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Flights to Cayman Islands

$272 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 9/5. 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
1 adult, Economy, 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
Sep 5
MIA
3h 00m
1 stop
GCM
Sep 7
GCM
1h 35m
MIA
$272
Cayman Airways
Jul 30
MIA
1h 35m
GCM
Aug 3
GCM
1h 35m
MIA
$276
Cayman Airways
Jul 30
MIA
1h 35m
GCM
Aug 3
GCM
1h 35m
MIA
$277
Cayman Airways
Aug 13
MIA
1h 35m
GCM
Aug 20
GCM
1h 35m
MIA
$278
Cayman Airways
Sep 4
MIA
1h 35m
GCM
Sep 8
GCM
1h 35m
MIA
$281
Cayman Airways
Sep 5
MIA
3h 00m
1 stop
GCM
Sep 9
GCM
1h 35m
MIA
$285
Cayman Airways
Dec 3
MIA
1h 35m
GCM
Dec 10
GCM
1h 35m
MIA
$286
American Airlines
Jul 30
MIA
1h 40m
GCM
Aug 4
GCM
1h 41m
MIA
$287
Cayman Airways
Jul 30
MIA
1h 35m
GCM
Aug 3
GCM
1h 35m
MIA
$288
Cayman Airways
Jan 2
MIA
2h 00m
GCM
Jan 8
GCM
1h 35m
MIA
$289
Cayman Airways
Jul 23
MIA
1h 35m
GCM
Jul 27
GCM
1h 35m
MIA
$290
American Airlines
Nov 11
MIA
1h 35m
GCM
Nov 18
GCM
1h 33m
MIA
$292

Flights to Cayman Brac

Search all flight deals to Cayman Brac
Cayman Airways
Oct 10
MIA
1h 30m
CYB
Oct 17
CYB
3h 20m
1 stop
MIA
$332
Cayman Airways
Oct 10
MIA
1h 30m
CYB
Oct 17
CYB
3h 20m
1 stop
MIA
$333
Cayman Airways
Oct 10
MIA
1h 30m
CYB
Oct 17
CYB
24h 10m
2 stops
MIA
$361
Cayman Airways
Oct 10
MIA
1h 30m
CYB
Oct 17
CYB
24h 10m
2 stops
MIA
$366
Cayman Airways
Aug 7
MIA
7h 50m
1 stop
CYB
Aug 8
CYB
25h 35m
1 stop
MIA
$369
Cayman Airways
Dec 15
MIA
3h 20m
1 stop
CYB
Dec 17
CYB
9h 50m
1 stop
MIA
$374
Cayman Airways
Dec 26
MIA
1h 30m
CYB
Dec 30
CYB
40h 55m
2 stops
MIA
$376
Cayman Airways
Dec 19
MIA
0h 30m
CYB
Dec 31
CYB
17h 10m
2 stops
MIA
$378
Cayman Airways
Dec 19
MIA
0h 30m
CYB
Dec 31
CYB
24h 05m
1 stop
MIA
$379
Cayman Airways
Aug 18
MIA
3h 20m
1 stop
CYB
Aug 25
CYB
4h 35m
1 stop
MIA
$382
Cayman Airways
Aug 7
MIA
14h 50m
2 stops
CYB
Aug 8
CYB
18h 25m
1 stop
MIA
$391
Cayman Airways
Dec 28
MIA
5h 25m
1 stop
CYB
Jan 4
CYB
21h 10m
1 stop
MIA
$396

Flights to Little Cayman

Search all flight deals to Little Cayman
Cayman Airways
Aug 20
MIA
5h 05m
1 stop
LYB
Aug 27
LYB
10h 30m
2 stops
MIA
$342
Cayman Airways
Aug 20
MIA
22h 35m
2 stops
LYB
Aug 27
LYB
10h 30m
2 stops
MIA
$386
Cayman Airways
Dec 28
MIA
5h 05m
1 stop
LYB
Jan 5
LYB
21h 05m
1 stop
MIA
$388
Cayman Airways
Dec 28
MIA
21h 40m
1 stop
LYB
Jan 4
LYB
21h 05m
1 stop
MIA
$390
Cayman Airways
Dec 28
MIA
5h 05m
1 stop
LYB
Jan 4
LYB
21h 50m
2 stops
MIA
$404
Cayman Airways
Dec 28
MIA
29h 50m
2 stops
LYB
Jan 4
LYB
10h 30m
2 stops
MIA
$420
Cayman Airways
Dec 28
MIA
22h 35m
2 stops
LYB
Jan 5
LYB
41h 20m
2 stops
MIA
$428
Cayman Airways
Oct 23
TPA
17h 25m
1 stop
LYB
Oct 25
LYB
22h 30m
1 stop
TPA
$542
Cayman Airways
Oct 23
TPA
17h 25m
1 stop
LYB
Oct 25
LYB
6h 40m
2 stops
TPA
$567
Cayman Airways
Oct 23
TPA
18h 20m
2 stops
LYB
Oct 25
LYB
6h 40m
2 stops
TPA
$573
Multiple Airlines
Oct 30
FLL
19h 25m
2 stops
LYB
Nov 3
LYB
35h 18m
2 stops
FLL
$788
Multiple Airlines
Aug 16
LGA
32h 40m
2 stops
LYB
Aug 24
LYB
11h 09m
2 stops
LGA
$1,104

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
12:50 pm - 2:50 pm
MIA
-
GCM
3h 00m
1 stop
Cayman Airways Logo
7:00 am - 9:35 am
GCM
-
MIA
1h 35mnonstop
$272Cayman Airways
Sat, Sep 5 - Mon, Sep 7
Cayman Airways Logo
11:00 am - 11:35 am
MIA
-
GCM
1h 35mnonstop
Cayman Airways Logo
4:45 pm - 7:20 pm
GCM
-
MIA
1h 35mnonstop
$276Cayman Airways
Thu, Jul 30 - Mon, Aug 3
American Airlines Logo
10:20 am - 11:00 am
MIA
-
GCM
1h 40mnonstop
American Airlines Logo
5:10 pm - 7:51 pm
GCM
-
MIA
1h 41mnonstop
$287American Airlines
Thu, Jul 30 - Tue, Aug 4
American Airlines Logo
6:00 am - 11:27 am
BWI
-
GCM
6h 27m
1 stop
American Airlines Logo
2:10 pm - 9:53 pm
GCM
-
BWI
6h 43m
1 stop
$337American Airlines
Tue, Aug 18 - Tue, Aug 25
Delta Logo
7:00 am - 11:39 am
BWI
-
GCM
5h 39m
1 stop
Delta Logo
1:04 pm - 11:29 pm
GCM
-
BWI
9h 25m
1 stop
$341Delta
Sun, Aug 23 - Sun, Aug 30
Delta Logo
5:30 am - 11:40 am
BOS
-
GCM
7h 10m
1 stop
Delta Logo
1:00 pm - 10:31 pm
GCM
-
BOS
8h 31m
1 stop
$343Delta
Thu, Sep 10 - Thu, Sep 17
United Airlines Logo
8:31 pm - 12:25 pm
BOS
-
GCM
16h 54m
2 stops
United Airlines Logo
1:35 pm - 11:38 pm
GCM
-
BOS
9h 03m
1 stop
$347United Airlines
Fri, Aug 21 - Sat, Aug 29
United Airlines Logo
6:00 am - 4:30 pm
BOS
-
GCM
10h 30m
2 stops
United Airlines Logo
5:45 pm - 9:39 am
GCM
-
BOS
15h 54m
2 stops
$348United Airlines
Wed, Nov 11 - Sun, Nov 15
JetBlue Logo
10:32 am - 2:35 pm
JFK
-
GCM
4h 03mnonstop
JetBlue Logo
3:40 pm - 7:30 pm
GCM
-
JFK
3h 50mnonstop
$431JetBlue
Fri, Jan 1 - Fri, Jan 8
JetBlue Logo
9:49 am - 12:55 pm
JFK
-
GCM
4h 06mnonstop
JetBlue Logo
2:07 pm - 6:59 pm
GCM
-
JFK
3h 52mnonstop
$447JetBlue
Sat, Aug 22 - Sat, Aug 29

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 July 7, 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

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Sat 9/5

12:50 pm-2:50 pm

1 stop3h 00m

George Town Owen Roberts Intl

Mon 9/7

7:00 am-9:35 am

Nonstop1h 35m

$272
Quickest round-trip

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Thu 7/30

11:00 am-11:35 am

Nonstop1h 35m

George Town Owen Roberts Intl

Mon 8/3

4:45 pm-7:20 pm

Nonstop1h 35m

$276

MiamiGeorge Town

MIA - GCM

MIAGCM

Miami

Thu 7/30

10:20 am-11:00 am

Nonstop1h 40m

George Town Owen Roberts Intl

Tue 8/4

5:10 pm-7:51 pm

Nonstop1h 41m

$287

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Tue 8/18

6:00 am-11:27 am

1 stop6h 27m

George Town Owen Roberts Intl

Tue 8/25

2:10 pm-9:53 pm

1 stop6h 43m

$337

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Sun 8/23

7:00 am-11:39 am

1 stop5h 39m

George Town Owen Roberts Intl

Sun 8/30

1:04 pm-11:29 pm

1 stop9h 25m

$341

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 9/10

5:30 am-11:40 am

1 stop7h 10m

George Town Owen Roberts Intl

Thu 9/17

1:00 pm-10:31 pm

1 stop8h 31m

$343

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 8/21

8:31 pm-12:25 pm

2 stops16h 54m

George Town Owen Roberts Intl

Sat 8/29

1:35 pm-11:38 pm

1 stop9h 03m

$347

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 11/11

6:00 am-4:30 pm

2 stops10h 30m

George Town Owen Roberts Intl

Sun 11/15

5:45 pm-9:39 am

2 stops15h 54m

$348

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 1/1

10:32 am-2:35 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Fri 1/8

3:40 pm-7:30 pm

Nonstop3h 50m

$431

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 8/22

9:49 am-12:55 pm

Nonstop4h 06m

George Town Owen Roberts Intl

Sat 8/29

2:07 pm-6:59 pm

Nonstop3h 52m

$447

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
$98 per person with JetBlue
$106 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

$97

Best Round-Trip Price

$272

Fastest flight time

1h 35m
The best one-way flight price to Cayman Islands from United States in the last 5 days is $97 (Miami to George Town Owen Roberts Intl).
Search Deals
The best round-trip flight price to Cayman Islands from United States in the last 5 days is $272 (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 7 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, 97% 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 $97. If you’re unable to find a flight deal this cheap, keep in mind that anything less than $628 is considered a good price for flights to Cayman Islands. $747 is the average cost to fly to Cayman Islands, while $133,068 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 $97. Alternatively, Cayman Brac Gerrard-Smith airport in Cayman Brac is a close second for cheapest flights to Cayman Islands with an average airfare of $124.

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 July 2026, there are 12 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.

An easier way to manage your Cayman Islands trip

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