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Cheap flights from Pensacola to the Cayman Islands from $533

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Pensacola to the Cayman Islands departing on 2/1. 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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Find the cheapest flights from Pensacola to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:41 pm - 11:50 amPNS-GCM
19h 09m2 stops
American Airlines Logo
12:50 pm - 11:46 pmGCM-PNS
11h 56m1 stop
$533American Airlines
Find Deal
Sun, Feb 1 - Sun, Feb 8
American Airlines Logo
3:41 pm - 11:26 amPNS-GCM
18h 45m1 stop
American Airlines Logo
8:45 am - 6:34 pmGCM-PNS
10h 49m1 stop
$537American Airlines
Find Deal
Sun, Feb 1 - Sun, Feb 8
American Airlines Logo
7:21 pm - 8:18 pmPNS-GCM
23h 57m1 stop
American Airlines Logo
7:30 am - 3:49 pmGCM-PNS
9h 19m1 stop
$734American Airlines
Find Deal
Fri, Dec 26 - Tue, Dec 30
United Airlines Logo
6:45 am - 4:00 pmPNS-GCM
8h 15m1 stop
United Airlines Logo
5:10 pm - 1:31 pmGCM-PNS
21h 21m2 stops
$904United Airlines
Find Deal
Fri, Dec 26 - Tue, Dec 30
United Airlines Logo
6:45 am - 4:00 pmPNS-GCM
8h 15m1 stop
United Airlines Logo
5:10 pm - 1:31 pmGCM-PNS
21h 21m2 stops
$954United Airlines
Find Deal
Fri, Dec 26 - Tue, Dec 30
Multiple Airlines Logo
5:33 pm - 9:15 pmPNS-GCM
26h 42m3 stops
Multiple Airlines Logo
2:34 pm - 4:37 pmGCM-PNS
27h 03m3 stops
$1,024Multiple Airlines
Find Deal
Sun, Feb 1 - Sun, Feb 8
American Airlines Logo
6:05 am - 8:25 pmPNS-GCM
13h 20m1 stop
American Airlines Logo
12:50 pm - 11:46 pmGCM-PNS
11h 56m1 stop
$1,560American Airlines
Find Deal
Sun, Feb 1 - Sun, Feb 8
American Airlines Logo
5:14 pm - 11:50 amPNS-GCM
17h 36m2 stops
American Airlines Logo
12:50 pm - 11:46 pmGCM-PNS
11h 56m1 stop
$1,775American Airlines
Find Deal
Sun, Feb 1 - Sun, Feb 8
American Airlines Logo
5:14 pm - 11:50 amPNS-GCM
17h 36m2 stops
American Airlines Logo
8:45 am - 8:30 pmGCM-PNS
12h 45m2 stops
$2,189American Airlines
Find Deal
Sun, Feb 1 - Sun, Feb 8

American Airlines flights from Pensacola to Cayman Islands

Our best American Airlines deals on Pensacola to Cayman Islands flight tickets
American Airlines
Feb 1
PNS3:41 pmPensacola
19h 09m
2 stops
GCM11:50 amGeorge Town Owen Roberts Intl
Feb 8
GCM12:50 pmGeorge Town Owen Roberts Intl
11h 56m
1 stop
PNS11:46 pmPensacola
$533
Find similar
American Airlines
Feb 1
PNS3:41 pmPensacola
18h 45m
1 stop
GCM11:26 amGeorge Town Owen Roberts Intl
Feb 8
GCM8:45 amGeorge Town Owen Roberts Intl
10h 49m
1 stop
PNS6:34 pmPensacola
$537
Find similar
American Airlines
Dec 26
PNS7:21 pmPensacola
23h 57m
1 stop
GCM8:18 pmGeorge Town Owen Roberts Intl
Dec 30
GCM7:30 amGeorge Town Owen Roberts Intl
9h 19m
1 stop
PNS3:49 pmPensacola
$734
Find similar

United Airlines flights from Pensacola to Cayman Islands

Our best United Airlines deals on Pensacola to Cayman Islands flight tickets
United Airlines
Dec 26
PNS6:45 amPensacola
8h 15m
1 stop
GCM4:00 pmGeorge Town Owen Roberts Intl
Dec 30
GCM5:10 pmGeorge Town Owen Roberts Intl
21h 21m
2 stops
PNS1:31 pmPensacola
$904
Find similar
United Airlines
Dec 26
PNS6:45 amPensacola
8h 15m
1 stop
GCM4:00 pmGeorge Town Owen Roberts Intl
Dec 30
GCM5:10 pmGeorge Town Owen Roberts Intl
21h 21m
2 stops
PNS1:31 pmPensacola
$954
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Pensacola to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 6, 2025.
Use the filters below to find and compare flights from Pensacola to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/1

3:41 pm-11:50 am

2 stops19h 09m

George Town Owen Roberts Intl

Sun 2/8

12:50 pm-11:46 pm

1 stop11h 56m

$533

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/1

3:41 pm-11:26 am

1 stop18h 45m

George Town Owen Roberts Intl

Sun 2/8

8:45 am-6:34 pm

1 stop10h 49m

$537

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 12/26

7:21 pm-8:18 pm

1 stop23h 57m

George Town Owen Roberts Intl

Tue 12/30

7:30 am-3:49 pm

1 stop9h 19m

$734

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 12/26

6:45 am-4:00 pm

1 stop8h 15m

George Town Owen Roberts Intl

Tue 12/30

5:10 pm-1:31 pm

2 stops21h 21m

$904

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 12/26

6:45 am-4:00 pm

1 stop8h 15m

George Town Owen Roberts Intl

Tue 12/30

5:10 pm-1:31 pm

2 stops21h 21m

$954

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/1

5:33 pm-9:15 pm

3 stops26h 42m

George Town Owen Roberts Intl

Sun 2/8

2:34 pm-4:37 pm

3 stops27h 03m

$1,024

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/1

6:05 am-8:25 pm

1 stop13h 20m

George Town Owen Roberts Intl

Sun 2/8

12:50 pm-11:46 pm

1 stop11h 56m

$1,560

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/1

5:14 pm-11:50 am

2 stops17h 36m

George Town Owen Roberts Intl

Sun 2/8

12:50 pm-11:46 pm

1 stop11h 56m

$1,775

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/1

5:14 pm-11:50 am

2 stops17h 36m

George Town Owen Roberts Intl

Sun 2/8

8:45 am-8:30 pm

2 stops12h 45m

$2,189

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Pensacola to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Wednesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $486. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Thursday is $1,024.

Cheap Pensacola to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pensacola to Cayman Islands

Direct flights

None
There are no direct flights from Pensacola to Cayman Islands. There are no popular flight routes from Pensacola to Cayman Islands.
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  • When did momondo last update prices for flights from Pensacola Airport to Cayman Islands?

    Prices for flights from Pensacola Airport to Cayman Islands are updated daily.

  • How many operators does momondo search for flights from Pensacola Airport to Cayman Islands?

  • How old do you have to be to fly from Pensacola Airport 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 from Pensacola Airport to Cayman Islands.

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

    The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Pensacola to Cayman Islands

Compare and see reviews for airlines that fly from Pensacola to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $433Free CancellationRating
7.9
8,001 reviews
Search Delta flights
American AirlinesPriceFrom $548Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Pensacola to Cayman Islands. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Pensacola to Cayman Islands on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Pensacola to Cayman Islands?

momondo helps you find the best flight between Pensacola and 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 from Pensacola to Cayman Islands right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Pensacola to Cayman Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Cayman Islands and let you know when they change.

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