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Cheap flights from Indiana to the Cayman Islands from $113

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Indiana to the Cayman Islands departing on 1/22. 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

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Find the cheapest flights from Indiana to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
5:05 am - 1:40 pmORD-GCM
7h 35m1 stop
Spirit Airlines Logo
2:35 pm - 11:42 pmGCM-ORD
10h 07m1 stop
$305Spirit Airlines
Find Deal
Thu, Jan 22 - Thu, Jan 29
Spirit Airlines Logo
7:00 am - 4:55 pmORD-GCM
8h 55m1 stop
Spirit Airlines Logo
5:56 pm - 12:19 amGCM-ORD
7h 23m1 stop
$306Spirit Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
United Airlines Logo
8:45 am - 1:45 pmORD-GCM
4h 00mnonstop
United Airlines Logo
2:50 pm - 6:04 pmGCM-ORD
4h 14mnonstop
$338United Airlines
Find Deal
Wed, Dec 24 - Wed, Dec 31
American Airlines Logo
5:00 am - 12:05 pmORD-GCM
6h 05m1 stop
American Airlines Logo
3:50 pm - 7:00 pmGCM-ORD
4h 10mnonstop
$342American Airlines
Find Deal
Wed, Nov 19 - Sat, Nov 22
American Airlines Logo
9:50 am - 2:49 pmORD-GCM
3h 59mnonstop
American Airlines Logo
1:01 pm - 8:26 pmGCM-ORD
8h 25m1 stop
$343American Airlines
Find Deal
Sat, Nov 29 - Sat, Dec 6
United Airlines Logo
8:45 am - 1:45 pmORD-GCM
4h 00mnonstop
United Airlines Logo
2:25 pm - 11:33 pmGCM-ORD
10h 08m1 stop
$348United Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
Delta Logo
6:00 am - 2:27 pmMDW-GCM
7h 27m1 stop
Delta Logo
1:52 pm - 10:22 pmGCM-MDW
9h 30m1 stop
$352Delta
Find Deal
Wed, Dec 24 - Wed, Dec 31
Delta Logo
5:20 am - 12:44 pmORD-GCM
6h 24m1 stop
Delta Logo
1:50 pm - 9:56 pmGCM-ORD
9h 06m1 stop
$354Delta
Find Deal
Thu, Nov 6 - Mon, Nov 10
Southwest Logo
6:00 am - 12:55 pmIND-GCM
6h 55m1 stop
Southwest Logo
1:50 pm - 9:40 pmGCM-IND
7h 50m1 stop
$408Southwest
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Tue, Jan 27 - Thu, Feb 5
Southwest Logo
5:35 pm - 12:55 pmIND-GCM
19h 20m2 stops
Southwest Logo
1:50 pm - 9:40 pmGCM-IND
7h 50m1 stop
$413Southwest
Find Deal
Tue, Jan 27 - Thu, Feb 5

Southwest flights from Indiana to Cayman Islands

Our best Southwest deals on Indiana to Cayman Islands flight tickets
Southwest
Jan 27
IND6:00 amIndianapolis
6h 55m
1 stop
GCM12:55 pmGeorge Town Owen Roberts Intl
Feb 5
GCM1:50 pmGeorge Town Owen Roberts Intl
7h 50m
1 stop
IND9:40 pmIndianapolis
$408
Find similar
Southwest
Dec 31
ORD6:05 amChicago O'Hare Intl
5h 30m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Jan 7
GCM1:50 pmGeorge Town Owen Roberts Intl
9h 00m
1 stop
ORD9:50 pmChicago O'Hare Intl
$413
Find similar
Southwest
Jan 2
CVG7:25 pmCincinnati Cinci./N. Kentucky
19h 45m
2 stops
GCM3:10 pmGeorge Town Owen Roberts Intl
Jan 8
GCM1:50 pmGeorge Town Owen Roberts Intl
8h 35m
2 stops
CVG10:25 pmCincinnati Cinci./N. Kentucky
$483
Find similar

Delta flights from Indiana to Cayman Islands

Our best Delta deals on Indiana to Cayman Islands flight tickets
Delta
Dec 24
MDW6:00 amChicago Midway
7h 27m
1 stop
GCM2:27 pmGeorge Town Owen Roberts Intl
Dec 31
GCM1:52 pmGeorge Town Owen Roberts Intl
9h 30m
1 stop
MDW10:22 pmChicago Midway
$352
Find similar
Delta
Nov 6
ORD5:20 amChicago O'Hare Intl
6h 24m
1 stop
GCM12:44 pmGeorge Town Owen Roberts Intl
Nov 10
GCM1:50 pmGeorge Town Owen Roberts Intl
9h 06m
1 stop
ORD9:56 pmChicago O'Hare Intl
$354
Find similar
Delta
Jan 21
ORD5:50 amChicago O'Hare Intl
5h 45m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Jan 27
GCM2:00 pmGeorge Town Owen Roberts Intl
10h 54m
1 stop
ORD11:54 pmChicago O'Hare Intl
$356
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated October 23, 2025.
Use the filters below to find and compare flights from Indiana to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 1/22

5:05 am-1:40 pm

1 stop7h 35m

George Town Owen Roberts Intl

Thu 1/29

2:35 pm-11:42 pm

1 stop10h 07m

$305

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 12/6

7:00 am-4:55 pm

1 stop8h 55m

George Town Owen Roberts Intl

Sat 12/13

5:56 pm-12:19 am

1 stop7h 23m

$306

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Wed 12/24

8:45 am-1:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Wed 12/31

2:50 pm-6:04 pm

Nonstop4h 14m

$338

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Wed 11/19

5:00 am-12:05 pm

1 stop6h 05m

George Town Owen Roberts Intl

Sat 11/22

3:50 pm-7:00 pm

Nonstop4h 10m

$342

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 11/29

9:50 am-2:49 pm

Nonstop3h 59m

George Town Owen Roberts Intl

Sat 12/6

1:01 pm-8:26 pm

1 stop8h 25m

$343

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 12/6

8:45 am-1:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sat 12/13

2:25 pm-11:33 pm

1 stop10h 08m

$348

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

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 11/6

5:20 am-12:44 pm

1 stop6h 24m

George Town Owen Roberts Intl

Mon 11/10

1:50 pm-9:56 pm

1 stop9h 06m

$354

IndianapolisGeorge Town

IND - GCM

INDGCM

Indianapolis

Tue 1/27

6:00 am-12:55 pm

1 stop6h 55m

George Town Owen Roberts Intl

Thu 2/5

1:50 pm-9:40 pm

1 stop7h 50m

$408

IndianapolisGeorge Town

IND - GCM

INDGCM

Indianapolis

Tue 1/27

5:35 pm-12:55 pm

2 stops19h 20m

George Town Owen Roberts Intl

Thu 2/5

1:50 pm-9:40 pm

1 stop7h 50m

$413

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Indiana 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 month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $526.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $489. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Sunday is $612.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the morning. momondo users have found flights departing from Indiana to Cayman Islands in the morning for as low as $539. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $614 on average. Flights to Cayman Islands from Indiana in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

How far in advance should I book a flight to Cayman Islands?

You are more likely to see cheaper flights to Cayman Islands from Indiana when booking weeks ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $600 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cayman Islands from Indiana for as low as $485 on momondo.

Cheap Indiana to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Indiana to Cayman Islands

Fastest flight time

3h 46m

Direct flights

Every day

Airports in Cayman Islands

1 airport
The fastest flight from Indiana to Cayman Islands takes 3h 46m
Direct flights go from Indiana to Cayman Islands every day.
There is 1 airport near Cayman Islands: George Town Owen Roberts Intl (GCM)
Search flight deals

  • When did momondo last update prices for flights from Indiana to Cayman Islands?

    Prices for flights from Indiana to Cayman Islands are updated daily.

  • How many operators does momondo search for flights from Indiana to Cayman Islands?

  • How old do you have to be to fly from Indiana to Cayman Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Indiana to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The required travel and health documents for your Cayman Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Indiana to Cayman Islands

Compare and see reviews for airlines that fly from Indiana to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $410Free CancellationRating
8.0
4,236 reviews
Search Southwest flights
DeltaPriceFrom $443Free CancellationRating
7.9
7,982 reviews
Search Delta flights
United AirlinesPriceFrom $445Free CancellationRating
7.4
8,995 reviews
Search United Airlines flights
American AirlinesPriceFrom $496Free CancellationRating
7.2
11,032 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Indiana to Cayman Islands?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Indiana to Cayman Islands for you.

Can I find flights from Indiana to Cayman Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Indiana to Cayman Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Indiana to Cayman Islands?

Once you have performed a search for Indiana to Cayman Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Indiana to Cayman Islands right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Indiana 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.

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Sat 11/22
Sat 11/29
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Find better results for your trip to the Cayman Islands

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Popular flights according to clicks in the last 7 days on momondo
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