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Cheap flights from Pensacola to the Cayman Islands from $510

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 5/24. 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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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
6:59 pm - 12:45 pm
PNS
-
GCM
17h 46m2 stops
American Airlines Logo
2:55 pm - 11:10 pm
GCM
-
PNS
8h 15m1 stop
$510American Airlines
Sun, May 24 - Sat, May 30
American Airlines Logo
7:07 pm - 12:45 pm
PNS
-
GCM
17h 38m1 stop
American Airlines Logo
2:55 pm - 11:10 pm
GCM
-
PNS
8h 15m1 stop
$516American Airlines
Sun, May 24 - Sat, May 30
American Airlines Logo
6:05 am - 8:20 pm
PNS
-
GCM
13h 15m1 stop
American Airlines Logo
8:50 am - 6:34 pm
GCM
-
PNS
10h 44m1 stop
$565American Airlines
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
9:29 am - 2:45 pm
PNS
-
GCM
4h 16m1 stop
American Airlines Logo
8:50 am - 8:30 pm
GCM
-
PNS
12h 40m2 stops
$570American Airlines
Thu, Feb 5 - Mon, Feb 9
United Airlines Logo
6:35 am - 1:45 pm
PNS
-
GCM
30h 10m2 stops
United Airlines Logo
2:50 pm - 1:32 pm
GCM
-
PNS
23h 42m1 stop
$762United Airlines
Sun, Jan 25 - Thu, Jan 29
United Airlines Logo
6:35 am - 1:45 pm
PNS
-
GCM
30h 10m2 stops
United Airlines Logo
2:50 pm - 1:32 pm
GCM
-
PNS
23h 42m1 stop
$772United Airlines
Sun, Jan 25 - Thu, Jan 29
United Airlines Logo
2:13 pm - 1:45 pm
PNS
-
GCM
22h 32m1 stop
United Airlines Logo
2:50 pm - 1:32 pm
GCM
-
PNS
23h 42m1 stop
$826United Airlines
Sun, Jan 25 - Thu, Jan 29
Air Canada Logo
6:35 am - 12:25 pm
PNS
-
GCM
28h 50m2 stops
Air Canada Logo
1:30 pm - 6:16 pm
GCM
-
PNS
29h 46m2 stops
$928Air Canada
Sun, Jan 25 - Thu, Jan 29
Air Canada Logo
9:00 am - 12:25 pm
PNS
-
GCM
26h 25m2 stops
Air Canada Logo
1:30 pm - 7:58 pm
GCM
-
PNS
31h 28m2 stops
$1,171Air Canada
Sun, Jan 25 - Thu, Jan 29

American Airlines flights from Pensacola to Cayman Islands

Our best American Airlines deals on Pensacola to Cayman Islands flight tickets
American Airlines
May 24
PNS6:59 pmPensacola
17h 46m
2 stops
GCM12:45 pmGeorge Town Owen Roberts Intl
May 30
GCM3:15 pmGeorge Town Owen Roberts Intl
17h 39m
2 stops
PNS8:54 amPensacola
$510
Find similar
American Airlines
May 24
PNS7:07 pmPensacola
17h 38m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
May 30
GCM2:55 pmGeorge Town Owen Roberts Intl
8h 15m
1 stop
PNS11:10 pmPensacola
$516
Find similar
American Airlines
Feb 5
PNS6:05 amPensacola
13h 15m
1 stop
GCM8:20 pmGeorge Town Owen Roberts Intl
Feb 9
GCM8:50 amGeorge Town Owen Roberts Intl
10h 44m
1 stop
PNS6:34 pmPensacola
$565
Find similar

United Airlines flights from Pensacola to Cayman Islands

Our best United Airlines deals on Pensacola to Cayman Islands flight tickets
United Airlines
Jan 25
PNS6:35 amPensacola
30h 10m
2 stops
GCM1:45 pmGeorge Town Owen Roberts Intl
Jan 29
GCM2:50 pmGeorge Town Owen Roberts Intl
23h 42m
1 stop
PNS1:32 pmPensacola
$762
Find similar
United Airlines
Jan 25
PNS6:35 amPensacola
30h 10m
2 stops
GCM1:45 pmGeorge Town Owen Roberts Intl
Jan 29
GCM2:50 pmGeorge Town Owen Roberts Intl
23h 42m
1 stop
PNS1:32 pmPensacola
$772
Find similar
United Airlines
Jan 25
PNS2:13 pmPensacola
22h 32m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Jan 29
GCM2:50 pmGeorge Town Owen Roberts Intl
23h 42m
1 stop
PNS1:32 pmPensacola
$826
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 December 18, 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 5/24

6:59 pm-12:45 pm

2 stops17h 46m

George Town Owen Roberts Intl

Sat 5/30

2:55 pm-11:10 pm

1 stop8h 15m

$510

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 5/24

7:07 pm-12:45 pm

1 stop17h 38m

George Town Owen Roberts Intl

Sat 5/30

2:55 pm-11:10 pm

1 stop8h 15m

$516

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 2/5

6:05 am-8:20 pm

1 stop13h 15m

George Town Owen Roberts Intl

Mon 2/9

8:50 am-6:34 pm

1 stop10h 44m

$565

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 2/5

9:29 am-2:45 pm

1 stop4h 16m

George Town Owen Roberts Intl

Mon 2/9

8:50 am-8:30 pm

2 stops12h 40m

$570

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 1/25

6:35 am-1:45 pm

2 stops30h 10m

George Town Owen Roberts Intl

Thu 1/29

2:50 pm-1:32 pm

1 stop23h 42m

$762

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 1/25

6:35 am-1:45 pm

2 stops30h 10m

George Town Owen Roberts Intl

Thu 1/29

2:50 pm-1:32 pm

1 stop23h 42m

$772

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 1/25

2:13 pm-1:45 pm

1 stop22h 32m

George Town Owen Roberts Intl

Thu 1/29

2:50 pm-1:32 pm

1 stop23h 42m

$826

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 1/25

6:35 am-12:25 pm

2 stops28h 50m

George Town Owen Roberts Intl

Thu 1/29

1:30 pm-6:16 pm

2 stops29h 46m

$928

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 1/25

9:00 am-12:25 pm

2 stops26h 25m

George Town Owen Roberts Intl

Thu 1/29

1:30 pm-7:58 pm

2 stops31h 28m

$1,171

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

Fastest flight time

7h 27m

Direct flights

None
The fastest flight from Pensacola to Cayman Islands takes 7h 27m
There are no direct flights from Pensacola to Cayman Islands. There are no popular flight routes from Pensacola to Cayman Islands.
Search flight deals

  • 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 $423Free CancellationRating
7.9
8,005 reviews
Search Delta flights
American AirlinesPriceFrom $569Free CancellationRating
7.2
11,054 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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Find better results for your trip to the Cayman Islands

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