$88 Find Cheap Flights from Indiana to Caribbean Islands

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$88
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Indianapolis to San Juan

FAQs for booking flights from Indiana to Caribbean Islands

  • How does KAYAK find such low prices on flights from Indiana to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Indiana to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Indiana to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Indiana to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Indiana to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Indiana to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Indiana to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Indiana to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Caribbean Islands?

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Tuesday where round-trip tickets can be as cheap as $362. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $494 on average.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally at night, when round-trip flights cost $304 on average. Morning departures are around 7% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $422.

  • What is the cheapest flight to Caribbean Islands?

    The cheapest ticket to Caribbean Islands from Indiana found in the last 72 hours was to Punta Cana, at $593 round-trip. The most popular route is Indianapolis (IND) to Punta Cana (PUJ) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $593.

  • What is the cheapest month to fly from Indiana to Caribbean Islands?

    The cheapest month for flights from Indiana to Caribbean Islands is September, when tickets cost $324 (return) on average. On the other hand, the most expensive months are August and January, when the average cost of round-trip tickets is $821 and $601 respectively.

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

    To get a below average price on the flight from Indiana to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

  • How long is the flight to Caribbean Islands?

    An average nonstop flight from Indiana to Caribbean Islands takes 5h 44m, covering a distance of 1888 miles. The shortest route is Chicago O'Hare Intl Airport (ORD) to Nassau (NAS) with an average flight time of 3h 25m.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Montego Bay (19% of total searches to Caribbean Islands). The next most popular destinations are Punta Cana (19%) and Oranjestad (11%). Searches for flights to Saint Thomas Island (10%), to Nassau (9%) and to Providenciales (5%) are also popular.

Book cheap flights from Indiana to Caribbean Islands

Recent round-trip flight deals

10/9Thu
1 stopSouthwest
7h 25mIND-SJU
10/13Mon
1 stopSouthwest
13h 20mSJU-IND
$175
10/1Wed
1 stopSouthwest
6h 35mCVG-SJU
10/7Tue
1 stopSouthwest
7h 00mSJU-CVG
$175
10/28Tue
2 stopsAmerican Airlines
9h 33mIND-SJU
11/4Tue
1 stopAmerican Airlines
10h 08mSJU-IND
$178
8/5Tue
1 stopSpirit Airlines
7h 59mORD-SJU
8/6Wed
1 stopSpirit Airlines
15h 21mSJU-ORD
$188
8/5Tue
1 stopSpirit Airlines
9h 25mORD-SJU
8/19Tue
nonstopSpirit Airlines
5h 11mSJU-ORD
$191
8/16Sat
1 stopAmerican Airlines
6h 39mIND-SJU
8/22Fri
1 stopAmerican Airlines
7h 35mSJU-IND
$200
9/16Tue
1 stopDelta
9h 20mCVG-SJU
9/23Tue
1 stopDelta
9h 45mSJU-CVG
$205
9/14Sun
1 stopDelta
9h 20mIND-SJU
9/20Sat
1 stopDelta
6h 24mSJU-IND
$215
8/11Mon
1 stop
15h 09mCVG-SJU
8/13Wed
2 stops
15h 21mSJU-CVG
$216
8/11Mon
2 stops
19h 35mCVG-SJU
8/13Wed
2 stops
15h 21mSJU-CVG
$229

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Recent one-way flight deals

9/17Wed
1 stopAmerican Airlines
11h 55mIND-SJU
$88
8/5Tue
1 stopSpirit Airlines
7h 59mORD-SJU
$88
8/1Fri
1 stopFrontier
6h 55mIND-SJU
$95
8/25Mon
1 stopDelta
7h 10mCVG-SJU
$103
12/18Thu
1 stopFrontier
6h 54mMDW-SJU
$104
9/29Mon
1 stopDelta
9h 20mIND-SJU
$108
8/17Sun
nonstopUnited Airlines
4h 55mORD-SJU
$112
8/10Sun
1 stopSouthwest
9h 30mIND-SJU
$113
9/18Thu
2 stopsSouthwest
8h 45mMDW-SJU
$133
12/2Tue
nonstopUnited Airlines
4h 32mORD-PUJ
$134

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Last minute flights from Indiana to Caribbean Islands

Last minute flight, train and bus deals

7/15Tue
multi-stopSpirit Airlines
7h 59mORD-SJU
8/2Sat
nonstopSpirit Airlines
5h 19mSJU-ORD
$236
7/15Tue
multi-stopSpirit Airlines
7h 59mORD-SJU
8/2Sat
multi-stopSpirit Airlines
15h 34mSJU-ORD
$245
7/15Tue
multi-stopAmerican Airlines
6h 17mCVG-SJU
7/22Tue
multi-stopAmerican Airlines
13h 10mSJU-CVG
$250
7/14Mon
multi-stop
7h 23mIND-SJU
7/17Thu
multi-stop
15h 25mSJU-IND
$256
7/12Sat
multi-stopFrontier
22h 17mMDW-SJU
7/16Wed
multi-stopFrontier
17h 53mSJU-MDW
$260
7/11Fri
multi-stopFrontier
25h 02mCVG-SJU
7/14Mon
multi-stopFrontier
19h 10mSJU-CVG
$260
7/11Fri
multi-stop
7h 58mORD-SJU
7/17Thu
multi-stop
11h 41mSJU-ORD
$262
7/15Tue
multi-stopAmerican Airlines
9h 29mCVG-SJU
7/22Tue
multi-stopAmerican Airlines
9h 58mSJU-CVG
$323
7/12Sat
multi-stopUnited Airlines
9h 02mIND-SJU
7/12Sat
multi-stopUnited Airlines
9h 10mSJU-IND
$400
7/14Mon
multi-stopUnited Airlines
9h 10mORD-MBJ
7/18Fri
nonstopUnited Airlines
4h 29mMBJ-ORD
$482

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Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Indiana

Cabin classes available on flights to Indiana. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Caribbean Islandsfrom $444
Business Class flights to Caribbean Islandsfrom $407
Prem Econ Class flights to Caribbean Islandsfrom $118
Economy Class flights to Caribbean Islandsfrom $31

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