (Boston Logan Intl to George Town Owen Roberts Intl).
The fastest flight to Cayman Islands from United States takes 3h 56m (New York John F Kennedy Intl to George Town Owen Roberts Intl).

Frequently asked questions about flying to the Cayman Islands

What is the best airport to land at to visit Seven Mile Beach?

When visiting Seven Mile Beach in George Town, the closest airport is George Town Airport.

What airlines fly to Cayman Islands?

What is the most popular airport in Cayman Islands to fly to?

How much are flights to Cayman Islands?

The cheapest flight to Cayman Islands recently found on momondo was $89. If you’re unable to find a flight deal this cheap, keep in mind that anything less than $439 is considered a good price for flights to Cayman Islands. $532 is the average cost to fly to Cayman Islands, while $2,557 is the most expensive.

What is the best day of the week to fly to Cayman Islands?

Flying to Cayman Islands on a Wednesday or Sunday is your best option since this is when flight prices tend to be at their lowest for the week. The most expensive day of the week to fly to Cayman Islands is on a Monday.

Where is it cheapest to fly into Cayman Islands?

If you're headed to Cayman Islands, consider flying into George Town Owen Roberts Intl airport in George Town for the best deals, with an average airfare of $89. Alternatively, Cayman Brac Gerrard-Smith airport in Cayman Brac is a close second for cheapest flights to Cayman Islands with an average airfare of $297.

When did momondo last update prices for flights to Cayman Islands?

Prices for flights to Cayman Islands refresh daily.

How many operators does momondo search for flights to Cayman Islands?

How old do you have to be to fly to Cayman Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Cayman Islands.

What documentation or ID do you need to fly to Cayman Islands?

The required travel and health documents for your Cayman Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal to Cayman Islands?

Finding the right flight to Cayman Islands is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. These options can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cayman Islands quick and easy, saving you time and money.

Can I find flights to Cayman Islands with flexible booking policies on momondo?

Yes. All flights to Cayman Islands on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights to Cayman Islands?

momondo helps you find the best flight to Cayman Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight to Cayman Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cayman Islands. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Cayman Islands trip

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1 adult
Sat 10/11
Sat 10/18

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