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

The number of flights available between Indiana and Caribbean Islands is 89 per week as of May 2026. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.

What airlines fly to Caribbean Islands?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean Islands from Indiana according to our data. American Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 7 different airlines that fly to Caribbean Islands 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 Islands?

JetBlue, Delta, and Frontier are the most popular carriers operating from Indiana to Caribbean Islands

How long is the flight from Indiana to Caribbean Islands?

The flight from Indiana to Caribbean Islands depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Indianapolis (a popular airport in Indiana) to Los Angeles (the most popular airport in Caribbean Islands), then the flight time is 4h 20m on average. If you fly from Fort Wayne (another popular airport in Indiana) to Los Angeles, then the average flight time is 6h 27m.

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

Prices for flights from Indiana to Caribbean Islands are refreshed on a daily basis.

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

There are 11 operators available for flights from Indiana to Caribbean Islands as of May 2026.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Indiana to Caribbean Islands.

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

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$88 Cheap Flights from Indiana to Caribbean Islands in 2026

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Find the cheapest flights from Indiana to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:14 pm - 11:07 pm

ORD

SJU

4h 53mnonstop

7:14 pm - 9:00 am

SJU

ORD

14h 46m

1 stop

$222American Airlines

Sun, Aug 23 - Wed, Aug 26

6:40 am - 4:37 pm

ORD

SJU

8h 57m

1 stop

5:45 pm - 11:57 pm

SJU

ORD

7h 12m

1 stop

$226Delta

Wed, Aug 19 - Wed, Sep 2

12:44 am - 6:44 am

ORD

SJU

5h 00mnonstop

6:00 am - 12:25 pm

SJU

ORD

7h 25m

1 stop

$228Frontier

Fri, Aug 14 - Sat, Aug 22

12:29 am - 6:26 am

ORD

SJU

4h 57mnonstop

5:12 pm - 3:26 pm

SJU

ORD

23h 14m

1 stop

$229Frontier

Sat, Sep 5 - Thu, Sep 10

12:20 pm - 9:05 pm

MDW

SJU

7h 45m

1 stop

5:15 am - 12:05 pm

SJU

MDW

7h 50m

2 stops

$246Southwest

Tue, Aug 11 - Wed, Aug 19

6:05 am - 6:15 pm

MDW

SJU

11h 10m

1 stop

6:00 am - 2:30 pm

SJU

MDW

9h 30m

2 stops

$256Southwest

Sat, Aug 8 - Fri, Aug 14

7:00 am - 1:48 pm

ORD

NAS

5h 48m

1 stop

3:02 pm - 11:44 pm

NAS

ORD

9h 42m

1 stop

$284JetBlue

Tue, Aug 11 - Wed, Aug 19

7:00 am - 5:14 pm

ORD

NAS

9h 14m

1 stop

12:18 pm - 11:44 pm

NAS

ORD

12h 26m

1 stop

$303JetBlue

Sat, Jul 11 - Fri, Sep 11

12:36 pm - 12:37 am

IND

SJU

12h 01m

1 stop

7:00 am - 11:05 am

SJU

IND

28h 05m

2 stops

$306Multiple Airlines

Sat, Jul 4 - Sun, Jul 12

12:44 am - 10:40 am

ORD

PUJ

8h 56m

1 stop

6:00 pm - 10:10 pm

PUJ

ORD

5h 10mnonstop

$377Multiple Airlines

Sat, Aug 15 - Sun, Aug 23

Frontier flights from Indiana to Caribbean Islands

Our best Frontier deals on Indiana to Caribbean Islands flight tickets

Frontier

Jul 28

CVG11:02 amCincinnati Cinci./N. Kentucky

13h 39m

1 stop

SJU12:41 amSan Juan Luis Munoz Marin Intl

Aug 17

SJU4:05 pmSan Juan Luis Munoz Marin Intl

7h 36m

1 stop

CVG11:41 pmCincinnati Cinci./N. Kentucky

$235

Frontier

Aug 12

CVG11:02 amCincinnati Cinci./N. Kentucky

13h 39m

1 stop

SJU12:41 amSan Juan Luis Munoz Marin Intl

Aug 19

SJU6:00 amSan Juan Luis Munoz Marin Intl

17h 46m

1 stop

CVG11:46 pmCincinnati Cinci./N. Kentucky

$236

Frontier

Aug 8

IND7:42 pmIndianapolis

12h 15m

1 stop

SJU7:57 amSan Juan Luis Munoz Marin Intl

Aug 22

SJU9:24 amSan Juan Luis Munoz Marin Intl

9h 32m

1 stop

IND6:56 pmIndianapolis

$240

Southwest flights from Indiana to Caribbean Islands

Our best Southwest deals on Indiana to Caribbean Islands flight tickets

Southwest

Aug 11

MDW12:20 pmChicago Midway

7h 45m

1 stop

SJU9:05 pmSan Juan Luis Munoz Marin Intl

Aug 19

SJU5:15 amSan Juan Luis Munoz Marin Intl

7h 50m

2 stops

MDW12:05 pmChicago Midway

$246

Southwest

Aug 8

MDW6:05 amChicago Midway

11h 10m

1 stop

SJU6:15 pmSan Juan Luis Munoz Marin Intl

Aug 14

SJU6:00 amSan Juan Luis Munoz Marin Intl

9h 30m

2 stops

MDW2:30 pmChicago Midway

$256

Southwest

Aug 10

MDW2:55 pmChicago Midway

7h 55m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Aug 16

SJU9:25 pmSan Juan Luis Munoz Marin Intl

12h 20m

1 stop

MDW8:45 amChicago Midway

$276

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 8/23

5:14 pm-11:07 pm

Nonstop4h 53m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:14 pm-9:00 am

1 stop14h 46m

$222

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 8/19

6:40 am-4:37 pm

1 stop8h 57m

San Juan Luis Munoz Marin Intl

Wed 9/2

5:45 pm-11:57 pm

1 stop7h 12m

$226

Quickest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 8/14

12:44 am-6:44 am

Nonstop5h 00m

San Juan Luis Munoz Marin Intl

Sat 8/22

6:00 am-12:25 pm

1 stop7h 25m

$228

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 9/5

12:29 am-6:26 am

Nonstop4h 57m

San Juan Luis Munoz Marin Intl

Thu 9/10

5:12 pm-3:26 pm

1 stop23h 14m

$229

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Tue 8/11

12:20 pm-9:05 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Wed 8/19

5:15 am-12:05 pm

2 stops7h 50m

$246

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 8/8

6:05 am-6:15 pm

1 stop11h 10m

San Juan Luis Munoz Marin Intl

Fri 8/14

6:00 am-2:30 pm

2 stops9h 30m

$256

ChicagoNassau

ORD - NAS

ORDNAS

Chicago O'Hare Intl

Tue 8/11

7:00 am-1:48 pm

1 stop5h 48m

Nassau Intl

Wed 8/19

3:02 pm-11:44 pm

1 stop9h 42m

$284

ChicagoNassau

ORD - NAS

ORDNAS

Chicago O'Hare Intl

Sat 7/11

7:00 am-5:14 pm

1 stop9h 14m

Nassau Intl

Fri 9/11

12:18 pm-11:44 pm

1 stop12h 26m

$303

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 7/4

12:36 pm-12:37 am

1 stop12h 01m

San Juan Luis Munoz Marin Intl

Sun 7/12

7:00 am-11:05 am

2 stops28h 05m

$306

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 8/15

12:44 am-10:40 am

1 stop8h 56m

Punta Cana

Sun 8/23

6:00 pm-10:10 pm

Nonstop5h 10m

$377

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 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

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of July is, on average, the cheapest month to fly to Caribbean Islands from Indiana, with most prices found around $129. The month of November is another great option to travel to Caribbean Islands, with average flight prices from Indiana averaging around $153.

What is the cheapest Indiana to Caribbean Islands flight route?

Fly from Indianapolis to San Juan Luis Munoz Marin Intl for the best Indiana - Caribbean Islands flight prices

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

You are more likely to see cheaper flights to Caribbean Islands from Indiana when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $406 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Indiana for as low as $343 on momondo.

Can stopping save me money on Indiana to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Indiana to Caribbean Islands.

Cheap Indiana to Caribbean Islands flight deals and tips

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

Fastest flight time	3h 25m
Direct flights	Every day
Airports in Caribbean Islands	99 airports

The fastest flight from Indiana to Caribbean Islands takes 3h 25m

Direct flights go from Indiana to Caribbean Islands every day.

There are 99 airports in Caribbean Islands. From Indiana there are direct flights to Nassau Intl (NAS), Montego Bay Sangster Intl (MBJ).

Search flight deals

Frequently asked questions about flying from Indiana to Caribbean Islands

When did momondo last update prices for flights from Indiana to Caribbean Islands?
Prices for flights from Indiana to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Indiana to Caribbean Islands?
There are 11 operators available for flights from Indiana to Caribbean Islands as of May 2026.
How old do you have to be to fly from Indiana to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Indiana to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Indiana to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Indiana to Caribbean Islands is Airbus A320-100/200, representing 19.36% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 19.25%, Boeing 737-800 Passenger/BBJ2 (winglets) at 11.56%, and Boeing 737-800 at 7.86%.

Best airlines flying from Indiana to Caribbean Islands

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $107	Free Cancellation	Rating 6.3 8,629 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $138	Free Cancellation	Rating 5.6 2,952 reviews	Search Frontier flights
Delta	PriceFrom $152	Free Cancellation	Rating 7.9 8,453 reviews	Search Delta flights
Southwest	PriceFrom $215	Free Cancellation	Rating 8.0 4,298 reviews	Search Southwest flights
United Airlines	PriceFrom $234	Free Cancellation	Rating 7.4 9,711 reviews	Search United Airlines flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.1 11,666 reviews	Search American Airlines flights
JetBlue	PriceFrom $457	Free Cancellation	Rating 7.1 2,974 reviews	Search JetBlue flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Indiana to Caribbean Islands. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Indiana with this policy.

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

momondo provides multiple filters to help you find the best flight to Caribbean Islands from Indiana. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Indiana to Caribbean 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 Caribbean Islands and let you know when they change.