When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 27 days in advance, which can save you up to 166% on flights from Caribbean to Indiana compared to booking the week you need them. Waiting 27 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $284. For sooner than that we have options available in the next 3 days from $470.
The best pricing can be found in the month of February. Prices to Indiana from Caribbean average $368. You can even find prices in February for less than $368, as users have found deals to Indiana from as low as $136. The month of July appears to be one of the more expensive times to travel to Indiana from Caribbean. Flying in the targeted month can save you up to 25%.
When flying from Caribbean to Indiana, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$135 - $311
Route
Depart
Return
Price
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 9/10
1 stop10h 28m
Chicago O'Hare Intl
Tue 9/24
1 stop7h 38m
San Juan Luis Munoz Marin IntlLouisville Intl
SJU - SDF
SJUSDF
San Juan Luis Munoz Marin Intl
Tue 9/17
1 stop21h 43m
Louisville Intl
Tue 9/24
1 stop16h 56m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 6/5
1 stop14h 55m
Chicago O'Hare Intl
Tue 6/25
1 stop10h 29m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 5/28
2 stops29h 13m
Chicago O'Hare Intl
Wed 5/29
1 stop27h 00m
San Juan Luis Munoz Marin IntlChicago O'Hare Intl
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 5/28
2 stops29h 13m
Chicago O'Hare Intl
Sat 6/1
1 stop8h 40m
San Juan Luis Munoz Marin IntlChicago Midway
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Mon 6/3
1 stop9h 53m
Chicago Midway
Mon 6/10
1 stop17h 41m
San Juan Luis Munoz Marin IntlIndianapolis
SJU - IND
SJUIND
San Juan Luis Munoz Marin Intl
Wed 6/5
1 stop7h 47m
Indianapolis
Wed 6/12
1 stop10h 09m
San Juan Luis Munoz Marin IntlCincinnati Cinci./N. Kentucky
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
Tue 7/2
1 stop9h 40m
Cincinnati Cinci./N. Kentucky
Sun 7/14
1 stop9h 24m
Punta CanaChicago O'Hare Intl
PUJ - ORD
PUJORD
Punta Cana
Thu 10/24
1 stop7h 39m
Chicago O'Hare Intl
Mon 10/28
Nonstop4h 28m
No data available for this route at this time. Please check back soon.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Crew
Comfort
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Deals for Caribbean to Indiana flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Caribbean to Indiana for you. Better yet — we are completely free to use.
Users can book flights with no change fees policies with our dedicated filters. Book flights from Caribbean to Indiana flexibly with Cheapflights today.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Indiana from Caribbean today and book when prices fit your budget.