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Cayman Islands

$134+ Cheap flights from Indiana 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
IND — GCM
Nov 20 — Nov 271
Thu 11/20
Thu 11/27
1 adult, Economy
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Cheap flight deals from Indiana to Cayman Islands

Keep the following information in mind while searching for Indiana to Cayman Islands flight deals. Data was last updated October 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Priceline)

One-way from

$134
(Travelocity)

Popular in

April

Cheapest in

September

Average price

$617
Provider with most accurate pricing for Indianapolis-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Indianapolis-George Town Owen Roberts Intl flights.
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From Indiana to Cayman Islands
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One-way flight from Indiana to Cayman Islands
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Highest demand for flights based on searches. 8% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Indiana to Cayman Islands

Cheapest flights from Indiana to Cayman Islands
Explore the most affordable flight options available from Indiana to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 21, 2025.

This Priceline deal was found by Cheapflights users on 10/18. 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.
Sat 12/67:00 amORD - GCM
1 stop8h 55mSpirit Airlines
Sat 12/135:56 pmGCM - ORD
1 stop7h 23mSpirit Airlines
Deal found 10/18$289
This Priceline deal was found by Cheapflights users on 10/20. 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.
Sat 12/67:00 amORD - GCM
1 stop8h 55mSpirit Airlines
Thu 12/252:40 pmGCM - ORD
1 stop10h 50mSpirit Airlines
Deal found 10/20$319
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Sat 12/69:59 amORD - GCM
Nonstop4h 10mAmerican Airlines
Thu 12/253:35 pmGCM - ORD
Nonstop4h 10mAmerican Airlines
Deal found 10/20$338
This American Airlines deal was found by Cheapflights users on 10/19. 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 12/128:50 pmORD - GCM
1 stop14h 11mAmerican Airlines
Fri 12/193:35 pmGCM - ORD
Nonstop4h 10mAmerican Airlines
Deal found 10/19$342
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Sun 12/145:00 amORD - GCM
1 stop6h 00mAmerican Airlines
Sun 12/213:35 pmGCM - ORD
Nonstop4h 10mAmerican Airlines
Deal found 10/20$347
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Sat 12/69:59 amORD - GCM
Nonstop4h 10mAmerican Airlines
Sat 12/138:45 amGCM - ORD
1 stop16h 52mAmerican Airlines
Deal found 10/20$348
This Delta deal was found by Cheapflights users on 10/21. 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.
Wed 12/245:30 amORD - GCM
1 stop6h 06mDelta
Wed 12/311:52 pmGCM - ORD
1 stop6h 46mDelta
Deal found 10/21$352
This Delta deal was found by Cheapflights users on 10/19. 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 12/236:00 amMDW - GCM
1 stop7h 27mDelta
Mon 12/291:52 pmGCM - MDW
1 stop9h 30mDelta
Deal found 10/19$352
This Delta deal was found by Cheapflights users on 10/20. 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 11/35:20 amORD - GCM
1 stop6h 24mDelta
Thu 11/62:00 pmGCM - ORD
1 stop10h 58mDelta
Deal found 10/20$354
This Delta deal was found by Cheapflights users on 10/20. 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 11/36:00 amMDW - GCM
1 stop5h 44mDelta
Thu 11/62:00 pmGCM - MDW
1 stop9h 14mDelta
Deal found 10/20$354
This Delta deal was found by Cheapflights users on 10/21. 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.
Wed 11/268:02 pmORD - GCM
1 stop15h 33mDelta
Wed 12/31:50 pmGCM - ORD
2 stops19h 14mDelta
Deal found 10/21$357
This Delta deal was found by Cheapflights users on 10/19. 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 12/229:29 amMDW - GCM
2 stops26h 07mDelta
Mon 12/293:42 pmGCM - MDW
1 stop7h 40mDelta
Deal found 10/19$357

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana 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 October 21, 2025.
Use the filters below to find and compare flights from Indiana to the Cayman Islands that are best for you.

Fly from

Indiana

Fly to

Cayman Islands

Route

Depart

Return

Price

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Wed 12/24

5:30 am-12:36 pm

1 stop6h 06m

George Town Owen Roberts Intl

Sun 12/28

3:42 pm-9:14 pm

1 stop6h 32m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Tue 11/25

5:23 am-12:35 pm

1 stop6h 12m

George Town Owen Roberts Intl

Mon 12/8

1:50 pm-12:01 am

1 stop11h 11m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 11/28

5:23 am-12:35 pm

1 stop6h 12m

George Town Owen Roberts Intl

Thu 12/4

1:50 pm-12:01 am

1 stop11h 11m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 12/4

5:30 am-12:35 pm

1 stop6h 05m

George Town Owen Roberts Intl

Mon 12/8

1:50 pm-12:01 am

1 stop11h 11m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 11/27

5:23 am-12:35 pm

1 stop6h 12m

George Town Owen Roberts Intl

Mon 12/8

1:50 pm-12:01 am

1 stop11h 11m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Tue 12/23

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Mon 12/29

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Wed 12/24

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Wed 12/31

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

MDW - GCM

MDWGCM

Chicago Midway

Thu 12/25

6:00 am-2:27 pm

1 stop7h 27m

George Town Owen Roberts Intl

Sun 12/28

1:52 pm-10:22 pm

1 stop9h 30m

$352

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 2/20

5:50 am-12:35 pm

1 stop5h 45m

George Town Owen Roberts Intl

Thu 2/26

2:00 pm-9:14 pm

1 stop8h 14m

$356

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 1/17

5:50 am-1:47 pm

1 stop6h 57m

George Town Owen Roberts Intl

Sat 1/24

3:07 pm-11:54 pm

1 stop9h 47m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

Showing 1-10 of 54 results
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Best time to book a flight from Indiana to Cayman Islands

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

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

Currently, January is the cheapest month in which you can book a flight from Indiana to Cayman Islands (average of $358). Flying from Indiana to Cayman Islands in April is currently the most expensive (average of $527). 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.

What is the cheapest time of day to fly from IN to KY?

Find hourly flight availability from Indiana to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 21, 2025.

One of the essential ways to save on airfare from Indiana to Cayman Islands is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 17% on airfare.

Related info for your journey

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

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

    Departing from Indiana to Cayman Islands will take you 5h 49m. The distance from Indiana to Cayman Islands is about 1330 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    One-way options have recently been found by users for as low as $155 on Southwest. Other airlines that offer cheap prices include American Airlines from $208 and Delta from $222 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Indiana to Cayman Islands (average of $358). Flying from Indiana to Cayman Islands in April is currently the most expensive (average of $527). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Indiana to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Indiana to Cayman Islands

Discover the top 4 airlines that operate flights from Indiana 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 October 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$410Average$605FlexibilityNo cancel feeOn-time63%
DeltaCheapest$443Average$604FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$445Average$607FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$496Average$742FlexibilityNo cancel feeOn-time71%

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