$82 Find Cheap Flights from Indiana to Caribbean Islands

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Useful Info
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Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$82
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 29% 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 month to fly from Indiana to Caribbean Islands?

    The cheapest month for flights from Indiana to Caribbean Islands is September, when tickets cost $352 (return) on average. On the other hand, the most expensive months are January and July, when the average cost of round-trip tickets is $601 and $578 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 2 weeks 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 57m, covering a distance of 1856 miles. The shortest route is Chicago O'Hare Intl Airport (ORD) to Nassau (NAS) with an average flight time of 3h 26m.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (26% of total searches to Caribbean Islands). The next most popular destinations are Montego Bay (18%) and Oranjestad (10%). Searches for flights to Saint Thomas Island (7%), to Nassau (5%) and to Castries (5%) are also popular.

Book cheap flights from Indiana to Caribbean Islands

Recent round-trip flight deals

5/25Sun
nonstopSpirit Airlines
4h 46mORD-SJU
5/29Thu
1 stopSpirit Airlines
13h 38mSJU-ORD
$184
6/1Sun
1 stopSpirit Airlines
10h 45mORD-SJU
6/6Fri
1 stopSpirit Airlines
13h 38mSJU-ORD
$186
5/17Sat
nonstopFrontier
4h 50mORD-PUJ
5/23Fri
nonstopFrontier
5h 03mPUJ-ORD
$223
5/10Sat
nonstopFrontier
4h 50mORD-PUJ
5/15Thu
nonstopFrontier
5h 06mPUJ-ORD
$224
6/13Fri
1 stopDelta
10h 56mIND-SJU
6/19Thu
1 stopDelta
10h 19mSJU-IND
$225
9/24Wed
1 stopDelta
8h 23mCVG-SJU
10/1Wed
1 stopDelta
6h 36mSJU-CVG
$225
10/5Sun
1 stopUnited Airlines
7h 44mCVG-SJU
10/13Mon
2 stopsUnited Airlines
12h 04mSJU-CVG
$242
5/16Fri
1 stopAmerican Airlines
16h 07mCVG-SJU
5/22Thu
2 stopsAmerican Airlines
9h 29mSJU-CVG
$245
5/10Sat
1 stopAmerican Airlines
7h 55mCVG-SJU
5/19Mon
1 stopAmerican Airlines
15h 39mSJU-CVG
$252
6/3Tue
1 stopUnited Airlines
7h 27mIND-SJU
6/11Wed
1 stopUnited Airlines
8h 42mSJU-IND
$275

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Recent one-way flight deals

5/17Sat
1 stopSpirit Airlines
7h 19mORD-SJU
$82
6/3Tue
nonstopSpirit Airlines
4h 46mORD-SJU
$92
8/4Mon
nonstopFrontier
4h 40mORD-PUJ
$103
5/12Mon
nonstopFrontier
4h 41mORD-PUJ
$104
8/25Mon
1 stopDelta
9h 19mCVG-SJU
$113
5/19Mon
1 stopAmerican Airlines
16h 42mCVG-SJU
$115
5/9Fri
1 stopAmerican Airlines
6h 54mCVG-SJU
$116
8/6Wed
nonstopUnited Airlines
4h 42mORD-PUJ
$116
8/5Tue
nonstopUnited Airlines
4h 42mORD-PUJ
$122
5/6Tue
1 stopDelta
10h 48mIND-SJU
$143

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Last minute flights from Indiana to Caribbean Islands

Last minute flight, train and bus deals

5/5Mon
nonstopFrontier
4h 41mORD-PUJ
5/8Thu
nonstopFrontier
5h 06mPUJ-ORD
$238
5/5Mon
nonstopFrontier
4h 41mORD-PUJ
5/16Fri
nonstopFrontier
5h 03mPUJ-ORD
$241
5/5Mon
multi-stopAmerican Airlines
16h 54mCVG-SJU
5/12Mon
multi-stopAmerican Airlines
12h 33mSJU-CVG
$286
5/5Mon
multi-stopSpirit Airlines
29h 46mIND-SJU
5/9Fri
multi-stopSpirit Airlines
16h 08mSJU-IND
$290
5/4Sun
nonstop
4h 41mORD-PUJ
5/8Thu
multi-stop
11h 47mPUJ-ORD
$293
5/5Mon
nonstop
4h 41mORD-PUJ
5/15Thu
multi-stop
9h 43mPUJ-ORD
$297
5/3Sat
multi-stopSpirit Airlines
8h 10mORD-SJU
5/10Sat
multi-stopSpirit Airlines
11h 49mSJU-ORD
$299
5/3Sat
multi-stopAmerican Airlines
7h 00mORD-PUJ
5/30Fri
multi-stopAmerican Airlines
8h 31mPUJ-ORD
$315
5/3Sat
multi-stopDelta
7h 27mORD-PUJ
5/6Tue
multi-stopDelta
9h 11mPUJ-ORD
$345
5/3Sat
multi-stopDelta
8h 28mMDW-PUJ
5/6Tue
multi-stopDelta
7h 27mPUJ-MDW
$345

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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 $314
Business Class flights to Caribbean Islandsfrom $344
Prem Econ Class flights to Caribbean Islandsfrom $118
Economy Class flights to Caribbean Islandsfrom $38

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