Puerto Rico

$94+ Cheap flights from Indiana to Puerto Rico

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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Oct 16 — Oct 231
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Cheap flight deals from Indiana to Puerto Rico

Keep the following information in mind while searching for Indiana to Puerto Rico flight deals. Data was last updated September 16, 2025.

Round-trip from

$207
(Mytrip)

One-way from

$94
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$270
From Indiana to Puerto Rico
One-way flight from Indiana to Puerto Rico
Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find flight deals from Indiana to Puerto Rico

Cheapest flights from Indiana to Puerto Rico
Explore the most affordable flight options available from Indiana to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Mytrip deal was found by Cheapflights users on 9/14. 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 10/1111:55 amORD - SJU
2 stops26h 04mSpirit Airlines
Sat 10/189:48 amSJU - ORD
Nonstop5h 08mSpirit Airlines
Deal found 9/14$207
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Tue 10/216:00 amORD - SJU
1 stop7h 12mSpirit Airlines
Sat 10/259:48 amSJU - ORD
Nonstop5h 08mSpirit Airlines
Deal found 9/14$208
This Frontier deal was found by Cheapflights users on 9/16. 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 10/78:05 amMDW - SJU
2 stops15h 24mFrontier
Sat 10/116:22 amSJU - MDW
2 stops17h 58mFrontier
Deal found 9/16$209
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Mon 9/226:30 amORD - SJU
1 stop6h 41mSpirit Airlines
Thu 10/211:59 amSJU - ORD
1 stop6h 40mSpirit Airlines
Deal found 9/14$210
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Mon 9/226:30 amORD - SJU
1 stop6h 41mSpirit Airlines
Sat 9/276:44 amSJU - ORD
1 stop10h 28mSpirit Airlines
Deal found 9/14$211
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/811:13 amORD - SJU
2 stops13h 31mSpirit Airlines
Sat 10/119:48 amSJU - ORD
Nonstop5h 08mSpirit Airlines
Deal found 9/14$212
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Fri 10/249:06 pmORD - SJU
Nonstop4h 45mSpirit Airlines
Tue 10/283:19 pmSJU - ORD
1 stop7h 14mSpirit Airlines
Deal found 9/15$213
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 11/12:03 pmORD - SJU
Nonstop4h 39mSpirit Airlines
Thu 11/62:38 pmSJU - ORD
Nonstop5h 22mSpirit Airlines
Deal found 9/14$215
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 12/610:15 amORD - SJU
1 stop8h 29mSpirit Airlines
Tue 12/162:10 amSJU - ORD
Nonstop5h 15mSpirit Airlines
Deal found 9/14$216
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 10/187:43 pmORD - SJU
1 stop14h 13mSpirit Airlines
Tue 10/213:19 pmSJU - ORD
1 stop7h 14mSpirit Airlines
Deal found 9/14$217
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 10/282:20 pmORD - SJU
Nonstop4h 40mUnited Airlines
Mon 11/38:10 amSJU - ORD
Nonstop5h 22mUnited Airlines
Deal found 9/15$218
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/183:00 pmORD - SJU
Nonstop4h 40mMultiple Airlines
Tue 10/216:22 amSJU - ORD
1 stop31h 23mMultiple Airlines
Deal found 9/14$219

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana to Puerto Rico 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 September 16, 2025.
Use the filters below to find and compare flights from Indiana to Puerto Rico that are best for you.

Fly from

Indiana

Fly to

Puerto Rico

Route

Depart

Return

Price

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 10/30

8:18 am-10:10 pm

1 stop13h 52m

San Juan Luis Munoz Marin Intl

Thu 11/6

4:56 pm-11:43 pm

1 stop7h 47m

$226

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 10/31

5:20 am-4:33 pm

1 stop10h 13m

San Juan Luis Munoz Marin Intl

Wed 11/5

7:00 am-5:22 pm

1 stop12h 22m

$227

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Thu 10/30

8:45 pm-10:00 am

1 stop12h 15m

San Juan Luis Munoz Marin Intl

Sun 11/2

7:40 am-2:15 pm

1 stop8h 35m

$227

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Fri 10/17

5:50 pm-9:50 am

2 stops15h 00m

San Juan Luis Munoz Marin Intl

Tue 10/21

2:45 pm-10:45 pm

1 stop9h 00m

$227

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 10/22

7:29 am-4:25 pm

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Wed 10/29

1:06 pm-9:03 pm

1 stop7h 57m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 10/24

9:15 am-4:40 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Mon 10/27

5:50 am-7:10 pm

1 stop13h 20m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Wed 10/22

7:29 am-4:25 pm

1 stop8h 56m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:00 am-4:19 pm

1 stop9h 19m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Thu 11/13

3:35 pm-1:25 am

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Thu 11/20

6:40 am-7:40 pm

1 stop14h 00m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Mon 10/27

6:00 am-4:33 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Fri 10/31

7:00 am-4:19 pm

1 stop9h 19m

$235

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Fri 11/14

9:05 pm-9:55 am

1 stop11h 50m

San Juan Luis Munoz Marin Intl

Tue 11/18

9:40 am-5:20 pm

1 stop8h 40m

$235

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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.

Cheapflights Insights

Everything you need to know about your flight from Indiana to Puerto Rico

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

Currently, September is the cheapest month in which you can book a flight from Indiana to Puerto Rico (average of $254). Flying from Indiana to Puerto Rico in June is currently the most expensive (average of $339). 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 PR?

Find hourly flight availability from Indiana to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

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

Related info for your journey

Find useful and relevant information for your journey from Indiana to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Indiana to Puerto Rico?

    Airlines like American Airlines, Delta, and Southwest fly from Indiana to Puerto Rico in about 10h 13m. The time it takes to get you to your destination can typically vary by up to 3h 39m. There are 2073 mi between Indiana and Puerto Rico. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Indiana to Puerto Rico one-way?

    $94 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $109 and $113, respectively.

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

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

  • How can I find direct flights from Indiana to Puerto Rico?

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

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

    Yes. Cheapflights offers flight deals from Indiana to Puerto Rico 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 Puerto Rico?

    Currently, September is the cheapest month in which you can book a flight from Indiana to Puerto Rico (average of $254). Flying from Indiana to Puerto Rico in June is currently the most expensive (average of $339). 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 Puerto Rico

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

Top 6 airlines flying from Indiana to Puerto Rico

Discover the top 6 airlines that operate flights from Indiana to Puerto Rico. 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$337FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$538FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$218Average$510FlexibilityNo cancel feeOn-time63%
Spirit AirlinesCheapest$224Average$313FlexibilityNo cancel feeOn-time65%
DeltaCheapest$234Average$507FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$575FlexibilityNo cancel feeOn-time71%

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