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Cheap flights from Pensacola to the Cayman Islands from $515

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 1/25. 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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Find the cheapest flights from Pensacola to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 12:40 pmPNS-GCM
5h 40m1 stop
Delta Logo
2:05 pm - 11:13 pmGCM-PNS
10h 08m1 stop
$515Delta
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Sun, Jan 25 - Thu, Jan 29
Delta Logo
6:00 am - 12:40 pmPNS-GCM
5h 40m1 stop
Delta Logo
2:05 pm - 7:58 pmGCM-PNS
6h 53m1 stop
$525Delta
Find Deal
Sun, Jan 25 - Thu, Jan 29
Multiple Airlines Logo
7:31 pm - 4:05 pmPNS-GCM
19h 34m1 stop
Multiple Airlines Logo
5:25 pm - 3:56 pmGCM-PNS
23h 31m2 stops
$582Multiple Airlines
Find Deal
Fri, Feb 13 - Tue, Feb 17
American Airlines Logo
8:29 am - 2:46 pmPNS-GCM
5h 17m1 stop
American Airlines Logo
3:45 pm - 11:51 pmGCM-PNS
9h 06m1 stop
$590American Airlines
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Fri, Feb 13 - Tue, Feb 17
American Airlines Logo
5:19 am - 2:46 pmPNS-GCM
8h 27m2 stops
American Airlines Logo
8:45 am - 8:21 pmGCM-PNS
12h 36m2 stops
$595American Airlines
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Fri, Feb 13 - Tue, Feb 17
American Airlines Logo
6:00 am - 2:44 pmPNS-GCM
7h 44m1 stop
American Airlines Logo
12:50 pm - 8:31 pmGCM-PNS
8h 41m1 stop
$620American Airlines
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Mon, Dec 8 - Fri, Dec 12
American Airlines Logo
5:24 pm - 12:10 pmPNS-GCM
17h 46m2 stops
American Airlines Logo
3:45 pm - 11:49 pmGCM-PNS
9h 04m1 stop
$625American Airlines
Find Deal
Mon, Dec 8 - Fri, Dec 12
American Airlines Logo
12:09 pm - 8:20 pmPNS-GCM
7h 11m2 stops
American Airlines Logo
12:50 pm - 9:43 pmGCM-PNS
9h 53m2 stops
$630American Airlines
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Sun, Jan 25 - Thu, Jan 29
Multiple Airlines Logo
7:09 pm - 4:05 pmPNS-GCM
19h 56m3 stops
Multiple Airlines Logo
1:30 pm - 6:14 pmGCM-PNS
29h 44m3 stops
$644Multiple Airlines
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Mon, Dec 8 - Fri, Dec 12
United Airlines Logo
6:45 am - 4:00 pmPNS-GCM
8h 15m1 stop
United Airlines Logo
5:45 pm - 4:17 pmGCM-PNS
23h 32m1 stop
$696United Airlines
Find Deal
Fri, Dec 26 - Tue, Dec 30

American Airlines flights from Pensacola to Cayman Islands

Our best American Airlines deals on Pensacola to Cayman Islands flight tickets
American Airlines
Feb 13
PNS8:29 amPensacola
5h 17m
1 stop
GCM2:46 pmGeorge Town Owen Roberts Intl
Feb 17
GCM3:45 pmGeorge Town Owen Roberts Intl
9h 06m
1 stop
PNS11:51 pmPensacola
$590
Find similar
American Airlines
Feb 13
PNS5:19 amPensacola
8h 27m
2 stops
GCM2:46 pmGeorge Town Owen Roberts Intl
Feb 17
GCM8:45 amGeorge Town Owen Roberts Intl
12h 36m
2 stops
PNS8:21 pmPensacola
$595
Find similar
American Airlines
Dec 8
PNS6:00 amPensacola
7h 44m
1 stop
GCM2:44 pmGeorge Town Owen Roberts Intl
Dec 12
GCM12:50 pmGeorge Town Owen Roberts Intl
8h 41m
1 stop
PNS8:31 pmPensacola
$620
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
GCM5:45 pmGeorge Town Owen Roberts Intl
23h 32m
1 stop
PNS4:17 pmPensacola
$696
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
$835
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
$870
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 26, 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 1/25

6:00 am-12:40 pm

1 stop5h 40m

George Town Owen Roberts Intl

Thu 1/29

2:05 pm-11:13 pm

1 stop10h 08m

$515

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 1/25

6:00 am-12:40 pm

1 stop5h 40m

George Town Owen Roberts Intl

Thu 1/29

2:05 pm-7:58 pm

1 stop6h 53m

$525

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 2/13

7:31 pm-4:05 pm

1 stop19h 34m

George Town Owen Roberts Intl

Tue 2/17

5:25 pm-3:56 pm

2 stops23h 31m

$582

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 2/13

8:29 am-2:46 pm

1 stop5h 17m

George Town Owen Roberts Intl

Tue 2/17

3:45 pm-11:51 pm

1 stop9h 06m

$590

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 2/13

5:19 am-2:46 pm

2 stops8h 27m

George Town Owen Roberts Intl

Tue 2/17

8:45 am-8:21 pm

2 stops12h 36m

$595

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Mon 12/8

6:00 am-2:44 pm

1 stop7h 44m

George Town Owen Roberts Intl

Fri 12/12

12:50 pm-8:31 pm

1 stop8h 41m

$620

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Mon 12/8

5:24 pm-12:10 pm

2 stops17h 46m

George Town Owen Roberts Intl

Fri 12/12

3:45 pm-11:49 pm

1 stop9h 04m

$625

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 1/25

12:09 pm-8:20 pm

2 stops7h 11m

George Town Owen Roberts Intl

Thu 1/29

12:50 pm-9:43 pm

2 stops9h 53m

$630

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Mon 12/8

7:09 pm-4:05 pm

3 stops19h 56m

George Town Owen Roberts Intl

Fri 12/12

1:30 pm-6:14 pm

3 stops29h 44m

$644

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

5:45 pm-4:17 pm

1 stop23h 32m

$696

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

5h 40m

Direct flights

None
The fastest flight from Pensacola to Cayman Islands takes 5h 40m
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
7,998 reviews
Search Delta flights
American AirlinesPriceFrom $548Free CancellationRating
7.2
11,038 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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Fri 12/26
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