$65 Find Cheap Flights from Indiana to Caribbean

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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

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Indiana to Caribbean 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?

    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 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?

    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 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?

    Based on KAYAK data, the cheapest day to fly to Caribbean 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?

    The cheapest time of day to fly to Caribbean 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 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?

    The cheapest ticket to Caribbean 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?

    The cheapest month for flights from Indiana to Caribbean 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?

    To get a below average price on the flight from Indiana to Caribbean, 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?

    An average nonstop flight from Indiana to Caribbean takes 5h 47m, covering a distance of 1857 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?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (22% of total searches to Caribbean). The next most popular destinations are Montego Bay (19%) and Oranjestad (10%). Searches for flights to Nassau (10%), to Saint Thomas Island (8%) and to Providenciales (4%) are also popular.

Book cheap flights from Indiana to Caribbean

Recent round-trip flight deals

10/23Thu
1 stopFrontier
8h 05mORD-SJU
10/26Sun
1 stopFrontier
9h 49mSJU-ORD
$153
10/23Thu
1 stopFrontier
7h 00mMDW-SJU
10/26Sun
1 stopFrontier
13h 03mSJU-MDW
$159
7/31Thu
1 stop
8h 17mORD-SJU
8/8Fri
nonstop
5h 16mSJU-ORD
$194
7/22Tue
1 stopSpirit Airlines
7h 59mORD-SJU
8/7Thu
1 stopSpirit Airlines
16h 14mSJU-ORD
$203
9/12Fri
1 stop
9h 41mORD-SJU
9/16Tue
1 stop
7h 39mSJU-ORD
$216
7/21Mon
1 stopSpirit Airlines
15h 04mORD-SJU
8/2Sat
1 stopSpirit Airlines
15h 34mSJU-ORD
$220
9/30Tue
2 stopsUnited Airlines
11h 38mIND-SJU
10/7Tue
1 stopUnited Airlines
7h 04mSJU-IND
$225
8/16Sat
1 stopAmerican Airlines
11h 49mIND-SJU
9/20Sat
1 stopAmerican Airlines
6h 25mSJU-IND
$231
10/12Sun
1 stopUnited Airlines
7h 29mIND-SJU
10/27Mon
1 stopUnited Airlines
9h 10mSJU-IND
$249
8/16Sat
1 stopAmerican Airlines
16h 04mIND-SJU
9/6Sat
1 stopAmerican Airlines
6h 25mSJU-IND
$257

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Recent one-way flight deals

8/31Sun
1 stopFrontier
8h 16mORD-SJU
$65
10/25Sat
1 stopFrontier
7h 05mMDW-SJU
$65
7/20Sun
1 stopSpirit Airlines
15h 04mORD-SJU
$92
11/15Sat
nonstopArajet
4h 45mORD-PUJ
$108
11/15Sat
nonstopArajet
4h 45mORD-PUJ
$109
8/24Sun
1 stopSpirit Airlines
11h 31mORD-SJU
$111
9/17Wed
1 stopDelta
9h 20mIND-SJU
$113
8/12Tue
1 stop
8h 44mORD-SJU
$114
7/15Tue
1 stop
9h 22mORD-SJU
$121
7/15Tue
1 stopDelta
11h 01mIND-SJU
$143

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Last minute flights from Indiana to Caribbean

Last minute flight, train and bus deals

7/4Fri
multi-stop
7h 33mIND-SJU
7/10Thu
multi-stop
15h 25mSJU-IND
$254
7/7Mon
multi-stop
6h 55mIND-SJU
7/11Fri
multi-stop
15h 25mSJU-IND
$263
7/5Sat
multi-stopFrontier
14h 37mIND-SJU
7/10Thu
multi-stopFrontier
26h 27mSJU-IND
$266
7/7Mon
multi-stopFrontier
6h 55mIND-SJU
7/12Sat
multi-stopFrontier
7h 29mSJU-IND
$282
7/8Tue
multi-stopSpirit Airlines
12h 52mIND-SJU
7/16Wed
multi-stopSpirit Airlines
6h 40mSJU-IND
$285
7/8Tue
nonstopSpirit Airlines
4h 44mORD-SJU
7/11Fri
multi-stopSpirit Airlines
11h 41mSJU-ORD
$301
7/8Tue
multi-stopAmerican Airlines
9h 55mIND-SJU
7/15Tue
multi-stopAmerican Airlines
12h 39mSJU-IND
$345
7/7Mon
multi-stopAmerican Airlines
14h 43mORD-PUJ
7/10Thu
multi-stopAmerican Airlines
12h 52mPUJ-ORD
$350
7/4Fri
multi-stopUnited Airlines
8h 44mIND-SJU
7/9Wed
multi-stopUnited Airlines
11h 57mSJU-IND
$435
7/6Sun
multi-stopUnited Airlines
7h 14mIND-SJU
7/7Mon
multi-stopUnited Airlines
9h 10mSJU-IND
$441

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Everything you need to know for your flight to Caribbean

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.

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