$65 Find Cheap Flights from Indiana to Caribbean Islands

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$65
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 Chicago O'Hare Airport 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 $558 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 $558.

  • 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 6h 02m, covering a distance of 1868 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 (21% 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 (9%), to Nassau (6%) and to Providenciales (6%) are also popular.

Book cheap flights from Indiana to Caribbean Islands

Recent round-trip flight deals

8/11Mon
1 stopFrontier
8h 17mORD-SJU
8/14Thu
1 stopFrontier
10h 14mSJU-ORD
$143
8/12Tue
1 stopFrontier
29h 34mORD-SJU
8/15Fri
1 stopFrontier
7h 42mSJU-ORD
$148
8/1Fri
1 stop
8h 17mORD-SJU
8/6Wed
1 stop
15h 21mSJU-ORD
$176
7/31Thu
1 stop
8h 17mORD-SJU
8/1Fri
nonstop
5h 16mSJU-ORD
$194
7/20Sun
1 stopSpirit Airlines
15h 04mORD-SJU
8/2Sat
1 stopSpirit Airlines
15h 34mSJU-ORD
$196
7/20Sun
1 stopSpirit Airlines
15h 04mORD-SJU
8/2Sat
nonstopSpirit Airlines
5h 19mSJU-ORD
$213
9/15Mon
1 stopDelta
9h 20mIND-SJU
9/19Fri
1 stopDelta
8h 38mSJU-IND
$225
12/7Sun
nonstopArajet
4h 45mORD-PUJ
12/16Tue
nonstopArajet
5h 10mPUJ-ORD
$240
12/7Sun
nonstopArajet
4h 45mORD-PUJ
12/16Tue
nonstopArajet
5h 10mPUJ-ORD
$244
9/12Fri
1 stopDelta
6h 29mIND-SJU
9/20Sat
1 stopDelta
8h 05mSJU-IND
$255

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Recent one-way flight deals

7/24Thu
1 stopFrontier
8h 17mORD-SJU
$65
8/21Thu
1 stopFrontier
7h 11mMDW-SJU
$65
7/20Sun
1 stopSpirit Airlines
15h 04mORD-SJU
$92
7/29Tue
1 stopSpirit Airlines
6h 00mORD-MBJ
$104
11/16Sun
nonstopArajet
4h 45mORD-PUJ
$108
11/15Sat
nonstopArajet
4h 45mORD-PUJ
$109
9/17Wed
1 stopDelta
9h 20mIND-SJU
$113
8/12Tue
1 stop
8h 44mORD-SJU
$114
7/15Tue
1 stop
9h 22mORD-SJU
$120
12/3Wed
1 stopDelta
7h 10mIND-SJU
$143

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Last minute flights from Indiana to Caribbean Islands

Last minute flight, train and bus deals

7/4Fri
multi-stop
7h 33mIND-SJU
7/10Thu
multi-stop
15h 25mSJU-IND
$254
7/4Fri
multi-stopFrontier
13h 30mORD-SJU
7/12Sat
multi-stopFrontier
22h 16mSJU-ORD
$259
7/5Sat
multi-stopSouthwest
10h 45mIND-SJU
7/9Wed
multi-stopSouthwest
12h 00mSJU-IND
$285
7/6Sun
multi-stopSouthwest
13h 10mIND-SJU
7/19Sat
multi-stopSouthwest
9h 55mSJU-IND
$305
7/4Fri
nonstopSpirit Airlines
4h 44mORD-SJU
7/13Sun
nonstopSpirit Airlines
5h 16mSJU-ORD
$315
7/3Thu
multi-stopUnited Airlines
10h 06mIND-SJU
7/11Fri
multi-stopUnited Airlines
7h 48mSJU-IND
$345
7/4Fri
multi-stopAmerican Airlines
20h 19mORD-PUJ
7/9Wed
multi-stopAmerican Airlines
8h 07mPUJ-ORD
$357
7/4Fri
multi-stopAmerican Airlines
9h 49mIND-SJU
7/8Tue
multi-stopAmerican Airlines
12h 14mSJU-IND
$365
7/4Fri
multi-stopUnited Airlines
8h 44mIND-SJU
7/9Wed
multi-stopUnited Airlines
11h 57mSJU-IND
$435
7/5Sat
multi-stopSpirit Airlines
18h 08mIND-SJU
7/8Tue
multi-stopSpirit Airlines
21h 47mSJU-IND
$439

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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 $409
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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