How long is the flight from Indiana to Caribbean Islands?

American Airlines, Southwest, and Delta can get you from Indiana to Caribbean Islands in just under 6h 41m. Your travel time can differ by up to 2h 24m. Indiana and Caribbean Islands are separated by a distance of 1809 mi. This flight may include one or multiple stops.

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

One-way options have recently been found by users for as low as $99 on Frontier. Other airlines that offer cheap prices include Arajet from $104 and United Airlines from $109 one-way.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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

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

How can I find direct flights from Indiana to Caribbean Islands?

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

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

Yes. Cheapflights offers flight deals from Indiana to Caribbean 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.

$92+ Flights from Indiana to Caribbean Islands

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Indiana to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Indiana to Caribbean Islands

Round-trip from	$196 (Cheapflightsfares)
One-way from	$92 (Kiwi.com)
Popular in	December
Cheapest in	September
Average price	$270

From Indiana to Caribbean Islands

Search Deals

One-way flight from Indiana to Caribbean Islands

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($39 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2025

Search Deals

Find flight deals from Indiana to Caribbean Islands

Cheapest flights from Indiana to Caribbean Islands
Explore the most affordable flight options available from Indiana to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

Fri 10/319:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Mon 11/38:43 pmSJU - ORD

Nonstop5h 14mSpirit Airlines

Deal found 9/23

$196

Fri 10/179:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Fri 10/247:43 pmSJU - ORD

Nonstop5h 14mSpirit Airlines

Deal found 9/23

$199

Mon 10/209:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Sun 10/269:19 pmSJU - ORD

1 stop10h 51mMultiple Airlines

Deal found 9/23

$200

Sat 10/253:00 pmORD - SJU

Nonstop4h 40mSpirit Airlines

Sun 11/212:51 pmSJU - ORD

1 stop7h 47mSpirit Airlines

Deal found 9/23

$201

Mon 10/209:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Tue 10/283:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Deal found 9/23

$202

Fri 10/249:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Fri 10/315:18 pmSJU - ORD

2 stops27h 32mSpirit Airlines

Deal found 9/24

$203

Sat 10/256:58 pmORD - STT

1 stop17h 37mSpirit Airlines

Sat 11/12:01 pmSTT - ORD

1 stop8h 32mSpirit Airlines

Deal found 9/23

$205

Sat 11/12:03 pmORD - SJU

Nonstop4h 39mSpirit Airlines

Wed 11/192:38 pmSJU - ORD

Nonstop5h 22mSpirit Airlines

Deal found 9/24

$205

Wed 10/227:43 pmORD - SJU

1 stop14h 13mMultiple Airlines

Thu 10/239:06 pmSJU - ORD

1 stop13h 16mMultiple Airlines

Deal found 9/24

$206

Mon 10/209:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Fri 10/241:59 amSJU - ORD

1 stop19h 49mMultiple Airlines

Deal found 9/24

$207

Wed 10/227:43 pmORD - SJU

1 stop14h 13mSpirit Airlines

Wed 10/293:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Deal found 9/24

$208

Wed 10/156:40 amORD - SJU

1 stop18h 22mMultiple Airlines

Sat 10/253:19 pmSJU - ORD

1 stop7h 14mMultiple Airlines

Deal found 9/23

$209

Best flights from Indiana to Caribbean Islands
Discover carefully curated flight deals from Indiana to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2025.

Sat 11/84:11 pmCVG - SJU

1 stop6h 41mAmerican Airlines

Thu 11/134:44 pmSJU - CVG

1 stop8h 14mAmerican Airlines

Deal found 9/22

$225

Thu 10/306:35 amMDW - SJU

1 stop9h 05mSouthwest

Tue 11/411:20 amSJU - MDW

2 stops10h 15mSouthwest

Deal found 9/23

$227

Mon 10/277:29 amIND - SJU

1 stop8h 56mDelta

Fri 10/317:15 amSJU - IND

1 stop10h 31mDelta

Deal found 9/24

$235

Fri 10/317:00 amCVG - SJU

1 stop8h 36mUnited Airlines

Mon 11/38:30 amSJU - CVG

1 stop6h 45mUnited Airlines

Deal found 9/24

$251

Thu 10/237:04 pmCVG - SJU

1 stop7h 26mFrontier

Sun 10/269:19 pmSJU - CVG

1 stop13h 32mFrontier

Deal found 9/24

$264

Sat 2/72:22 pmORD - PUJ

1 stop9h 43mCopa Airlines

Sat 2/145:43 amPUJ - ORD

1 stop20h 21mCopa Airlines

Deal found 9/25

$353

Sat 10/186:58 pmORD - MBJ

2 stops16h 02mMultiple Airlines

Tue 10/2112:10 pmMBJ - ORD

2 stops19h 51mMultiple Airlines

Deal found 9/22

$376

Thu 11/136:45 amORD - MBJ

1 stop10h 19mJetBlue

Sat 11/157:15 amMBJ - ORD

1 stop14h 37mJetBlue

Deal found 9/23

$419

Thu 10/233:30 pmIND - SJU

1 stop9h 15mSouthwest

Sat 11/15:45 amSJU - IND

1 stop13h 20mSouthwest

Deal found 9/24

$235

Thu 10/236:15 amIND - SJU

1 stop7h 30mUnited Airlines

Wed 10/291:05 amSJU - IND

1 stop8h 13mUnited Airlines

Deal found 9/24

$257

Thu 10/233:30 pmIND - SJU

1 stop9h 15mSouthwest

Thu 10/305:00 amSJU - IND

1 stop8h 25mSouthwest

Deal found 9/23

$235

Fri 10/107:51 pmORD - AUA

2 stops17h 41mSpirit Airlines

Sat 10/253:45 pmAUA - ORD

1 stop9h 00mSpirit Airlines

Deal found 9/23

$520

Wed 10/2212:52 pmIND - SJU

1 stop11h 04mDelta

Tue 10/287:00 amSJU - IND

1 stop9h 19mDelta

Deal found 9/24

$270

Thu 10/236:15 amIND - SJU

1 stop7h 30mUnited Airlines

Fri 10/311:05 amSJU - IND

2 stops12h 07mUnited Airlines

Deal found 9/24

$257

Fri 10/249:15 amIND - SJU

1 stop7h 25mSouthwest

Tue 10/2810:50 amSJU - IND

1 stop6h 20mSouthwest

Deal found 9/24

$235

Thu 10/301:00 pmORD - SJU

1 stop7h 22mUnited Airlines

Mon 11/32:05 amSJU - ORD

1 stop9h 00mUnited Airlines

Deal found 9/23

$276

Wed 11/1210:35 amORD - SJU

1 stop11h 21mDelta

Tue 11/187:15 amSJU - ORD

1 stop12h 38mDelta

Deal found 9/24

$319

Sun 2/12:22 pmORD - PUJ

1 stop18h 35mCopa Airlines

Sun 2/85:43 amPUJ - ORD

1 stop20h 21mCopa Airlines

Deal found 9/23

$353

Tue 10/147:27 pmCVG - SJU

2 stops19h 57mFrontier

Sun 10/193:40 amSJU - CVG

1 stop21h 02mFrontier

Deal found 9/24

$383

Fri 10/315:00 amORD - MBJ

1 stop9h 15mAmerican Airlines

Fri 11/72:04 pmMBJ - ORD

Nonstop4h 36mAmerican Airlines

Deal found 9/23

$386

Thu 1/2911:51 pmORD - PUJ

1 stop14h 12mCopa Airlines

Sun 2/15:43 amPUJ - ORD

1 stop20h 21mCopa Airlines

Deal found 9/24

$353

Sat 10/183:48 pmIND - SJU

1 stop8h 09mUnited Airlines

Fri 10/241:05 amSJU - IND

2 stops12h 17mUnited Airlines

Deal found 9/24

$294

Mon 11/106:00 amMDW - PUJ

1 stop7h 38mDelta

Sat 11/153:40 pmPUJ - MDW

1 stop19h 21mDelta

Deal found 9/25

$337

Wed 10/223:10 pmMDW - SJU

1 stop7h 40mSouthwest

Wed 10/292:45 pmSJU - MDW

1 stop9h 00mSouthwest

Deal found 9/24

$311

Thu 11/136:45 amORD - MBJ

1 stop10h 19mJetBlue

Mon 11/177:15 amMBJ - ORD

1 stop14h 37mJetBlue

Deal found 9/25

$419

Thu 10/237:05 amCVG - SJU

1 stop8h 37mUnited Airlines

Wed 10/291:05 amSJU - CVG

2 stops12h 06mUnited Airlines

Deal found 9/24

$297

Sat 11/11:37 pmMDW - MBJ

1 stop25h 38mFrontier

Thu 11/64:30 pmMBJ - MDW

1 stop27h 09mFrontier

Deal found 9/22

$403

Mon 11/105:23 amORD - PUJ

1 stop8h 15mDelta

Fri 11/142:38 pmPUJ - ORD

1 stop11h 23mDelta

Deal found 9/24

$337

Wed 11/126:45 amORD - MBJ

1 stop10h 19mJetBlue

Mon 11/177:15 amMBJ - ORD

1 stop14h 37mJetBlue

Deal found 9/25

$419

Wed 11/195:45 amIND - SJU

1 stop6h 32mUnited Airlines

Fri 11/212:05 amSJU - IND

1 stop8h 13mUnited Airlines

Deal found 9/24

$301

Last-minute flights from Indiana to Caribbean Islands
Discover last-minute flight deals from Indiana to Caribbean Islands. Data last updated September 25, 2025 and is based on user searches.

Wed 10/156:40 amORD - SJU

1 stop18h 22mMultiple Airlines

Thu 10/2311:51 amSJU - ORD

1 stop7h 47mMultiple Airlines

Deal found 9/23

$209

Thu 10/166:07 pmORD - SJU

1 stop7h 23mMultiple Airlines

Fri 10/247:43 pmSJU - ORD

Nonstop5h 14mMultiple Airlines

Deal found 9/23

$205

Fri 10/179:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Fri 10/247:43 pmSJU - ORD

Nonstop5h 14mSpirit Airlines

Deal found 9/23

$199

Mon 10/209:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Sun 10/269:19 pmSJU - ORD

1 stop10h 51mMultiple Airlines

Deal found 9/23

$200

Mon 10/209:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Wed 10/293:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Deal found 9/23

$202

Mon 10/209:06 pmORD - SJU

Nonstop4h 45mMultiple Airlines

Fri 10/241:59 amSJU - ORD

1 stop19h 49mMultiple Airlines

Deal found 9/24

$207

Wed 10/227:43 pmORD - SJU

1 stop14h 13mMultiple Airlines

Thu 10/239:06 pmSJU - ORD

1 stop13h 16mMultiple Airlines

Deal found 9/24

$206

Wed 10/227:43 pmORD - SJU

1 stop14h 13mSpirit Airlines

Wed 10/293:19 pmSJU - ORD

1 stop7h 14mSpirit Airlines

Deal found 9/24

$208

Fri 10/249:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Fri 10/315:18 pmSJU - ORD

2 stops27h 32mSpirit Airlines

Deal found 9/24

$203

Sat 10/253:00 pmORD - SJU

Nonstop4h 40mSpirit Airlines

Sun 11/212:51 pmSJU - ORD

1 stop7h 47mSpirit Airlines

Deal found 9/23

$201

Sat 10/256:58 pmORD - STT

1 stop17h 37mSpirit Airlines

Sat 11/12:01 pmSTT - ORD

1 stop8h 32mSpirit Airlines

Deal found 9/23

$205

Fri 10/319:06 pmORD - SJU

Nonstop4h 45mSpirit Airlines

Mon 11/38:43 pmSJU - ORD

Nonstop5h 14mSpirit Airlines

Deal found 9/24

$196

One-way flights from Indiana to Caribbean Islands
Search for one-way flight options from Indiana to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated September 25, 2025.

Wed 11/197:00 amORD - PUJ

Nonstop4h 35mFrontier

Deal found 9/25

$92

Mon 12/15:45 amORD - PUJ

Nonstop4h 45mArajet

Deal found 9/24

$94

Sat 12/137:00 amORD - PUJ

Nonstop4h 37mFrontier

Deal found 9/24

$99

Mon 11/175:45 amORD - PUJ

Nonstop4h 45mArajet

Deal found 9/25

$104

Tue 10/75:05 amORD - MBJ

1 stop5h 55mSpirit Airlines

Deal found 9/23

$105

Tue 10/145:05 amORD - PUJ

1 stop8h 44mSpirit Airlines

Deal found 9/24

$105

Mon 10/67:51 pmORD - SJU

1 stop17h 21mSpirit Airlines

Deal found 9/24

$106

Wed 11/196:05 amORD - SJU

1 stop10h 55mMultiple Airlines

Deal found 9/22

$107

Fri 12/127:00 amORD - PUJ

Nonstop4h 37mFrontier

Deal found 9/23

$108

Tue 10/282:20 pmORD - SJU

Nonstop4h 40mUnited Airlines

Deal found 9/23

$109

Sat 11/82:05 pmMDW - SJU

1 stop16h 40mFrontier

Deal found 9/25

$109

Tue 12/95:05 amORD - MBJ

1 stop6h 00mSpirit Airlines

Deal found 9/23

$110

Cheapflights Fare Finder

Use the filters below to find and compare flights from Indiana to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 11/8

4:11 pm-11:52 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Thu 11/13

4:44 pm-11:58 pm

1 stop8h 14m

$225

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Thu 10/30

6:35 am-4:40 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Tue 11/4

11:20 am-7:35 pm

2 stops10h 15m

$227

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 10/27

7:29 am-4:25 pm

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Fri 10/31

7:15 am-5:46 pm

1 stop10h 31m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 10/23

3:30 pm-12:45 am

1 stop9h 15m

San Juan Luis Munoz Marin Intl

Sat 11/1

5:45 am-7:05 pm

1 stop13h 20m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 10/23

3:30 pm-12:45 am

1 stop9h 15m

San Juan Luis Munoz Marin Intl

Thu 10/30

5:00 am-1:25 pm

1 stop8h 25m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 10/24

9:15 am-4:40 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Tue 10/28

10:50 am-5:10 pm

1 stop6h 20m

$235

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Fri 10/31

7:00 am-3:36 pm

1 stop8h 36m

San Juan Luis Munoz Marin Intl

Mon 11/3

8:30 am-2:15 pm

1 stop6h 45m

$251

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 10/23

6:15 am-1:45 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Wed 10/29

1:05 am-9:18 am

1 stop8h 13m

$257

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 10/23

6:15 am-1:45 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Fri 10/31

1:05 am-1:12 pm

2 stops12h 07m

$257

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Thu 10/23

7:04 pm-2:30 am

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Sun 10/26

9:19 pm-10:51 am

1 stop13h 32m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/25

Showing 1-10 of 60 results

...

Best time to book a flight from Indiana to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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 Caribbean Islands

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

Currently, September is the cheapest month in which you can book a flight from Indiana to Caribbean Islands (average of $254). Flying from Indiana to Caribbean Islands in June is currently the most expensive (average of $339). 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 EPX?

When flying from Indiana to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

How long is the flight from Indiana to Caribbean Islands?
American Airlines, Southwest, and Delta can get you from Indiana to Caribbean Islands in just under 6h 41m. Your travel time can differ by up to 2h 24m. Indiana and Caribbean Islands are separated by a distance of 1809 mi. This flight may include one or multiple stops.
What are the cheapest airlines to fly from Indiana to Caribbean Islands one-way?
One-way options have recently been found by users for as low as $99 on Frontier. Other airlines that offer cheap prices include Arajet from $104 and United Airlines from $109 one-way.
Can I find deals for flights from Indiana to Caribbean Islands that include hotel bookings?
Yes. In addition to deals on Indiana to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Indiana to Caribbean Islands?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Indiana to Caribbean Islands.
Can I find deals for business class flights from Indiana to Caribbean Islands?
Yes. Cheapflights offers flight deals from Indiana to Caribbean 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 Caribbean Islands?
Currently, September is the cheapest month in which you can book a flight from Indiana to Caribbean Islands (average of $254). Flying from Indiana to Caribbean Islands in June is currently the most expensive (average of $339). 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

Top 6 airlines flying from Indiana to Caribbean Islands

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$130	Average$370	FlexibilityNo cancel fee	On-time62%
United Airlines	Cheapest$215	Average$625	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$218	Average$823	FlexibilityNo cancel fee	On-time63%
Spirit Airlines	Cheapest$224	Average$377	FlexibilityNo cancel fee	On-time65%
Delta	Cheapest$234	Average$630	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$265	Average$668	FlexibilityNo cancel fee	On-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$92+ Cheap flights from Indiana to Caribbean 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Indiana to Caribbean Islands with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Indiana to Caribbean Islands

Keep the following information in mind while searching for Indiana to Caribbean Islands flight deals. Data was last updated September 25, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Indiana to Caribbean Islands

Cheapest flights from Indiana to Caribbean IslandsExplore the most affordable flight options available from Indiana to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

Explore the most affordable flight options available from Indiana to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Indiana to Caribbean Islands that are best for you.

Best time to book a flight from Indiana to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Indiana with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Indiana to Caribbean Islands

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

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

Find hourly flight availability from Indiana to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 25, 2025.

Related info for your journey

Find useful and relevant information for your journey from Indiana to Caribbean 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 Caribbean Islands?

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

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

How can I find direct flights from Indiana to Caribbean Islands?

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

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

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 Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Indiana to Caribbean Islands

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Indiana to Caribbean Islands
Explore the most affordable flight options available from Indiana to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.