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$109+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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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 October 23, 2025.

Round-trip from

$209
(Kiwi.com)

One-way from

$109
(Priceline)

Popular in

December

Cheapest in

September

Average price

$407
From Indiana to Puerto Rico
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One-way flight from Indiana to Puerto Rico
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Highest demand for flights based on searches. 9% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:40 amORD - SJU
Nonstop4h 42mSpirit Airlines
Sat 12/137:08 pmSJU - ORD
Nonstop5h 22mSpirit Airlines
Deal found 10/21$209
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Mon 11/172:31 pmORD - SJU
1 stop11h 02mMultiple Airlines
Fri 11/213:23 pmSJU - ORD
1 stop21h 12mMultiple Airlines
Deal found 10/22$210
This Frontier deal was found by Cheapflights users on 10/20. 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 10/296:40 amORD - SJU
1 stop10h 14mFrontier
Mon 11/34:24 pmSJU - ORD
1 stop9h 47mFrontier
Deal found 10/20$211
This Expedia deal was found by Cheapflights users on 10/23. 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.
Wed 12/312:15 pmORD - SJU
1 stop8h 14mFrontier
Tue 1/134:06 pmSJU - ORD
1 stop7h 53mFrontier
Deal found 10/23$213
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Tue 11/186:40 amORD - SJU
1 stop9h 14mMultiple Airlines
Thu 12/410:42 amSJU - ORD
1 stop9h 54mMultiple Airlines
Deal found 10/22$214
This Frontier deal was found by Cheapflights users on 10/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/226:02 pmMDW - SJU
1 stop6h 52mFrontier
Thu 12/410:42 amSJU - MDW
1 stop13h 11mFrontier
Deal found 10/22$214
This Frontier deal was found by Cheapflights users on 10/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:40 amORD - SJU
1 stop10h 14mFrontier
Thu 11/137:30 amSJU - ORD
1 stop8h 29mFrontier
Deal found 10/22$216
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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.
Mon 12/18:41 amORD - SJU
Nonstop4h 36mSpirit Airlines
Mon 12/89:47 pmSJU - ORD
Nonstop5h 12mSpirit Airlines
Deal found 10/23$217
This Priceline deal was found by Cheapflights users on 10/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/285:28 pmORD - SJU
1 stop7h 16mSpirit Airlines
Fri 10/313:19 pmSJU - ORD
1 stop7h 14mSpirit Airlines
Deal found 10/21$218
This Frontier deal was found by Cheapflights users on 10/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/205:30 pmMDW - SJU
1 stop7h 24mFrontier
Thu 12/410:42 amSJU - MDW
1 stop13h 11mFrontier
Deal found 10/22$218
This Kiwi.com deal was found by Cheapflights users on 10/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:40 amORD - SJU
Nonstop4h 42mSpirit Airlines
Tue 12/167:08 pmSJU - ORD
Nonstop5h 22mSpirit Airlines
Deal found 10/21$220
This Frontier deal was found by Cheapflights users on 10/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:15 pmORD - SJU
1 stop8h 14mFrontier
Thu 1/86:00 amSJU - ORD
1 stop12h 55mFrontier
Deal found 10/22$223

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 October 23, 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

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 2/4

2:20 pm-9:00 pm

Nonstop4h 40m

San Juan Luis Munoz Marin Intl

Tue 2/10

3:46 pm-10:58 pm

1 stop9h 12m

$223

KalamazooSan Juan

AZO - SJU

AZOSJU

Kalamazoo Intl

Sat 2/7

4:14 pm-10:48 am

2 stops17h 34m

San Juan Luis Munoz Marin Intl

Tue 2/10

7:00 am-10:58 pm

2 stops16h 58m

$235

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Wed 10/29

7:05 am-4:25 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Wed 11/5

7:15 am-3:48 pm

1 stop9h 33m

$245

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 11/1

11:15 am-8:00 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Wed 11/5

8:30 am-2:15 pm

1 stop6h 45m

$245

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Wed 10/29

7:05 am-4:25 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Tue 11/4

7:00 am-4:50 pm

1 stop10h 50m

$245

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 2/8

7:10 am-8:30 pm

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:30 am-4:39 pm

1 stop11h 09m

$263

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/6

12:40 pm-11:49 pm

1 stop10h 09m

San Juan Luis Munoz Marin Intl

Tue 1/13

3:55 pm-11:56 pm

1 stop9h 01m

$265

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 1/29

2:27 pm-12:36 am

1 stop8h 09m

San Juan Luis Munoz Marin Intl

Sun 2/1

2:05 am-9:40 am

1 stop9h 35m

$267

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 3/3

8:02 am-11:30 pm

1 stop14h 28m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:40 am-8:57 pm

1 stop15h 17m

$280

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 2/8

2:20 pm-9:00 pm

Nonstop4h 40m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:45 am-5:08 pm

1 stop11h 23m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/23

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 $143). Flying from Indiana to Puerto Rico in July is currently the most expensive (average of $248). 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 October 23, 2025.

It’s typically best to fly out from Indiana to Puerto Rico at noon. Doing so could potentially save you 29% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Indiana to Puerto Rico?

Use this chart to determine the cheapest time to fly round-trip from Indiana to Puerto Rico. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Indiana to Puerto Rico flight should consider departing on Tuesday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 United Airlines, American Airlines, and Delta fly from Indiana to Puerto Rico in about 4h 40m. The time it takes to get you to your destination can typically vary by up to 12h 54m. 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?

    $109 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Frontier, with prices starting from $113 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 $143). Flying from Indiana to Puerto Rico in July is currently the most expensive (average of $248). 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

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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.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
Dulles Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
Philadelphia to Luis Munoz Marin Intl flights
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John F Kennedy Intl to Oranjestad flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
LaGuardia to Santo Domingo flights
Boston to Santo Domingo flights
Baltimore to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
Boston to Oranjestad flights
Tampa to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
O'Hare Intl to Punta Cana flights
Newark to Simpson Bay flights
John F Kennedy Intl to Kingston flights
Raleigh to Luis Munoz Marin Intl flights
Boston to Punta Cana flights
Atlanta to Montego Bay flights
John F Kennedy Intl to Port of Spain flights
Miami to Santo Domingo flights
LaGuardia to Montego Bay flights
Newark to Nassau flights
John F Kennedy Intl to Simpson Bay flights
LaGuardia to Oranjestad flights
Newark to Saint Thomas Island flights
Dulles Intl to Punta Cana flights
Detroit to Luis Munoz Marin Intl flights
Minneapolis to Luis Munoz Marin Intl flights
Fort Lauderdale to Santo Domingo flights
Hobby to Luis Munoz Marin Intl flights
John F Kennedy Intl to Nassau flights
Miami to Luis Munoz Marin Intl flights
John F Kennedy Intl to Saint Thomas Island flights

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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$339FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$539FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$215Average$496FlexibilityNo cancel feeOn-time63%
DeltaCheapest$217Average$503FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$229Average$313FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$264Average$570FlexibilityNo cancel feeOn-time71%

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