How many flights depart from Indiana to Caribbean on average per week?

The number of flights available between Indiana and Caribbean is 25 per week as of September 2025. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.

How long is the flight from Indiana to Caribbean?

If you’re flying from a popular airport in Indiana, such as Indianapolis or South Bend, and flying into Caribbean, then you can expect flight times to average 14h 22m and 16h 39m, respectively.

What airlines fly to Caribbean?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean from Indiana according to our data. American Airlines is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 6 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Indiana to Caribbean?

Arajet, Spirit Airlines, and Frontier are the most popular carriers operating from Indiana to Caribbean

When did momondo last update prices for flights from Indiana to Caribbean?

Prices for flights from Indiana to Caribbean are updated daily.

How many operators does momondo search for flights from Indiana to Caribbean?

As of September 2025, there are 11 operators available to choose from for flights from Indiana to Caribbean.

How old do you have to be to fly from Indiana to Caribbean?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Indiana to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$93 Cheap Flights from Indiana to Caribbean in 2025

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Find the cheapest flights from Indiana to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:00 am - 2:12 pmORD-SJU

7h 12m1 stop

7:43 pm - 11:57 pmSJU-ORD

5h 14mnonstop

$208Spirit Airlines

Find Deal

Wed, Oct 22 - Fri, Oct 24

6:30 am - 2:11 pmORD-SJU

6h 41m1 stop

6:44 am - 4:12 pmSJU-ORD

10h 28m1 stop

$209Spirit Airlines

Find Deal

Tue, Sep 23 - Tue, Sep 30

6:40 am - 3:24 pmORD-SJU

7h 44m1 stop

5:51 pm - 11:30 amSJU-ORD

18h 39m2 stops

$214Frontier

Find Deal

Sat, Oct 25 - Fri, Oct 31

5:15 am - 3:24 pmIND-SJU

10h 09m1 stop

6:22 am - 5:07 pmSJU-IND

10h 45m1 stop

$219

Find Deal

Wed, Oct 8 - Wed, Oct 15

9:06 pm - 2:51 amORD-SJU

4h 45mnonstop

6:22 am - 12:45 pmSJU-ORD

31h 23m1 stop

$219

Find Deal

Mon, Oct 6 - Tue, Oct 21

2:55 pm - 11:45 pmCVG-SJU

8h 50m1 stop

5:00 am - 10:55 amSJU-CVG

5h 55m1 stop

$225Southwest

Find Deal

Sat, Oct 18 - Sat, Nov 1

6:00 am - 2:40 pmIND-SJU

8h 40m1 stop

1:05 am - 9:18 amSJU-IND

8h 13m1 stop

$230United Airlines

Find Deal

Tue, Oct 28 - Tue, Oct 28

5:50 am - 8:38 pmCVG-SJU

14h 48m2 stops

7:00 am - 4:04 pmSJU-CVG

9h 04m1 stop

$235United Airlines

Find Deal

Sat, Sep 27 - Sat, Oct 4

6:40 am - 5:54 pmORD-SJU

9h 14m1 stop

2:11 am - 11:02 amSJU-ORD

10h 51m1 stop

$238Frontier

Find Deal

Wed, Nov 12 - Sat, Nov 15

6:40 am - 3:10 pmMDW-PUJ

6h 30m1 stop

4:10 pm - 11:05 pmPUJ-MDW

8h 55m1 stop

$357Southwest

Find Deal

Wed, Nov 19 - Wed, Nov 26

United Airlines flights from Indiana to Caribbean

Our best United Airlines deals on Indiana to Caribbean flight tickets

United Airlines

Oct 28

IND6:00 amIndianapolis

8h 40m

1 stop

SJU2:40 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU1:05 amSan Juan Luis Munoz Marin Intl

8h 13m

1 stop

IND9:18 amIndianapolis

$230

Find similar

United Airlines

Sep 27

CVG5:50 amCincinnati Cinci./N. Kentucky

14h 48m

2 stops

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Oct 4

SJU7:00 amSan Juan Luis Munoz Marin Intl

9h 04m

1 stop

CVG4:04 pmCincinnati Cinci./N. Kentucky

$235

Find similar

United Airlines

Oct 28

IND11:25 amIndianapolis

9h 57m

2 stops

SJU9:22 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU1:05 amSan Juan Luis Munoz Marin Intl

8h 13m

1 stop

IND9:18 amIndianapolis

$250

Find similar

Delta flights from Indiana to Caribbean

Our best Delta deals on Indiana to Caribbean flight tickets

Delta

Oct 23

IND12:52 pmIndianapolis

11h 04m

1 stop

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Oct 29

SJU7:00 amSan Juan Luis Munoz Marin Intl

9h 19m

1 stop

IND4:19 pmIndianapolis

$235

Find similar

Delta

Sep 20

CVG2:37 pmCincinnati Cinci./N. Kentucky

7h 23m

1 stop

SJU10:00 pmSan Juan Luis Munoz Marin Intl

Sep 25

SJU7:00 amSan Juan Luis Munoz Marin Intl

9h 45m

1 stop

CVG4:45 pmCincinnati Cinci./N. Kentucky

$361

Find similar

Delta

Nov 10

MDW6:00 amChicago Midway

7h 38m

1 stop

PUJ3:38 pmPunta Cana

Nov 14

PUJ5:03 pmPunta Cana

8h 29m

1 stop

MDW11:32 pmChicago Midway

$363

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 10/22

6:00 am-2:12 pm

1 stop7h 12m

San Juan Luis Munoz Marin Intl

Fri 10/24

7:43 pm-11:57 pm

Nonstop5h 14m

$208

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 9/23

6:30 am-2:11 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Tue 9/30

6:44 am-4:12 pm

1 stop10h 28m

$209

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 10/25

6:40 am-3:24 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Fri 10/31

5:51 pm-11:30 am

2 stops18h 39m

$214

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 10/8

5:15 am-3:24 pm

1 stop10h 09m

San Juan Luis Munoz Marin Intl

Wed 10/15

6:22 am-5:07 pm

1 stop10h 45m

$219

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 10/6

9:06 pm-2:51 am

Nonstop4h 45m

San Juan Luis Munoz Marin Intl

Tue 10/21

6:22 am-12:45 pm

1 stop31h 23m

$219

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 10/18

2:55 pm-11:45 pm

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Sat 11/1

5:00 am-10:55 am

1 stop5h 55m

$225

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Tue 10/28

6:00 am-2:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Tue 10/28

1:05 am-9:18 am

1 stop8h 13m

$230

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 9/27

5:50 am-8:38 pm

2 stops14h 48m

San Juan Luis Munoz Marin Intl

Sat 10/4

7:00 am-4:04 pm

1 stop9h 04m

$235

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 11/12

6:40 am-5:54 pm

1 stop9h 14m

San Juan Luis Munoz Marin Intl

Sat 11/15

2:11 am-11:02 am

1 stop10h 51m

$238

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Wed 11/19

6:40 am-3:10 pm

1 stop6h 30m

Punta Cana

Wed 11/26

4:10 pm-11:05 pm

1 stop8h 55m

$357

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Indiana to Caribbean

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

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean?

In general, September is the cheapest month to fly from Indiana to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $265. If you don’t want to visit Caribbean in September, then you should wait until February to fly from Indiana, when ticket prices are also cheap, with an average price of $353.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Indiana to Caribbean is on a Tuesday when prices can be found for as low as $362. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $494. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

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

In the evening is the cheapest time of day to fly from Indiana to Caribbean when you can find flight prices for as low as $304. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $422.

What is the cheapest Indiana to Caribbean flight route?

Fly from Indianapolis to Punta Cana for the best Indiana - Caribbean flight prices

How far in advance should I book a flight to Caribbean?

You are more likely to see cheaper flights to Caribbean from Indiana when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $388 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Indiana for as low as $350 on momondo.

What cabin class options are available on Indiana to Caribbean flights?

There is only 1 cabin class available to choose from on Indiana to Caribbean flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Indiana to Caribbean flights?

You could potentially save up to 20% on your flight if you consider stops on a Indiana to Caribbean flight.

Cheap Indiana to Caribbean flight deals and tips

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

Fastest flight time	3h 18m
Direct flights	Every day
Airports in Caribbean	2 airports

The fastest flight from Indiana to Caribbean takes 3h 18m

Direct flights go from Indiana to Caribbean every day.

There are 2 airports near Caribbean: Nassau Intl (NAS), Montego Bay Sangster Intl (MBJ)

Search flight deals

When did momondo last update prices for flights from Indiana to Caribbean?
Prices for flights from Indiana to Caribbean are updated daily.
How many operators does momondo search for flights from Indiana to Caribbean?
As of September 2025, there are 11 operators available to choose from for flights from Indiana to Caribbean.
How old do you have to be to fly from Indiana to Caribbean?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Indiana to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Indiana to Caribbean?
momondo data reveals that the most frequently booked plane model on the route from Indiana to Caribbean is Boeing 737-800, representing 100.00% of all bookings.

Best airlines flying from Indiana to Caribbean

Compare and see reviews for airlines that fly from Indiana to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $130	Free Cancellation	Rating 5.8 3,177 reviews	Search Frontier flights
United Airlines	PriceFrom $215	Free Cancellation	Rating 7.4 8,937 reviews	Search United Airlines flights
Spirit Airlines	PriceFrom $224	Free Cancellation	Rating 6.3 8,023 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $225	Free Cancellation	Rating 8.0 4,248 reviews	Search Southwest flights
Delta	PriceFrom $234	Free Cancellation	Rating 7.9 7,960 reviews	Search Delta flights
American Airlines	PriceFrom $265	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights

Why use momondo?

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

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 Caribbean for you.

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

All flight searches from Indiana to Caribbean on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Indiana to Caribbean?

momondo helps you find the best flight between Indiana and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes. momondo can track prices for Indiana to Caribbean flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.