Cheap flights from Indiana to Caribbean Islands from $87

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Indiana, with most prices found around $266. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Indiana averaging around $353.

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

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 $325 on momondo.

There is only 1 cabin class 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.

Frontier, Spirit Airlines, and Air Canada are the most popular carriers operating from Indiana 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.

The number of flights available between Indiana and Caribbean Islands is 12 per day as of February 2026. The most frequent departure time is 7:00AM, with 100% of daily flights leaving at noon.

The number of flights available between Indiana and Caribbean Islands is 86 per week as of February 2026. The most frequent departure day is Wed, with 20% of weekly flights leaving on this day.