$99+ Cheap flights from Puerto Rico to Indiana
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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — IND
May 30 — Jun 61
Round-trip
1 adult, Economy
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Find cheap flights from Puerto Rico to Indiana with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Puerto Rico to Indiana
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Cheapest flights from Puerto Rico to IndianaExplore the most affordable flight options available from Puerto Rico to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.
Explore the most affordable flight options available from Puerto Rico to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.
This Frontier deal was found by Cheapflights users on 4/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:04 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/25![Frontier logo]()
$142
This Expedia deal was found by Cheapflights users on 4/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2211:39 am
SJU
- ORD
Nonstop5h 10m
Multiple Airlines
Sun 5/2412:33 am
ORD
- SJU
Nonstop4h 51m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Thu 5/286:24 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/26![Frontier logo]()
$147
This CheapOair deal was found by Cheapflights users on 4/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2211:39 am
SJU
- ORD
Nonstop5h 10m
Multiple Airlines
Mon 5/2512:33 am
ORD
- SJU
Nonstop4h 51m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$149
This eDestinos deal was found by Cheapflights users on 4/25. 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.
Thu 4/304:34 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Mon 5/44:44 pm
ORD
- SJU
Nonstop4h 37m
Spirit Airlines
Deal found 4/25![Spirit Airlines logo]()
$152
This Mytrip deal was found by Cheapflights users on 4/25. 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.
Sat 5/237:04 pm
SJU
- ORD
Nonstop5h 22m
Multiple Airlines
Sat 5/3012:59 pm
ORD
- SJU
Nonstop4h 36m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$154
This Mytrip deal was found by Cheapflights users on 4/26. 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.
Thu 5/286:24 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Fri 5/297:52 pm
ORD
- SJU
1 stop7h 09m
Frontier
Deal found 4/26![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Sat 5/237:04 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/26![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Sun 5/246:24 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Mon 5/2512:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/28![Frontier logo]()
$162
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:04 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Sat 5/307:52 pm
ORD
- SJU
1 stop7h 09m
Frontier
Deal found 4/29![Frontier logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Sat 5/237:04 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Tue 5/2612:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/25![Frontier logo]()
$171
This Priceline deal was found by Cheapflights users on 4/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1511:00 am
SJU
- CVG
1 stop9h 35m
Frontier
Mon 5/189:29 pm
CVG
- SJU
1 stop16h 32m
Frontier
Deal found 4/28![Frontier logo]()
$204
Best flights from Puerto Rico to IndianaDiscover carefully curated flight deals from Puerto Rico to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 30, 2026.
Discover carefully curated flight deals from Puerto Rico to Indiana that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 30, 2026.
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/123:03 am
SJU
- ORD
1 stop21h 10m
Frontier
Fri 5/2912:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/29![Frontier logo]()
$214
This United Airlines deal was found by Cheapflights users on 4/27. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:56 pm
SJU
- ORD
Nonstop5h 19m
United Airlines
Mon 5/112:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 4/27![United Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 4/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:00 am
SJU
- MDW
2 stops9h 30m
Southwest
Mon 9/75:00 am
MDW
- SJU
1 stop7h 45m
Southwest
Deal found 4/25![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 4/25. 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.
Tue 7/285:56 pm
SJU
- ORD
1 stop6h 57m
Delta
Sat 8/19:00 am
ORD
- SJU
1 stop6h 45m
Delta
Deal found 4/25![Delta logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Fri 5/226:00 am
SJU
- SBN
1 stop12h 58m
Multiple Airlines
Mon 5/257:48 pm
SBN
- SJU
1 stop20h 07m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$312
This CheapOair deal was found by Cheapflights users on 4/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:04 pm
SJU
- IND
1 stop15h 17m
Spirit Airlines
Sun 5/1712:26 pm
IND
- SJU
1 stop6h 33m
Spirit Airlines
Deal found 4/27![Spirit Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 4/26. 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.
Thu 8/276:51 am
SJU
- SDF
2 stops12h 34m
American Airlines
Fri 9/47:31 am
SDF
- SJU
1 stop14h 53m
American Airlines
Deal found 4/26![American Airlines logo]()
$350
This Faresmojo deal was found by Cheapflights users on 4/29. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:30 am
SJU
- DAY
1 stop7h 34m
JetBlue
Sun 8/26:00 am
DAY
- SJU
1 stop7h 32m
JetBlue
Deal found 4/29![JetBlue logo]()
$496
This United Airlines deal was found by Cheapflights users on 4/26. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Tue 5/122:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 4/26![United Airlines logo]()
$283
This Priceline deal was found by Cheapflights users on 4/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/112:59 am
BQN
- ORD
1 stop21h 14m
Frontier
Sat 5/165:30 pm
ORD
- BQN
1 stop7h 32m
Frontier
Deal found 4/27![Frontier logo]()
$305
This Delta deal was found by Cheapflights users on 4/25. 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.
Tue 10/65:43 pm
SJU
- CVG
1 stop6h 12m
Delta
Tue 10/136:00 am
CVG
- SJU
1 stop10h 33m
Delta
Deal found 4/25![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1710:00 am
SJU
- MDW
1 stop9h 00m
Southwest
Wed 8/1912:20 pm
MDW
- SJU
1 stop7h 45m
Southwest
Deal found 4/29![Southwest logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Fri 5/296:00 am
SJU
- SDF
1 stop14h 20m
Multiple Airlines
Fri 6/510:35 am
SDF
- SJU
2 stops21h 29m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 8/2010:33 am
SJU
- DAY
2 stops13h 40m
American Airlines
Mon 8/246:00 am
DAY
- SJU
1 stop7h 43m
American Airlines
Deal found 4/28![American Airlines logo]()
$362
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:00 am
SJU
- CVG
1 stop14h 27m
Frontier
Fri 7/319:30 pm
CVG
- SJU
1 stop10h 27m
Frontier
Deal found 4/29![Frontier logo]()
$332
This United Airlines deal was found by Cheapflights users on 4/27. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/43:56 pm
SJU
- ORD
Nonstop5h 19m
United Airlines
Thu 5/711:00 am
ORD
- SJU
1 stop9h 24m
United Airlines
Deal found 4/27![United Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 4/25. 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.
Wed 7/81:10 pm
SJU
- IND
1 stop8h 08m
Delta
Sun 7/126:50 am
IND
- SJU
1 stop9h 48m
Delta
Deal found 4/25![Delta logo]()
$346
This Southwest deal was found by Cheapflights users on 4/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:00 am
SJU
- SDF
2 stops8h 05m
Southwest
Wed 9/305:30 am
SDF
- SJU
1 stop7h 20m
Southwest
Deal found 4/27![Southwest logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Fri 5/296:00 am
SJU
- SDF
1 stop14h 20m
Multiple Airlines
Sun 6/710:33 am
SDF
- SJU
1 stop8h 26m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$374
This Expedia deal was found by Cheapflights users on 4/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:00 am
SJU
- CVG
1 stop14h 35m
Frontier
Sat 5/307:00 am
CVG
- SJU
1 stop16h 22m
Frontier
Deal found 4/25![Frontier logo]()
$356
This United Airlines deal was found by Cheapflights users on 4/26. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Mon 5/112:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 4/26![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/75:00 am
SJU
- MDW
2 stops8h 20m
Southwest
Mon 8/1012:15 pm
MDW
- SJU
2 stops9h 50m
Southwest
Deal found 4/29![Southwest logo]()
$381
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:00 am
BQN
- ORD
1 stop7h 11m
Frontier
Thu 8/65:13 pm
ORD
- BQN
1 stop7h 52m
Frontier
Deal found 4/29![Frontier logo]()
$361
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Fri 5/227:00 am
SJU
- SBN
1 stop15h 27m
American Airlines
Mon 5/257:18 pm
SBN
- SJU
2 stops14h 21m
American Airlines
Deal found 4/25![American Airlines logo]()
$445
This Delta deal was found by Cheapflights users on 4/25. 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.
Wed 10/77:00 am
SJU
- CVG
1 stop10h 08m
Delta
Sun 10/118:15 am
CVG
- SJU
1 stop8h 18m
Delta
Deal found 4/25![Delta logo]()
$410
This United Airlines deal was found by Cheapflights users on 4/29. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Wed 5/62:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 4/29![United Airlines logo]()
$373
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:28 pm
BQN
- ORD
1 stop11h 46m
Frontier
Sat 8/295:30 pm
ORD
- BQN
1 stop7h 34m
Frontier
Deal found 4/29![Frontier logo]()
$366
This United Airlines deal was found by Cheapflights users on 4/26. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/93:56 pm
SJU
- ORD
Nonstop5h 19m
United Airlines
Sat 5/162:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 4/26![United Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 4/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/95:00 am
SJU
- MDW
1 stop6h 55m
Southwest
Thu 7/165:10 pm
MDW
- SJU
1 stop7h 10m
Southwest
Deal found 4/26![Southwest logo]()
$426
This Delta deal was found by Cheapflights users on 4/28. 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.
Fri 7/105:56 pm
SJU
- IND
1 stop6h 45m
Delta
Sun 7/126:50 am
IND
- SJU
1 stop9h 48m
Delta
Deal found 4/28![Delta logo]()
$432
Last-minute flights from Puerto Rico to IndianaDiscover last-minute flight deals from Puerto Rico to Indiana. Data last updated April 30, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to Indiana. Data last updated April 30, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 4/25. 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.
Thu 4/304:34 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Mon 5/44:44 pm
ORD
- SJU
Nonstop4h 37m
Spirit Airlines
Deal found 4/25![Spirit Airlines logo]()
$152
This Priceline deal was found by Cheapflights users on 4/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1511:00 am
SJU
- CVG
1 stop9h 35m
Frontier
Mon 5/189:29 pm
CVG
- SJU
1 stop16h 32m
Frontier
Deal found 4/28![Frontier logo]()
$204
This Expedia deal was found by Cheapflights users on 4/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2211:39 am
SJU
- ORD
Nonstop5h 10m
Multiple Airlines
Sun 5/2412:33 am
ORD
- SJU
Nonstop4h 51m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$144
This CheapOair deal was found by Cheapflights users on 4/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2211:39 am
SJU
- ORD
Nonstop5h 10m
Multiple Airlines
Mon 5/2512:33 am
ORD
- SJU
Nonstop4h 51m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$149
This Mytrip deal was found by Cheapflights users on 4/25. 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.
Sat 5/237:04 pm
SJU
- ORD
Nonstop5h 22m
Multiple Airlines
Sat 5/3012:59 pm
ORD
- SJU
Nonstop4h 36m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Sat 5/237:04 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/26![Frontier logo]()
$157
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:04 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Sat 5/307:52 pm
ORD
- SJU
1 stop7h 09m
Frontier
Deal found 4/29![Frontier logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Sat 5/237:04 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Tue 5/2612:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/25![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Sun 5/246:24 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Mon 5/2512:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/28![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Thu 5/286:24 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/26![Frontier logo]()
$147
This Mytrip deal was found by Cheapflights users on 4/26. 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.
Thu 5/286:24 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Fri 5/297:52 pm
ORD
- SJU
1 stop7h 09m
Frontier
Deal found 4/26![Frontier logo]()
$155
This Frontier deal was found by Cheapflights users on 4/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:04 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 4/25![Frontier logo]()
$142
One-way flights from Puerto Rico to IndianaSearch for one-way flight options from Puerto Rico to Indiana. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
Search for one-way flight options from Puerto Rico to Indiana. Find affordable one-way fares based on user searches. Data last updated April 30, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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.
Sat 5/94:59 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Deal found 4/28![Spirit Airlines logo]()
$99
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sun 5/246:25 am
SJU
- MDW
1 stop8h 47m
Frontier
Deal found 4/30![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 4/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:03 am
SJU
- ORD
1 stop21h 10m
Frontier
Deal found 4/29![Frontier logo]()
$103
This Trip.com deal was found by Cheapflights users on 4/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:00 am
SJU
- CVG
1 stop14h 35m
Frontier
Deal found 4/27![Frontier logo]()
$104
This eDestinos deal was found by Cheapflights users on 4/28. 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.
Fri 5/1511:00 am
SJU
- ORD
1 stop13h 59m
Frontier
Deal found 4/28![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 4/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/168:59 am
SJU
- CVG
1 stop14h 30m
Frontier
Deal found 4/28![Frontier logo]()
$105
This Super.com deal was found by Cheapflights users on 4/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:00 am
SJU
- IND
1 stop6h 46m
Frontier
Deal found 4/27![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Thu 5/711:39 am
SJU
- ORD
Nonstop5h 10m
Spirit Airlines
Deal found 4/28![Spirit Airlines logo]()
$105
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:00 am
SJU
- CVG
1 stop7h 02m
Frontier
Deal found 4/29![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
SJU
- IND
1 stop7h 01m
Frontier
Deal found 4/29![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 4/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
SJU
- IND
1 stop7h 01m
Frontier
Deal found 4/27![Frontier logo]()
$107
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1411:00 am
SJU
- ORD
1 stop13h 38m
Frontier
Deal found 4/28![Frontier logo]()
$108
Find flight deals from Puerto Rico to Indiana
Keep the following information in mind while searching for Puerto Rico to Indiana flight deals. Data was last updated April 30, 2026.
Round-trip from | $142 (Frontier) |
|---|---|
One-way from | $99 (Cheapflightsfares) |
Popular in | March |
Cheapest in | January |
Average price | $362 |
Cheapflights Fare Finder
Customize your flight search to find flights from Puerto Rico to Indiana 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 April 30, 2026.
Use the filters below to find and compare flights from Puerto Rico to Indiana that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 5/12
3:03 am-11:13 pm
1 stop21h 10m
Chicago O'Hare Intl
Fri 5/29
12:33 am-6:24 am
Nonstop4h 51m
$214
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 5/6
3:56 pm-8:15 pm
Nonstop5h 19m
Chicago O'Hare Intl
Mon 5/11
2:38 pm-8:34 pm
Nonstop4h 56m
$257
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Fri 9/4
6:00 am-2:30 pm
2 stops9h 30m
Chicago Midway
Mon 9/7
5:00 am-1:45 pm
1 stop7h 45m
$276
Quickest round-trip
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 5/7
7:40 am-11:53 am
Nonstop5h 13m
Chicago O'Hare Intl
Tue 5/12
2:38 pm-8:34 pm
Nonstop4h 56m
$283
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 7/28
5:56 pm-11:53 pm
1 stop6h 57m
Chicago O'Hare Intl
Sat 8/1
9:00 am-4:45 pm
1 stop6h 45m
$296
AguadillaChicago
BQN - ORD
BQNORD
Aguadilla Borinquen
Mon 5/11
2:59 am-11:13 pm
1 stop21h 14m
Chicago O'Hare Intl
Sat 5/16
5:30 pm-2:02 am
1 stop7h 32m
$305
San JuanSouth Bend
SJU - SBN
SJUSBN
San Juan Luis Munoz Marin Intl
Fri 5/22
6:00 am-6:58 pm
1 stop12h 58m
South Bend/Michiana
Mon 5/25
7:48 pm-3:55 pm
1 stop20h 07m
$312
San JuanCincinnati
SJU - CVG
SJUCVG
San Juan Luis Munoz Marin Intl
Tue 10/6
5:43 pm-11:55 pm
1 stop6h 12m
Cincinnati Cinci./N. Kentucky
Tue 10/13
6:00 am-4:33 pm
1 stop10h 33m
$316
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Mon 8/17
10:00 am-6:00 pm
1 stop9h 00m
Chicago Midway
Wed 8/19
12:20 pm-9:05 pm
1 stop7h 45m
$326
San JuanLouisville
SJU - SDF
SJUSDF
San Juan Luis Munoz Marin Intl
Fri 5/29
6:00 am-8:20 pm
1 stop14h 20m
Louisville Intl
Fri 6/5
10:35 am-8:04 am
2 stops21h 29m
$328
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Puerto Rico to Indiana
Have a flexible travel schedule? Discover the best time to fly to Indiana from Puerto Rico with our price prediction graph.
SJU-ORD
SJU-CVG
SJU-MDW
SJU-IND
SJU-SDF
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.
Cheapflights Insights
Everything you need to know about your flight from Puerto Rico to Indiana
PR0-USIN
SJU-ORD
SJU-CVG
SJU-MDW
SJU-IND
How far ahead should I book a flight from Puerto Rico to Indiana?
The best time to book flights from Puerto Rico to Indiana is 69 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Puerto Rico to Indiana?
Currently, November is the cheapest month in which you can book a flight from Puerto Rico to Indiana (average of $98). Flying from Puerto Rico to Indiana in March is currently the most expensive (average of $286). 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.
Reviews of airlines servicing Indiana
Get insights into the airlines that provide service to Indiana. 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 Indiana. Reviews last updated April 30, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Puerto Rico to Indiana have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Puerto Rico to Indiana. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
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Alternative routes for Puerto Rico to Indiana
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Indiana by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Puerto Rico to Indiana by cabin class
Find flights from Puerto Rico to Indiana, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Puerto Rico and Indiana flights
Browse other Puerto Rico and Indiana flight options. Last updated on April 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Indiana
Find the right flight back to Puerto Rico after your stay in Indiana
Puerto Rico to Indiana flights
Consider these flights traveling from Puerto Rico to Indiana.
Top 5 airlines flying from Puerto Rico to Indiana
Discover the top 5 airlines that operate flights from Puerto Rico to Indiana. 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 April 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$194 | Average$322 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$215 | Average$361 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$215 | Average$375 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$232 | Average$349 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$424 | FlexibilityNo cancel fee | On-time71% |