Caribbean

$90+ Cheap flights from Indiana to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
12월 27 — 1월 31
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Cheap flight deals from Indiana to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Indiana (USIN) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 12월 22, 2024.

Round-trip from

$162
(Kiwi.com)

One-way from

$90
(Trip.com)
From Indiana to Caribbean
One-way flight from Indiana to Caribbean

Find flight deals from Indiana to Caribbean

Cheapest flights from Indiana to Caribbean
Explore the most affordable flight options available from Indiana to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12월 22, 2024.

This eDestinos deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
월 12/309:35 pmORD - SJU
1 stop15h 44mSpirit Airlines
화 1/149:26 pmSJU - ORD
Nonstop5h 25mSpirit Airlines
Deal found 12/21$244
This eDestinos deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
월 12/309:35 pmORD - SJU
1 stop15h 44mMultiple Airlines
화 1/148:45 amSJU - ORD
2 stops29h 02mMultiple Airlines
Deal found 12/21$330
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 12/318:17 amORD - PUJ
Nonstop4h 30mAmerican Airlines
토 1/115:40 pmPUJ - ORD
1 stop17h 05mAmerican Airlines
Deal found 12/21$389
This FlightHub deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 12/317:35 amMDW - SJU
1 stop8h 29mFrontier
화 12/318:10 pmSJU - MDW
1 stop14h 11mFrontier
Deal found 12/21$395
This Kiwi.com deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 12/315:11 pmORD - STT
1 stop15h 28mSpirit Airlines
목 1/911:51 amSTT - ORD
1 stop10h 22mSpirit Airlines
Deal found 12/22$398
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
수 12/257:00 amORD - SJU
1 stop14h 10mAmerican Airlines
금 12/2712:51 pmSJU - ORD
1 stop11h 01mAmerican Airlines
Deal found 12/21$424
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
월 12/305:40 amORD - PUJ
1 stop8h 54mDelta
화 12/315:59 pmPUJ - ORD
1 stop7h 57mDelta
Deal found 12/21$448
This Mytrip deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 12/317:45 amMDW - PUJ
1 stop25h 26mFrontier
토 1/1112:21 pmPUJ - MDW
1 stop13h 08mFrontier
Deal found 12/22$455
This FlightHub deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 12/262:19 pmORD - SJU
1 stop8h 22mFrontier
월 12/304:00 pmSJU - ORD
1 stop29h 14mFrontier
Deal found 12/22$455
This United deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
월 12/302:20 pmORD - SJU
Nonstop4h 35mUnited Airlines
금 1/172:05 amSJU - ORD
1 stop9h 23mUnited Airlines
Deal found 12/22$458
This Cheapflightsfares deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 12/315:00 amORD - MBJ
1 stop7h 30mSpirit Airlines
수 1/221:16 pmMBJ - ORD
1 stop11h 16mSpirit Airlines
Deal found 12/21$470
This Cheapflightsfares deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 12/316:10 amORD - PUJ
Nonstop4h 29mFrontier
토 1/116:10 pmPUJ - ORD
Nonstop5h 14mFrontier
Deal found 12/22$477

Find flights from Indiana to Caribbean within your budget

Customize your flight search to find flights from Indiana to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated 12월 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

토 1/11

1:44 pm-8:21 pm

Nonstop4h 37m

San Juan Luis Munoz Marin Intl

금 1/17

9:26 pm-12:51 am

Nonstop5h 25m

$162

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

일 1/19

1:44 pm-8:21 pm

Nonstop4h 37m

San Juan Luis Munoz Marin Intl

일 1/26

6:30 am-1:55 pm

1 stop9h 25m

$163

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

금 1/24

5:30 am-12:44 am

1 stop17h 14m

San Juan Luis Munoz Marin Intl

목 1/30

4:51 pm-2:42 pm

1 stop23h 51m

$165

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

월 1/20

5:28 pm-2:19 am

1 stop6h 51m

San Juan Luis Munoz Marin Intl

일 1/26

6:30 am-1:55 pm

1 stop9h 25m

$177

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

토 1/25

7:30 am-9:21 am

2 stops23h 51m

San Juan Luis Munoz Marin Intl

토 2/1

8:00 am-11:29 pm

2 stops17h 29m

$202

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

수 3/19

2:50 pm-11:37 pm

1 stop7h 47m

San Juan Luis Munoz Marin Intl

목 3/27

5:00 am-12:02 pm

1 stop8h 02m

$234

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

일 1/12

11:15 am-10:22 pm

1 stop9h 07m

San Juan Luis Munoz Marin Intl

월 1/13

2:05 am-9:40 am

1 stop9h 35m

$259

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

일 2/2

6:55 am-3:45 pm

1 stop6h 50m

Punta Cana

수 2/12

4:48 pm-11:58 pm

1 stop9h 10m

$259

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

금 1/24

8:12 pm-11:10 am

1 stop12h 58m

Punta Cana

토 2/1

4:50 pm-11:32 pm

1 stop8h 42m

$261

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

목 2/27

4:13 pm-2:00 pm

1 stop19h 47m

Punta Cana

월 3/3

3:10 pm-7:32 am

1 stop18h 22m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 60 results
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Best time to book a flight from Indiana to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Indiana with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Indiana to Caribbean

Get recent, data-driven insights about flights from Indiana to Caribbean including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Indiana to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Indiana to Caribbean (average of $254). Flying from Indiana to Caribbean in March is currently the most expensive (average of $380). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IN to CB?

Find hourly flight availability from Indiana to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 12월 22, 2024.

When flying from Indiana to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated 12월 22, 2024.
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,804 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,594 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,537 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.7
Good
1,713 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
9,028 reviews
8.1
Very good
4,804 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Food

7.2

Entertainment

7.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Indiana to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Indiana to Caribbean one-way?

    $90 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and United Airlines, with prices starting from $91 and $113, respectively.

  • Can I find deals for flights from Indiana to Caribbean that include hotel bookings?

    Yes. In addition to deals on Indiana to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Indiana to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Indiana to Caribbean.

  • Can I find deals for business class flights from Indiana to Caribbean?

    Yes. Cheapflights offers flight deals from Indiana to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Indiana to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Indiana to Caribbean (average of $254). Flying from Indiana to Caribbean in March is currently the most expensive (average of $380). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Indiana to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Indiana to Caribbean

Discover the top 6 airlines that operate flights from Indiana to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated 12월 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$271FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$181Average$360FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$251Average$690FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$254Average$643FlexibilityNo cancel feeOn-time69%
DeltaCheapest$257Average$610FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$349Average$702FlexibilityNo cancel feeOn-time63%
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