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Flights to Cayman Islands

$273 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 7/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.

Flights to George Town

Search all flight deals to George Town
Cayman Airways
Jul 23
MIA
1h 35m
GCM
Jul 28
GCM
1h 35m
MIA
$273
Cayman Airways
May 16
MIA
3h 00m
1 stop
GCM
May 20
GCM
1h 35m
MIA
$280
Cayman Airways
Sep 4
MIA
1h 35m
GCM
Sep 7
GCM
1h 35m
MIA
$281
Cayman Airways
Jul 8
MIA
1h 35m
GCM
Jul 12
GCM
1h 35m
MIA
$283
Cayman Airways
Aug 8
MIA
3h 00m
1 stop
GCM
Aug 14
GCM
1h 35m
MIA
$284
Cayman Airways
Jul 1
MIA
1h 35m
GCM
Jul 12
GCM
1h 35m
MIA
$285
Cayman Airways
Jul 21
MIA
1h 35m
GCM
Jul 26
GCM
1h 35m
MIA
$286
Cayman Airways
Jun 26
MIA
1h 35m
GCM
Jun 30
GCM
1h 35m
MIA
$287
Cayman Airways
Sep 29
MIA
1h 35m
GCM
Oct 3
GCM
1h 40m
MIA
$288
Cayman Airways
Sep 5
MIA
3h 00m
1 stop
GCM
Sep 12
GCM
1h 40m
MIA
$289
American Airlines
Jun 24
MIA
1h 41m
GCM
Jun 30
GCM
1h 40m
MIA
$292
American Airlines
May 28
MIA
1h 41m
GCM
May 31
GCM
1h 40m
MIA
$293

Flights to Cayman Brac

Search all flight deals to Cayman Brac
Cayman Airways
May 30
MIA
1h 30m
CYB
Jun 6
CYB
18h 25m
1 stop
MIA
$325
Cayman Airways
May 30
MIA
1h 30m
CYB
Jun 6
CYB
24h 10m
2 stops
MIA
$349
Cayman Airways
Aug 16
MIA
7h 50m
1 stop
CYB
Aug 19
CYB
4h 35m
1 stop
MIA
$376
Cayman Airways
Jun 10
MIA
20h 00m
1 stop
CYB
Jun 17
CYB
4h 35m
1 stop
MIA
$378
Cayman Airways
Jun 8
MIA
7h 50m
1 stop
CYB
Jun 15
CYB
9h 55m
2 stops
MIA
$394
Cayman Airways
Jun 12
MIA
8h 45m
1 stop
CYB
Jun 19
CYB
40h 55m
2 stops
MIA
$395
Cayman Airways
Jun 12
MIA
5h 25m
1 stop
CYB
Jun 19
CYB
16h 15m
1 stop
MIA
$399
Cayman Airways
Aug 16
MIA
7h 50m
1 stop
CYB
Aug 19
CYB
26h 40m
2 stops
MIA
$401
Cayman Airways
Jun 8
MIA
22h 00m
2 stops
CYB
Jun 15
CYB
28h 40m
2 stops
MIA
$410
Cayman Airways
Jun 10
MIA
41h 30m
2 stops
CYB
Jun 17
CYB
4h 35m
1 stop
MIA
$418
Cayman Airways
Jun 10
MIA
41h 30m
2 stops
CYB
Jun 17
CYB
26h 40m
2 stops
MIA
$443
Cayman Airways
May 28
JFK
7h 55m
1 stop
CYB
May 31
CYB
6h 05m
1 stop
JFK
$597

Flights to Little Cayman

Search all flight deals to Little Cayman
Cayman Airways
Jun 6
MIA
20h 45m
1 stop
LYB
Jun 13
LYB
23h 45m
1 stop
MIA
$364
Cayman Airways
Jun 6
MIA
19h 50m
2 stops
LYB
Jun 13
LYB
17h 20m
2 stops
MIA
$381
Cayman Airways
Aug 5
MIA
24h 35m
1 stop
LYB
Aug 8
LYB
16h 35m
1 stop
MIA
$399
Cayman Airways
Aug 5
MIA
24h 35m
1 stop
LYB
Aug 8
LYB
24h 45m
2 stops
MIA
$422
Cayman Airways
Aug 5
MIA
18h 05m
2 stops
LYB
Aug 8
LYB
22h 15m
2 stops
MIA
$441
Cayman Airways
May 13
JFK
27h 45m
1 stop
LYB
May 19
LYB
19h 50m
1 stop
JFK
$542
Cayman Airways
May 13
JFK
20h 25m
1 stop
LYB
May 19
LYB
20h 35m
2 stops
JFK
$561
Cayman Airways
May 13
JFK
42h 35m
2 stops
LYB
May 19
LYB
28h 00m
2 stops
JFK
$584
Multiple Airlines
Oct 14
LGA
20h 10m
2 stops
LYB
Oct 18
LYB
29h 36m
2 stops
LGA
$777
Multiple Airlines
Oct 14
EWR
28h 01m
2 stops
LYB
Oct 18
LYB
29h 30m
2 stops
EWR
$777
Multiple Airlines
May 20
JFK
27h 35m
1 stop
LYB
May 25
LYB
29h 17m
2 stops
JFK
$873
Multiple Airlines
May 20
JFK
42h 35m
2 stops
LYB
May 25
LYB
29h 17m
2 stops
JFK
$879

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

Enter your travel dates to find the best prices.
Cayman Airways Logo
11:00 am - 11:35 am
MIA
-
GCM
1h 35mnonstop
Cayman Airways Logo
11:30 am - 2:05 pm
GCM
-
MIA
1h 35mnonstop
$273Cayman Airways
Thu, Jul 23 - Tue, Jul 28
Cayman Airways Logo
12:50 pm - 2:50 pm
MIA
-
GCM
3h 00m
1 stop
Cayman Airways Logo
11:30 am - 2:05 pm
GCM
-
MIA
1h 35mnonstop
$280Cayman Airways
Sat, May 16 - Wed, May 20
American Airlines Logo
7:00 am - 3:07 pm
BOS
-
GCM
9h 07m
1 stop
American Airlines Logo
12:01 pm - 11:36 pm
GCM
-
BOS
10h 35m
1 stop
$293American Airlines
Sat, May 30 - Thu, Jun 4
American Airlines Logo
6:00 am - 4:11 pm
BOS
-
GCM
11h 11m
2 stops
American Airlines Logo
5:12 pm - 8:41 am
GCM
-
BOS
14h 29m
2 stops
$298American Airlines
Mon, Jun 1 - Thu, Jun 11
United Airlines Logo
6:10 am - 3:10 pm
EWR
-
GCM
10h 00m
1 stop
United Airlines Logo
2:40 pm - 7:38 pm
GCM
-
EWR
3h 58mnonstop
$303United Airlines
Sat, May 16 - Sat, May 23
United Airlines Logo
9:30 am - 3:10 pm
BOS
-
GCM
6h 40m
1 stop
United Airlines Logo
1:35 pm - 11:35 pm
GCM
-
BOS
9h 00m
1 stop
$307United Airlines
Sat, May 9 - Tue, May 12
JetBlue Logo
9:40 am - 1:00 pm
JFK
-
GCM
4h 20mnonstop
JetBlue Logo
2:20 pm - 7:21 pm
GCM
-
JFK
4h 01mnonstop
$310JetBlue
Sat, May 9 - Sat, May 16
Delta Logo
7:00 am - 11:54 am
EWR
-
GCM
5h 54m
1 stop
Delta Logo
1:19 pm - 12:04 am
GCM
-
EWR
9h 45m
1 stop
$321Delta
Sat, May 16 - Wed, May 20
Delta Logo
6:00 am - 11:54 am
EWR
-
GCM
6h 54m
1 stop
Delta Logo
1:19 pm - 12:04 am
GCM
-
EWR
9h 45m
1 stop
$329Delta
Sat, May 9 - Wed, May 13
JetBlue Logo
6:10 am - 12:19 pm
DFW
-
GCM
6h 09m
1 stop
JetBlue Logo
2:20 pm - 11:18 pm
GCM
-
DFW
8h 58m
1 stop
$409JetBlue
Sat, May 16 - Sat, May 23

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 April 29, 2026.
Use the filters below to find and compare flights to the Cayman Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Thu 7/23

11:00 am-11:35 am

Nonstop1h 35m

George Town Owen Roberts Intl

Tue 7/28

11:30 am-2:05 pm

Nonstop1h 35m

$273

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Sat 5/16

12:50 pm-2:50 pm

1 stop3h 00m

George Town Owen Roberts Intl

Wed 5/20

11:30 am-2:05 pm

Nonstop1h 35m

$280

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 5/30

7:00 am-3:07 pm

1 stop9h 07m

George Town Owen Roberts Intl

Thu 6/4

12:01 pm-11:36 pm

1 stop10h 35m

$293

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 6/1

6:00 am-4:11 pm

2 stops11h 11m

George Town Owen Roberts Intl

Thu 6/11

5:12 pm-8:41 am

2 stops14h 29m

$298

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 5/16

6:10 am-3:10 pm

1 stop10h 00m

George Town Owen Roberts Intl

Sat 5/23

2:40 pm-7:38 pm

Nonstop3h 58m

$303

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 5/9

9:30 am-3:10 pm

1 stop6h 40m

George Town Owen Roberts Intl

Tue 5/12

1:35 pm-11:35 pm

1 stop9h 00m

$307

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 5/9

9:40 am-1:00 pm

Nonstop4h 20m

George Town Owen Roberts Intl

Sat 5/16

2:20 pm-7:21 pm

Nonstop4h 01m

$310

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 5/16

7:00 am-11:54 am

1 stop5h 54m

George Town Owen Roberts Intl

Wed 5/20

1:19 pm-12:04 am

1 stop9h 45m

$321

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Sat 5/9

6:00 am-11:54 am

1 stop6h 54m

George Town Owen Roberts Intl

Wed 5/13

1:19 pm-12:04 am

1 stop9h 45m

$329

DallasGeorge Town

DFW - GCM

DFWGCM

Dallas/Fort Worth

Sat 5/16

6:10 am-12:19 pm

1 stop6h 09m

George Town Owen Roberts Intl

Sat 5/23

2:20 pm-11:18 pm

1 stop8h 58m

$409

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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:
$72 per person with Delta
$106 per person with Spirit Airlines
$109 per person with Cayman Airways

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
Find flights to George Town

Cheap Cayman Islands flight deals and tips

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

Best One-Way Price

$94

Best Round-Trip Price

$273

Fastest flight time

1h 35m
The best one-way flight price to Cayman Islands from United States in the last 72 hours is $94 (Boston Logan Intl to George Town Owen Roberts Intl).
Search Deals
The best round-trip flight price to Cayman Islands from United States in the last 72 hours is $273 (Miami to George Town Owen Roberts Intl).
Search Deals
The fastest flight to Cayman Islands from United States takes 1h 35m (Miami to George Town Owen Roberts Intl).
Search Deals

Frequently asked questions about flying to the Cayman Islands

What airlines fly to Cayman Islands?

Of the 8 airlines that fly to Cayman Islands, American Airlines, United Airlines and Cayman Airways happen to be the most favored based on our user data. American Airlines is the most popular among the three airlines, with 48% of users choosing them for their travels to Cayman Islands.

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

If you’re unsure where to fly to in Cayman Islands, we recommend booking a flight that arrives at the popular George Town Owen Roberts Intl airport, which services George Town and its surrounding areas. In the last 12 months, 98% of momondo travelers booking flights to Cayman Islands chose to fly into George Town Owen Roberts Intl.

How much are flights to Cayman Islands?

The cheapest flight to Cayman Islands recently found on momondo was $98. If you’re unable to find a flight deal this cheap, keep in mind that anything less than $457 is considered a good price for flights to Cayman Islands. $560 is the average cost to fly to Cayman Islands, while $2,279 is the most expensive.

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 $98. Alternatively, Cayman Brac Gerrard-Smith airport in Cayman Brac is a close second for cheapest flights to Cayman Islands with an average airfare of $207.

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?

As of April 2026, there are 13 operators available to choose from 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.

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