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Cayman Islands

$143+ Cheap flights from Pittsburgh (PIT) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — GCM
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Pittsburgh to Cayman Islands

Keep the following information in mind while searching for Pittsburgh to Cayman Islands flight deals. Data was last updated July 30, 2025.

Round-trip from

$396
(Delta)

One-way from

$143
(Air Canada)

Popular in

December

Cheapest in

October

Average price

$591
From Pittsburgh to Cayman Islands
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One-way flight from Pittsburgh to Cayman Islands
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Highest demand for flights based on searches. 10% potential increase in price ($65 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Pittsburgh to Cayman Islands

Cheapest flights from Pittsburgh to Cayman Islands
Explore the most affordable flight options available from Pittsburgh to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This Delta deal was found by Cheapflights users on 7/29. 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.
Tue 12/26:00 amPIT - GCM
1 stop6h 37mDelta
Wed 12/102:02 pmGCM - PIT
1 stop9h 07mDelta
Deal found 7/29$396
This Priceline deal was found by Cheapflights users on 7/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:55 pmPIT - GCM
1 stop18h 25mAir Canada
Tue 12/91:30 pmGCM - PIT
1 stop27h 44mAir Canada
Deal found 7/29$412
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Wed 9/246:10 amPIT - GCM
1 stop6h 00mAmerican Airlines
Tue 9/3012:10 pmGCM - PIT
1 stop9h 38mAmerican Airlines
Deal found 7/28$464
This United Airlines deal was found by Cheapflights users on 7/30. 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 9/136:10 amPIT - GCM
1 stop7h 20mUnited Airlines
Sat 9/201:35 pmGCM - PIT
2 stops22h 30mUnited Airlines
Deal found 7/30$540
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:20 pmPIT - GCM
2 stops18h 15mSouthwest
Tue 12/91:30 pmGCM - PIT
2 stops8h 25mSouthwest
Deal found 7/29$553
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/143:25 pmPIT - GCM
2 stops21h 30mMultiple Airlines
Sun 9/217:00 amGCM - PIT
3 stops33h 09mMultiple Airlines
Deal found 7/29$569

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh 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 July 30, 2025.
Use the filters below to find and compare flights from Pittsburgh to the Cayman Islands that are best for you.

Fly from

Pittsburgh

Fly to

Cayman Islands

Route

Depart

Return

Price

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Tue 12/2

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

Wed 12/10

2:02 pm-11:09 pm

1 stop9h 07m

$396

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Thu 12/4

5:55 pm-12:20 pm

1 stop18h 25m

George Town Owen Roberts Intl

Tue 12/9

1:30 pm-5:14 pm

1 stop27h 44m

$412

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Wed 9/24

6:10 am-11:10 am

1 stop6h 00m

George Town Owen Roberts Intl

Tue 9/30

12:10 pm-10:48 pm

1 stop9h 38m

$464

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Sat 9/13

6:10 am-12:30 pm

1 stop7h 20m

George Town Owen Roberts Intl

Sat 9/20

1:35 pm-1:05 pm

2 stops22h 30m

$540

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Thu 12/4

6:20 pm-12:35 pm

2 stops18h 15m

George Town Owen Roberts Intl

Tue 12/9

1:30 pm-9:55 pm

2 stops8h 25m

$553

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Sun 9/14

3:25 pm-11:55 am

2 stops21h 30m

George Town Owen Roberts Intl

Sun 9/21

7:00 am-5:09 pm

3 stops33h 09m

$569

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Thu 10/23

6:35 am-11:55 am

1 stop6h 20m

$143

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Thu 10/23

8:00 am-7:20 pm

2 stops12h 20m

$205

PittsburghGeorge Town

PIT - GCM

PITGCM

Pittsburgh

Thu 10/23

10:29 am-12:30 pm

2 stops51h 01m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Pittsburgh to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Pittsburgh 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 Pittsburgh to the Cayman Islands

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

Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Cayman Islands (average of $467). Flying from Pittsburgh 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 July 30, 2025.
Read through reviews of airlines operating flights from Pittsburgh to the Cayman Islands, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Air Canada
7.1
Good
9,837 reviews
Southwest
8.0
Very good
4,241 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh 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 Pittsburgh to Cayman Islands?

    Pittsburgh (PIT) is the airport you will fly out of if you book a flight from Pittsburgh to Cayman Islands. It is only a 13.5 mi journey to Pittsburgh (PIT) from Pittsburgh’s city center.

  • What are the cheapest airlines to fly from Pittsburgh to Cayman Islands one-way?

    $143 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $205 and $302, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pittsburgh 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 Pittsburgh to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Cayman Islands (average of $467). Flying from Pittsburgh 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Pittsburgh to Cayman Islands

Discover the top 4 airlines that operate flights from Pittsburgh 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$355Average$601FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$419Average$625FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$456Average$601FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$483Average$645FlexibilityNo cancel feeOn-time69%

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