Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Pensacola to the Cayman Islands from $514

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 6/17. 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.
American Airlines Logo
7:47 pm - 1:15 pm
PNS
-
GCM
17h 28m1 stop
American Airlines Logo
3:15 pm - 11:22 pm
GCM
-
PNS
8h 07m1 stop
$514American Airlines
Wed, Jun 17 - Wed, Jun 24
American Airlines Logo
8:29 am - 2:46 pm
PNS
-
GCM
5h 17m1 stop
American Airlines Logo
8:45 am - 6:49 pm
GCM
-
PNS
11h 04m1 stop
$515American Airlines
Sun, Feb 15 - Thu, Feb 19
American Airlines Logo
7:47 pm - 1:15 pm
PNS
-
GCM
17h 28m1 stop
American Airlines Logo
1:15 pm - 9:30 am
GCM
-
PNS
20h 15m2 stops
$519American Airlines
Wed, Jun 17 - Wed, Jun 24
American Airlines Logo
6:09 am - 8:15 pm
PNS
-
GCM
13h 06m2 stops
American Airlines Logo
8:45 am - 3:41 pm
GCM
-
PNS
7h 56m1 stop
$520American Airlines
Sun, Feb 15 - Thu, Feb 19
American Airlines Logo
6:59 pm - 10:55 am
PNS
-
GCM
15h 56m2 stops
American Airlines Logo
1:15 pm - 9:30 am
GCM
-
PNS
20h 15m2 stops
$580American Airlines
Wed, Jun 17 - Wed, Jun 24
American Airlines Logo
9:29 am - 8:20 pm
PNS
-
GCM
9h 51m1 stop
American Airlines Logo
3:45 pm - 11:46 pm
GCM
-
PNS
9h 01m1 stop
$600American Airlines
Thu, Feb 5 - Mon, Feb 9
American Airlines Logo
3:41 pm - 12:05 pm
PNS
-
GCM
19h 24m2 stops
American Airlines Logo
12:16 pm - 6:39 pm
GCM
-
PNS
7h 23m1 stop
$605American Airlines
Thu, Feb 5 - Mon, Feb 9
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
$907Air Canada
Mon, Jan 12 - Thu, Jan 15

American Airlines flights from Pensacola to Cayman Islands

Our best American Airlines deals on Pensacola to Cayman Islands flight tickets
American Airlines
Jun 17
PNS7:47 pmPensacola
17h 28m
1 stop
GCM1:15 pmGeorge Town Owen Roberts Intl
Jun 24
GCM3:15 pmGeorge Town Owen Roberts Intl
8h 07m
1 stop
PNS11:22 pmPensacola
$514
Find similar
American Airlines
Feb 15
PNS8:29 amPensacola
5h 17m
1 stop
GCM2:46 pmGeorge Town Owen Roberts Intl
Feb 19
GCM8:45 amGeorge Town Owen Roberts Intl
11h 04m
1 stop
PNS6:49 pmPensacola
$515
Find similar
American Airlines
Jun 17
PNS7:47 pmPensacola
17h 28m
1 stop
GCM1:15 pmGeorge Town Owen Roberts Intl
Jun 24
GCM1:15 pmGeorge Town Owen Roberts Intl
20h 15m
2 stops
PNS9:30 amPensacola
$519
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 12
PNS9:00 amPensacola
26h 25m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
Jan 15
GCM1:30 pmGeorge Town Owen Roberts Intl
31h 28m
2 stops
PNS7:58 pmPensacola
$907
Find similar
Air Canada
Jan 1
PNS6:45 amPensacola
28h 40m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
Jan 4
GCM1:30 pmGeorge Town Owen Roberts Intl
33h 41m
2 stops
PNS10:11 pmPensacola
$4,479
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 28, 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 6/17

7:47 pm-1:15 pm

1 stop17h 28m

George Town Owen Roberts Intl

Wed 6/24

3:15 pm-11:22 pm

1 stop8h 07m

$514

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/15

8:29 am-2:46 pm

1 stop5h 17m

George Town Owen Roberts Intl

Thu 2/19

8:45 am-6:49 pm

1 stop11h 04m

$515

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Wed 6/17

7:47 pm-1:15 pm

1 stop17h 28m

George Town Owen Roberts Intl

Wed 6/24

1:15 pm-9:30 am

2 stops20h 15m

$519

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sun 2/15

6:09 am-8:15 pm

2 stops13h 06m

George Town Owen Roberts Intl

Thu 2/19

8:45 am-3:41 pm

1 stop7h 56m

$520

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Wed 6/17

6:59 pm-10:55 am

2 stops15h 56m

George Town Owen Roberts Intl

Wed 6/24

1:15 pm-9:30 am

2 stops20h 15m

$580

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

3:45 pm-11:46 pm

1 stop9h 01m

$600

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 2/5

3:41 pm-12:05 pm

2 stops19h 24m

George Town Owen Roberts Intl

Mon 2/9

12:16 pm-6:39 pm

1 stop7h 23m

$605

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Mon 1/12

9:00 am-12:25 pm

2 stops26h 25m

George Town Owen Roberts Intl

Thu 1/15

1:30 pm-7:58 pm

2 stops31h 28m

$907

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 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
8,019 reviews
Search Delta flights
American AirlinesPriceFrom $569Free CancellationRating
7.2
11,072 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
Tue 1/27
Tue 2/3
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 $191
Flights to Cayman Bracfrom $304
Flights to Little Caymanfrom $300