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

The number of flights available between Indiana and Caribbean Islands is 14 per day as of July 2026. The most frequent departure time is 10:00AM, with 100% of daily flights leaving at noon.

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 58% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 6 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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

The number of flights available between Indiana and Caribbean Islands is 99 per week as of July 2026. The most frequent departure day is Thu, with 16% of weekly flights leaving on this day.

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 Copenhagen (the most popular airport in Caribbean Islands), then the flight time is 13h 25m on average. If you fly from South Bend (another popular airport in Indiana) to Copenhagen, then the average flight time is 31h 40m.

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

JetBlue, United Airlines, and Delta are the most popular carriers operating 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 10 operators available for flights from Indiana to Caribbean Islands as of July 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.

$107 Cheap Flights from Indiana to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

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.

8:05 am - 4:11 pm

ORD

SJU

31h 06m

1 stop

7:14 pm - 11:27 pm

SJU

ORD

5h 13mnonstop

$259Frontier

Thu, Aug 27 - Thu, Sep 3

12:44 am - 6:44 am

ORD

SJU

5h 00mnonstop

7:14 pm - 11:27 pm

SJU

ORD

5h 13mnonstop

$260Frontier

Wed, Aug 26 - Thu, Sep 3

6:00 am - 6:30 pm

ORD

SJU

11h 30m

1 stop

12:55 am - 5:00 am

SJU

ORD

5h 05mnonstop

$262American Airlines

Sat, Aug 15 - Fri, Aug 28

5:30 am - 4:38 pm

ORD

SJU

10h 08m

1 stop

5:49 pm - 11:57 pm

SJU

ORD

7h 08m

1 stop

$266Delta

Sat, Aug 22 - Sat, Aug 29

7:50 am - 4:40 pm

MDW

SJU

7h 50m

2 stops

5:15 am - 12:05 pm

SJU

MDW

7h 50m

2 stops

$266Southwest

Sat, Aug 22 - Wed, Aug 26

5:20 pm - 11:15 pm

ORD

SJU

4h 55mnonstop

1:38 pm - 12:35 am

SJU

ORD

11h 57m

1 stop

$267American Airlines

Thu, Aug 27 - Thu, Sep 3

11:00 am - 12:56 am

CVG

SJU

13h 56m

1 stop

6:35 am - 7:42 pm

SJU

CVG

13h 07m

2 stops

$280Multiple Airlines

Sat, Aug 29 - Mon, Aug 31

12:46 pm - 10:29 pm

MDW

SJU

8h 43m

1 stop

7:00 am - 3:44 pm

SJU

MDW

9h 44m

1 stop

$281Delta

Wed, Aug 26 - Mon, Aug 31

12:18 pm - 12:41 am

CVG

SJU

12h 23m

2 stops

6:26 am - 5:46 pm

SJU

CVG

11h 20m

1 stop

$281Multiple Airlines

Tue, Aug 11 - Fri, Aug 14

7:50 am - 6:05 pm

MDW

SJU

9h 15m

2 stops

5:00 am - 12:55 pm

SJU

MDW

8h 55m

2 stops

$296Southwest

Sat, Aug 29 - Sun, Aug 30

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Delta flights from Indiana to Caribbean Islands

Our best Delta deals on Indiana to Caribbean Islands flight tickets

Delta

Aug 22

ORD5:30 amChicago O'Hare Intl

10h 08m

1 stop

SJU4:38 pmSan Juan Luis Munoz Marin Intl

Aug 29

SJU5:49 pmSan Juan Luis Munoz Marin Intl

7h 08m

1 stop

ORD11:57 pmChicago O'Hare Intl

$266

Delta

Aug 26

ORD8:05 amChicago O'Hare Intl

7h 33m

1 stop

SJU4:38 pmSan Juan Luis Munoz Marin Intl

Aug 31

SJU7:00 amSan Juan Luis Munoz Marin Intl

10h 51m

1 stop

ORD4:51 pmChicago O'Hare Intl

$281

Delta

Aug 22

ORD6:40 amChicago O'Hare Intl

8h 58m

1 stop

SJU4:38 pmSan Juan Luis Munoz Marin Intl

Aug 25

SJU7:30 amSan Juan Luis Munoz Marin Intl

10h 36m

1 stop

ORD5:06 pmChicago O'Hare Intl

$291

American Airlines flights from Indiana to Caribbean Islands

Our best American Airlines deals on Indiana to Caribbean Islands flight tickets

American Airlines

Aug 15

ORD6:00 amChicago O'Hare Intl

11h 30m

1 stop

SJU6:30 pmSan Juan Luis Munoz Marin Intl

Aug 28

SJU12:55 amSan Juan Luis Munoz Marin Intl

5h 05m

ORD5:00 amChicago O'Hare Intl

$262

American Airlines

Aug 27

ORD5:20 pmChicago O'Hare Intl

4h 55m

SJU11:15 pmSan Juan Luis Munoz Marin Intl

Sep 3

SJU1:38 pmSan Juan Luis Munoz Marin Intl

11h 57m

1 stop

ORD12:35 amChicago O'Hare Intl

$267

American Airlines

Aug 31

ORD6:00 amChicago O'Hare Intl

7h 38m

1 stop

SJU2:38 pmSan Juan Luis Munoz Marin Intl

Sep 4

SJU12:55 amSan Juan Luis Munoz Marin Intl

5h 05m

ORD5:00 amChicago O'Hare Intl

$277

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 8/27

8:05 am-4:11 pm

1 stop31h 06m

San Juan Luis Munoz Marin Intl

Thu 9/3

7:14 pm-11:27 pm

Nonstop5h 13m

$259

Quickest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 8/26

12:44 am-6:44 am

Nonstop5h 00m

San Juan Luis Munoz Marin Intl

Thu 9/3

7:14 pm-11:27 pm

Nonstop5h 13m

$260

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 8/15

6:00 am-6:30 pm

1 stop11h 30m

San Juan Luis Munoz Marin Intl

Fri 8/28

12:55 am-5:00 am

Nonstop5h 05m

$262

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 8/22

5:30 am-4:38 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Sat 8/29

5:49 pm-11:57 pm

1 stop7h 08m

$266

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 8/22

7:50 am-4:40 pm

2 stops7h 50m

San Juan Luis Munoz Marin Intl

Wed 8/26

5:15 am-12:05 pm

2 stops7h 50m

$266

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 8/27

5:20 pm-11:15 pm

Nonstop4h 55m

San Juan Luis Munoz Marin Intl

Thu 9/3

1:38 pm-12:35 am

1 stop11h 57m

$267

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 8/29

11:00 am-12:56 am

1 stop13h 56m

San Juan Luis Munoz Marin Intl

Mon 8/31

6:35 am-7:42 pm

2 stops13h 07m

$280

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Wed 8/26

12:46 pm-10:29 pm

1 stop8h 43m

San Juan Luis Munoz Marin Intl

Mon 8/31

7:00 am-3:44 pm

1 stop9h 44m

$281

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 8/11

12:18 pm-12:41 am

2 stops12h 23m

San Juan Luis Munoz Marin Intl

Fri 8/14

6:26 am-5:46 pm

1 stop11h 20m

$281

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 8/29

7:50 am-6:05 pm

2 stops9h 15m

San Juan Luis Munoz Marin Intl

Sun 8/30

5:00 am-12:55 pm

2 stops8h 55m

$296

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 May is, on average, the cheapest month to fly to Caribbean Islands from Indiana, with most prices found around $148. 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 $418 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 $369 on momondo.

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

There are 2 cabin classes available to choose from on Indiana to Caribbean Islands 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 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 10 operators available for flights from Indiana to Caribbean Islands as of July 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 19.69% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 17.85%, Boeing 737-800 Passenger/BBJ2 (winglets) at 9.24%, and Embraer 175 at 8.80%.

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
Delta	PriceFrom $153	Free Cancellation	Rating 7.8 8,452 reviews	Search Delta flights
Frontier	PriceFrom $180	Free Cancellation	Rating 5.6 2,850 reviews	Search Frontier flights
Southwest	PriceFrom $215	Free Cancellation	Rating 7.9 4,250 reviews	Search Southwest flights
United Airlines	PriceFrom $232	Free Cancellation	Rating 7.4 9,920 reviews	Search United Airlines flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.1 11,768 reviews	Search American Airlines flights
JetBlue	PriceFrom $457	Free Cancellation	Rating 7.1 3,009 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.