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Cheap flights from Pensacola to the Cayman Islands from $505

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 2/4. 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

American Airlines Logo
8:35 am - 2:00 pmPNS-GCM
4h 25m1 stop
American Airlines Logo
4:15 pm - 8:30 pmGCM-PNS
5h 15m1 stop
$505American Airlines
Find Deal
Wed, Feb 4 - Sat, Feb 7
American Airlines Logo
6:08 am - 7:51 pmPNS-GCM
12h 43m2 stops
American Airlines Logo
8:30 am - 8:30 pmGCM-PNS
13h 00m1 stop
$509American Airlines
Find Deal
Wed, Feb 4 - Sat, Feb 7
American Airlines Logo
5:56 pm - 12:10 pmPNS-GCM
17h 14m2 stops
American Airlines Logo
3:19 pm - 9:18 pmGCM-PNS
6h 59m1 stop
$544American Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
2:35 pm - 12:00 pmPNS-GCM
20h 25m1 stop
American Airlines Logo
8:45 am - 5:27 pmGCM-PNS
9h 42m1 stop
$549American Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
8:27 am - 8:15 pmPNS-GCM
10h 48m1 stop
American Airlines Logo
8:45 am - 11:49 pmGCM-PNS
16h 04m1 stop
$558American Airlines
Find Deal
Sun, Dec 7 - Sun, Dec 14
Multiple Airlines Logo
10:02 am - 12:25 pmPNS-GCM
25h 23m3 stops
Multiple Airlines Logo
11:55 am - 5:54 pmGCM-PNS
30h 59m3 stops
$612Multiple Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
6:35 am - 4:20 pmPNS-GCM
8h 45m1 stop
United Airlines Logo
5:45 pm - 6:16 pmGCM-PNS
25h 31m1 stop
$650United Airlines
Find Deal
Sat, Jan 17 - Sat, Jan 24
United Airlines Logo
6:35 am - 1:45 pmPNS-GCM
30h 10m2 stops
United Airlines Logo
5:45 pm - 9:40 amGCM-PNS
16h 55m1 stop
$669United Airlines
Find Deal
Sat, Jan 17 - Sat, Jan 24
Multiple Airlines Logo
4:41 pm - 4:05 pmPNS-GCM
22h 24m2 stops
Multiple Airlines Logo
7:00 am - 3:36 pmGCM-PNS
33h 36m3 stops
$678Multiple Airlines
Find Deal
Thu, Nov 6 - Sun, Nov 9
WestJet Logo
5:45 pm - 1:44 pmPNS-GCM
18h 59m2 stops
WestJet Logo
2:50 pm - 12:40 pmGCM-PNS
22h 50m2 stops
$904WestJet
Find Deal
Sun, Dec 7 - Sun, Dec 14

United Airlines flights from Pensacola to Cayman Islands

Our best United Airlines deals on Pensacola to Cayman Islands flight tickets
United Airlines
Jan 17
PNS6:35 amPensacola
8h 45m
1 stop
GCM4:20 pmGeorge Town Owen Roberts Intl
Jan 24
GCM5:45 pmGeorge Town Owen Roberts Intl
25h 31m
1 stop
PNS6:16 pmPensacola
$650
Find similar
United Airlines
Jan 17
PNS6:35 amPensacola
30h 10m
2 stops
GCM1:45 pmGeorge Town Owen Roberts Intl
Jan 24
GCM5:45 pmGeorge Town Owen Roberts Intl
16h 55m
1 stop
PNS9:40 amPensacola
$669
Find similar

American Airlines flights from Pensacola to Cayman Islands

Our best American Airlines deals on Pensacola to Cayman Islands flight tickets
American Airlines
Feb 4
PNS8:35 amPensacola
4h 25m
1 stop
GCM2:00 pmGeorge Town Owen Roberts Intl
Feb 7
GCM4:15 pmGeorge Town Owen Roberts Intl
5h 15m
1 stop
PNS8:30 pmPensacola
$505
Find similar
American Airlines
Feb 4
PNS6:08 amPensacola
12h 43m
2 stops
GCM7:51 pmGeorge Town Owen Roberts Intl
Feb 7
GCM8:30 amGeorge Town Owen Roberts Intl
13h 00m
1 stop
PNS8:30 pmPensacola
$509
Find similar
American Airlines
Dec 6
PNS5:56 pmPensacola
17h 14m
2 stops
GCM12:10 pmGeorge Town Owen Roberts Intl
Dec 13
GCM3:19 pmGeorge Town Owen Roberts Intl
6h 59m
1 stop
PNS9:18 pmPensacola
$544
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 September 17, 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

Wed 2/4

8:35 am-2:00 pm

1 stop4h 25m

George Town Owen Roberts Intl

Sat 2/7

4:15 pm-8:30 pm

1 stop5h 15m

$505

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Wed 2/4

6:08 am-7:51 pm

2 stops12h 43m

George Town Owen Roberts Intl

Sat 2/7

8:30 am-8:30 pm

1 stop13h 00m

$509

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sat 12/6

5:56 pm-12:10 pm

2 stops17h 14m

George Town Owen Roberts Intl

Sat 12/13

3:19 pm-9:18 pm

1 stop6h 59m

$544

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sat 12/6

2:35 pm-12:00 pm

1 stop20h 25m

George Town Owen Roberts Intl

Sat 12/13

8:45 am-5:27 pm

1 stop9h 42m

$549

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 12/7

8:27 am-8:15 pm

1 stop10h 48m

George Town Owen Roberts Intl

Sun 12/14

8:45 am-11:49 pm

1 stop16h 04m

$558

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sat 12/6

10:02 am-12:25 pm

3 stops25h 23m

George Town Owen Roberts Intl

Sat 12/13

11:55 am-5:54 pm

3 stops30h 59m

$612

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sat 1/17

6:35 am-4:20 pm

1 stop8h 45m

George Town Owen Roberts Intl

Sat 1/24

5:45 pm-6:16 pm

1 stop25h 31m

$650

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sat 1/17

6:35 am-1:45 pm

2 stops30h 10m

George Town Owen Roberts Intl

Sat 1/24

5:45 pm-9:40 am

1 stop16h 55m

$669

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 11/6

4:41 pm-4:05 pm

2 stops22h 24m

George Town Owen Roberts Intl

Sun 11/9

7:00 am-3:36 pm

3 stops33h 36m

$678

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 12/7

5:45 pm-1:44 pm

2 stops18h 59m

George Town Owen Roberts Intl

Sun 12/14

2:50 pm-12:40 pm

2 stops22h 50m

$904

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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

Direct flights

None
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 $433Free CancellationRating
7.9
7,961 reviews
Search Delta flights
American AirlinesPriceFrom $548Free CancellationRating
7.2
10,000 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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