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Cayman Islands

$434+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — GCM
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$434
(Delta)

Popular in

December

Cheapest in

January

Average price

$580
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. 19% potential increase in price ($152 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($56 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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.
Mon 10/276:00 amPNS - GCM
1 stop5h 42mDelta
Sat 11/11:02 pmGCM - PNS
1 stop7h 39mDelta
Deal found 4/29$434
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 10/277:40 pmPNS - GCM
2 stops15h 30mAmerican Airlines
Sat 11/13:20 pmGCM - PNS
1 stop8h 03mAmerican Airlines
Deal found 4/29$639
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 6/148:40 amPNS - GCM
1 stop6h 55mUnited Airlines
Sat 6/214:45 pmGCM - PNS
1 stop16h 55mUnited Airlines
Deal found 4/29$739

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 May 1, 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

Mon 10/27

6:00 am-11:42 am

1 stop5h 42m

George Town Owen Roberts Intl

Sat 11/1

1:02 pm-8:41 pm

1 stop7h 39m

$434

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Mon 10/27

7:40 pm-11:10 am

2 stops15h 30m

George Town Owen Roberts Intl

Sat 11/1

3:20 pm-10:54 am

2 stops19h 34m

$639

PensacolaGeorge Town

PNS - GCM

PNSGCM

Pensacola

Sat 6/14

8:40 am-3:35 pm

1 stop6h 55m

George Town Owen Roberts Intl

Sat 6/21

4:45 pm-9:40 am

1 stop16h 55m

$739

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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

What is the cheapest month to book a flight from Pensacola to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Pensacola to Cayman Islands (average of $467). Flying from Pensacola to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Santiago,Apr 2024

MCO - ATL

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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.

  • 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.

  • What is the cheapest month to book a flight from Pensacola to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Pensacola to Cayman Islands (average of $467). Flying from Pensacola to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$453Average$587FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$540Average$659FlexibilityNo cancel feeOn-time71%

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