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Cayman Islands

$488+ Cheap flights from Pensacola (PNS) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — GCM
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Pensacola to Cayman Islands

Keep the following information in mind while searching for Pensacola to Cayman Islands flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$488
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$605
Provider with most accurate pricing for Pensacola-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Pensacola-George Town Owen Roberts Intl flights.
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From Pensacola to Cayman Islands
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Highest demand for flights based on searches. 6% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($43 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Pensacola to Cayman Islands

Cheapest flights from Pensacola to Cayman Islands
Explore the most affordable flight options available from Pensacola to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:26 pmPNS - GCM
2 stops41h 34mMultiple Airlines
Sat 12/135:56 pmGCM - PNS
1 stop25h 18mMultiple Airlines
Deal found 11/2$488
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:00 amPNS - GCM
1 stop5h 35mDelta
Fri 12/121:50 pmGCM - PNS
1 stop7h 18mDelta
Deal found 11/2$575
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:00 amPNS - GCM
1 stop6h 30mUnited Airlines
Sat 12/135:45 pmGCM - PNS
1 stop21h 13mUnited Airlines
Deal found 11/2$585
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:00 amPNS - GCM
1 stop5h 35mDelta
Mon 12/151:50 pmGCM - PNS
1 stop7h 18mDelta
Deal found 11/2$600
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:28 amPNS - GCM
2 stops11h 47mAmerican Airlines
Sat 12/138:45 amGCM - PNS
2 stops13h 33mAmerican Airlines
Deal found 11/2$605
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:26 pmPNS - GCM
2 stops41h 34mMultiple Airlines
Sun 12/1412:40 pmGCM - PNS
1 stop27h 15mMultiple Airlines
Deal found 11/2$622
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:00 amPNS - GCM
1 stop5h 35mDelta
Fri 12/121:50 pmGCM - PNS
1 stop7h 18mDelta
Deal found 11/2$645
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:54 pmPNS - GCM
1 stop19h 11mMultiple Airlines
Mon 12/1512:40 pmGCM - PNS
2 stops25h 33mMultiple Airlines
Deal found 11/2$665
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:00 amPNS - GCM
1 stop5h 35mDelta
Mon 12/151:50 pmGCM - PNS
1 stop10h 21mDelta
Deal found 11/2$670
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:28 amPNS - GCM
2 stops11h 47mAmerican Airlines
Thu 12/113:14 pmGCM - PNS
2 stops17h 43mAmerican Airlines
Deal found 11/2$690
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:00 amPNS - GCM
1 stop6h 30mUnited Airlines
Sun 12/145:45 pmGCM - PNS
1 stop27h 41mUnited Airlines
Deal found 11/2$696
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:00 amPNS - GCM
1 stop5h 24mAmerican Airlines
Sat 12/133:19 pmGCM - PNS
1 stop6h 59mAmerican Airlines
Deal found 11/2$710

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Pensacola to the Cayman Islands that are best for you.

Fly from

Pensacola

Fly to

Cayman Islands

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 12/4

6:00 am-12:35 pm

1 stop5h 35m

George Town Owen Roberts Intl

Thu 12/11

1:50 pm-8:08 pm

1 stop7h 18m

$575

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 12/4

6:00 am-12:35 pm

1 stop5h 35m

George Town Owen Roberts Intl

Fri 12/12

1:50 pm-8:08 pm

1 stop7h 18m

$575

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 12/4

9:00 am-4:30 pm

1 stop6h 30m

George Town Owen Roberts Intl

Sat 12/13

5:45 pm-1:58 pm

1 stop21h 13m

$585

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Wed 3/11

6:15 am-6:51 pm

2 stops12h 36m

George Town Owen Roberts Intl

Sun 3/22

3:15 pm-3:06 pm

1 stop23h 51m

$597

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Thu 12/4

6:00 am-12:35 pm

1 stop5h 35m

George Town Owen Roberts Intl

Mon 12/15

1:50 pm-8:08 pm

1 stop7h 18m

$600

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 12/5

7:26 pm-2:00 pm

2 stops41h 34m

George Town Owen Roberts Intl

Sun 12/14

12:40 pm-2:55 pm

1 stop27h 15m

$622

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 12/5

6:00 am-12:35 pm

1 stop5h 35m

George Town Owen Roberts Intl

Thu 12/11

1:50 pm-11:11 pm

1 stop10h 21m

$645

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Fri 12/5

6:00 am-12:35 pm

1 stop5h 35m

George Town Owen Roberts Intl

Fri 12/12

1:50 pm-8:08 pm

1 stop7h 18m

$645

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Tue 3/31

6:15 am-2:20 pm

2 stops8h 05m

George Town Owen Roberts Intl

Wed 4/1

3:15 pm-9:51 am

2 stops18h 36m

$665

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Best time to book a flight from Pensacola to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Pensacola with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pensacola to the Cayman Islands
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated November 3, 2025.
See what other customers who have flown with Delta and American Airlines from Pensacola to the Cayman Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,001 reviews

Overall

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Overall

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,034 reviews
Delta
7.9
Good
8,001 reviews

Overall

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Pensacola to Cayman Islands?

    If you book a flight to Cayman Islands from Pensacola, you will be flying from Pensacola, which is the city’s only airport. Pensacola (PNS) is located 4.0 mi from the center of Pensacola.

  • How long is the flight from Pensacola to Cayman Islands?

    A quick flight from Pensacola to Cayman Islands can take about 5h 35m. Delta provides one of the quickest options available for as low as $550. Airlines will cover a distance of 854 mi.

  • Can I find deals for flights from Pensacola to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Pensacola to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Cayman Islands.

  • Can I find deals for business class flights from Pensacola to Cayman Islands?

    Yes. Cheapflights offers flight deals from Pensacola to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top 2 airlines flying from Pensacola to Cayman Islands

Discover the top 2 airlines that operate flights from Pensacola to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$433Average$591FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$548Average$684FlexibilityNo cancel feeOn-time71%

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