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Cheap flights from Pensacola to the Cayman Islands from $358

This is the cheapest one-way 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 12/29. 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.
Multiple Airlines Logo
1:18 pm - 5:20 pm
PNS
-
GCM
27h 02m1 stop
Multiple Airlines Logo
2:34 pm - 3:08 pm
GCM
-
PNS
25h 34m1 stop
$478Multiple Airlines
Sun, Feb 1 - Sat, Feb 7
Multiple Airlines Logo
6:17 pm - 9:15 pm
PNS
-
GCM
25h 58m2 stops
Multiple Airlines Logo
2:34 pm - 3:08 pm
GCM
-
PNS
25h 34m1 stop
$490Multiple Airlines
Sun, Feb 1 - Sat, Feb 7
American Airlines Logo
6:00 am - 8:20 pm
PNS
-
GCM
13h 20m2 stops
American Airlines Logo
8:50 am - 9:43 pm
GCM
-
PNS
13h 53m2 stops
$545American Airlines
Sun, Feb 1 - Sat, Feb 7
American Airlines Logo
9:29 am - 8:20 pm
PNS
-
GCM
9h 51m1 stop
American Airlines Logo
8:50 am - 4:11 pm
GCM
-
PNS
8h 21m1 stop
$565American Airlines
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
7:42 am - 8:20 pm
PNS
-
GCM
11h 38m2 stops
American Airlines Logo
3:45 pm - 11:46 pm
GCM
-
PNS
9h 01m1 stop
$570American Airlines
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
5:19 am - 12:05 pm
PNS
-
GCM
5h 46m1 stop
American Airlines Logo
1:00 pm - 6:49 pm
GCM
-
PNS
6h 49m1 stop
$590American Airlines
Thu, Feb 12 - Tue, Feb 17
American Airlines Logo
6:04 am - 8:15 pm
PNS
-
GCM
13h 11m2 stops
American Airlines Logo
8:45 am - 9:31 pm
GCM
-
PNS
13h 46m2 stops
$595American Airlines
Thu, Feb 12 - Tue, Feb 17
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

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

Air Canada flights from Pensacola to Cayman Islands

Our best Air Canada deals on Pensacola to Cayman Islands flight tickets
Air Canada
Jan 25
PNS6:35 amPensacola
28h 50m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
Jan 29
GCM1:30 pmGeorge Town Owen Roberts Intl
29h 46m
2 stops
PNS6:16 pmPensacola
$928
Find similar
Air Canada
Jan 25
PNS6:35 amPensacola
28h 50m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
Jan 29
GCM1:30 pmGeorge Town Owen Roberts Intl
31h 28m
2 stops
PNS7:58 pmPensacola
$953
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 16, 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

1:18 pm-5:20 pm

1 stop27h 02m

George Town Owen Roberts Intl

Sat 2/7

2:34 pm-3:08 pm

1 stop25h 34m

$478

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/1

6:17 pm-9:15 pm

2 stops25h 58m

George Town Owen Roberts Intl

Sat 2/7

2:34 pm-3:08 pm

1 stop25h 34m

$490

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/1

6:00 am-8:20 pm

2 stops13h 20m

George Town Owen Roberts Intl

Sat 2/7

8:50 am-9:43 pm

2 stops13h 53m

$545

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 2/5

9:29 am-8:20 pm

1 stop9h 51m

George Town Owen Roberts Intl

Mon 2/9

8:50 am-4:11 pm

1 stop8h 21m

$565

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 2/5

7:42 am-8:20 pm

2 stops11h 38m

George Town Owen Roberts Intl

Mon 2/9

3:45 pm-11:46 pm

1 stop9h 01m

$570

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 2/12

5:19 am-12:05 pm

1 stop5h 46m

George Town Owen Roberts Intl

Tue 2/17

1:00 pm-6:49 pm

1 stop6h 49m

$590

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 2/12

6:04 am-8:15 pm

2 stops13h 11m

George Town Owen Roberts Intl

Tue 2/17

8:45 am-9:31 pm

2 stops13h 46m

$595

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

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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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

5h 30m

Direct flights

None
The fastest flight from Pensacola to Cayman Islands takes 5h 30m
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
8,010 reviews
Search Delta flights
American AirlinesPriceFrom $569Free CancellationRating
7.2
11,048 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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