Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Pensacola to the Cayman Islands from $550

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 3/31. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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 - 11:35 amPNS-GCM
5h 35m1 stop
Delta Logo
1:00 pm - 8:42 pmGCM-PNS
7h 42m1 stop
$550Delta
Find Deal
Tue, Mar 31 - Wed, Apr 1
American Airlines Logo
8:30 am - 2:46 pmPNS-GCM
5h 16m1 stop
American Airlines Logo
9:00 am - 6:47 pmGCM-PNS
10h 47m1 stop
$575American Airlines
Find Deal
Thu, Nov 20 - Tue, Nov 25
American Airlines Logo
5:24 am - 8:28 pmPNS-GCM
14h 04m2 stops
American Airlines Logo
9:00 am - 6:59 pmGCM-PNS
10h 59m2 stops
$580American Airlines
Find Deal
Thu, Nov 20 - Tue, Nov 25
Multiple Airlines Logo
8:16 pm - 4:05 pmPNS-GCM
18h 49m2 stops
Multiple Airlines Logo
11:30 am - 4:59 pmGCM-PNS
30h 29m3 stops
$663Multiple Airlines
Find Deal
Thu, Nov 20 - Tue, Nov 25
American Airlines Logo
6:33 am - 2:20 pmPNS-GCM
7h 47m1 stop
American Airlines Logo
3:15 pm - 10:00 amGCM-PNS
18h 45m2 stops
$665American Airlines
Find Deal
Tue, Mar 31 - Wed, Apr 1
Multiple Airlines Logo
8:16 pm - 9:15 pmPNS-GCM
23h 59m3 stops
Multiple Airlines Logo
11:30 am - 4:59 pmGCM-PNS
30h 29m3 stops
$668Multiple Airlines
Find Deal
Thu, Nov 20 - Tue, Nov 25
American Airlines Logo
7:21 pm - 8:18 pmPNS-GCM
23h 57m1 stop
American Airlines Logo
1:05 pm - 6:51 pmGCM-PNS
6h 46m1 stop
$734American Airlines
Find Deal
Fri, Dec 26 - Tue, Dec 30
American Airlines Logo
5:19 am - 8:18 pmPNS-GCM
13h 59m2 stops
American Airlines Logo
7:30 am - 6:51 pmGCM-PNS
12h 21m1 stop
$978American 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
Nov 20
PNS8:30 amPensacola
5h 16m
1 stop
GCM2:46 pmGeorge Town Owen Roberts Intl
Nov 25
GCM9:00 amGeorge Town Owen Roberts Intl
10h 47m
1 stop
PNS6:47 pmPensacola
$575
Find similar
American Airlines
Nov 20
PNS5:24 amPensacola
14h 04m
2 stops
GCM8:28 pmGeorge Town Owen Roberts Intl
Nov 25
GCM9:00 amGeorge Town Owen Roberts Intl
10h 59m
2 stops
PNS6:59 pmPensacola
$580
Find similar
American Airlines
Mar 31
PNS6:33 amPensacola
7h 47m
1 stop
GCM2:20 pmGeorge Town Owen Roberts Intl
Apr 1
GCM3:15 pmGeorge Town Owen Roberts Intl
18h 45m
2 stops
PNS10:00 amPensacola
$665
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 October 23, 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

Tue 3/31

6:00 am-11:35 am

1 stop5h 35m

George Town Owen Roberts Intl

Wed 4/1

1:00 pm-8:42 pm

1 stop7h 42m

$550

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 11/20

8:30 am-2:46 pm

1 stop5h 16m

George Town Owen Roberts Intl

Tue 11/25

9:00 am-6:47 pm

1 stop10h 47m

$575

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 11/20

5:24 am-8:28 pm

2 stops14h 04m

George Town Owen Roberts Intl

Tue 11/25

9:00 am-6:59 pm

2 stops10h 59m

$580

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 11/20

8:16 pm-4:05 pm

2 stops18h 49m

George Town Owen Roberts Intl

Tue 11/25

11:30 am-4:59 pm

3 stops30h 29m

$663

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Tue 3/31

6:33 am-2:20 pm

1 stop7h 47m

George Town Owen Roberts Intl

Wed 4/1

3:15 pm-10:00 am

2 stops18h 45m

$665

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 11/20

8:16 pm-9:15 pm

3 stops23h 59m

George Town Owen Roberts Intl

Tue 11/25

11:30 am-4:59 pm

3 stops30h 29m

$668

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

1:05 pm-6:51 pm

1 stop6h 46m

$734

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 12/26

5:19 am-8:18 pm

2 stops13h 59m

George Town Owen Roberts Intl

Tue 12/30

7:30 am-6:51 pm

1 stop12h 21m

$978

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.
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
7,982 reviews
Search Delta flights
American AirlinesPriceFrom $548Free CancellationRating
7.2
11,032 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.

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 11/22
Sat 11/29
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to George Townfrom $205
Flights to Cayman Bracfrom $333
Flights to Little Caymanfrom $403