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$69+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Round-trip from

$212
(Kiwi.com)

One-way from

$69
(Frontier)

Popular in

December

Cheapest in

September

Average price

$390
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 November 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 November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/2010:12 amORD - SJU
1 stop8h 15mMultiple Airlines
Sun 11/232:25 amSJU - ORD
1 stop10h 46mMultiple Airlines
Deal found 11/3$212
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/28:41 amORD - SJU
Nonstop4h 36mSpirit Airlines
Tue 12/96:00 amSJU - ORD
1 stop16h 09mSpirit Airlines
Deal found 11/4$213
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 11/244:58 pmORD - SJU
1 stop15h 51mSpirit Airlines
Thu 12/48:45 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
Deal found 11/4$215
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Thu 11/205:00 amORD - SJU
1 stop13h 27mSpirit Airlines
Thu 12/49:00 amSJU - ORD
Nonstop5h 23mSpirit Airlines
Deal found 11/4$216
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Wed 12/38:41 amORD - SJU
Nonstop4h 36mSpirit Airlines
Sat 12/67:31 pmSJU - ORD
Nonstop5h 22mSpirit Airlines
Deal found 11/4$217
This Trip.com deal was found by Cheapflights users on 11/3. 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.
Tue 11/2511:48 amORD - SJU
1 stop9h 56mMultiple Airlines
Thu 11/274:12 pmSJU - ORD
Nonstop5h 11mMultiple Airlines
Deal found 11/3$218
This Priceline deal was found by Cheapflights users on 11/4. 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.
Sun 12/76:00 amORD - SJU
1 stop12h 08mMultiple Airlines
Mon 12/84:10 amSJU - ORD
2 stops11h 48mMultiple Airlines
Deal found 11/4$219
This Mytrip deal was found by Cheapflights users on 11/3. 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.
Tue 12/28:41 amORD - SJU
Nonstop4h 36mSpirit Airlines
Fri 12/124:10 amSJU - ORD
2 stops19h 38mSpirit Airlines
Deal found 11/3$220
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 11/178:00 amORD - SJU
Nonstop4h 36mSpirit Airlines
Fri 12/54:10 amSJU - ORD
1 stop8h 58mSpirit Airlines
Deal found 11/4$221
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/42:16 pmMDW - SJU
1 stop18h 16mMultiple Airlines
Tue 12/95:00 pmSJU - MDW
2 stops17h 46mMultiple Airlines
Deal found 11/4$221
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/197:34 pmORD - SJU
2 stops22h 53mMultiple Airlines
Sun 11/232:25 amSJU - ORD
1 stop10h 46mMultiple Airlines
Deal found 11/5$222
This Orbitz deal was found by Cheapflights users on 11/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:05 amORD - SJU
1 stop8h 14mMultiple Airlines
Thu 11/2011:55 amSJU - ORD
2 stops21h 48mMultiple Airlines
Deal found 11/3$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 November 6, 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

Mon 1/26

2:20 pm-9:00 pm

Nonstop4h 40m

San Juan Luis Munoz Marin Intl

Fri 1/30

8:35 am-11:57 am

Nonstop5h 22m

$216

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 1/25

5:55 pm-6:11 am

2 stops11h 16m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-10:45 am

1 stop9h 40m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 1/13

6:25 am-4:36 pm

1 stop9h 11m

San Juan Luis Munoz Marin Intl

Fri 1/16

8:35 am-4:43 pm

1 stop9h 08m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 1/27

2:08 pm-12:36 am

2 stops9h 28m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:35 am-4:43 pm

1 stop9h 08m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 2/3

2:08 pm-12:36 am

2 stops9h 28m

San Juan Luis Munoz Marin Intl

Fri 2/6

8:35 am-3:30 pm

1 stop7h 55m

$225

DaytonSan Juan

DAY - SJU

DAYSJU

Dayton

Mon 2/2

10:50 am-9:00 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:15 pm-11:44 pm

2 stops10h 29m

$235

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 11/16

7:00 am-4:36 pm

1 stop8h 36m

San Juan Luis Munoz Marin Intl

Fri 11/21

4:52 pm-11:49 pm

1 stop7h 57m

$245

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 11/11

7:00 am-4:36 pm

1 stop8h 36m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:05 am-1:12 pm

2 stops12h 07m

$245

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 1/29

11:16 am-11:56 pm

1 stop11h 40m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:00 am-9:16 pm

1 stop15h 16m

$265

IndianapolisSan Juan

IND - SJU

INDSJU

Indianapolis

Sat 1/31

12:27 pm-11:59 pm

1 stop10h 32m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:30 am-1:23 pm

1 stop6h 53m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

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 November 6, 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 7h. 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?

    $69 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $113 and $114, 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

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.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
Newark to Santo Domingo flights
John F Kennedy Intl to Punta Cana flights
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Newark to Santiago de los Caballeros flights
John F Kennedy Intl to Santiago de los Caballeros flights
O'Hare Intl to Luis Munoz Marin Intl flights
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O'Hare Intl to Punta Cana flights
John F Kennedy Intl to Montego Bay flights
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LaGuardia to Punta Cana flights
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Boston to Santo Domingo flights
Boston to Oranjestad flights
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Dallas/Fort Worth to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
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John F Kennedy Intl to Port of Spain flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Dulles Intl to Punta Cana flights
Orlando to Punta Cana flights
Newark to Simpson Bay flights
Minneapolis to Luis Munoz Marin Intl flights
Fort Lauderdale to Santo Domingo flights
Detroit to Luis Munoz Marin Intl flights
Newark to Nassau flights
Boston to Punta Cana flights
John F Kennedy Intl to Kingston flights
Raleigh to Luis Munoz Marin Intl flights
George Bush Intcntl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Simpson Bay flights
Miami to Santo Domingo flights
LaGuardia to Oranjestad flights
Miami to Punta Cana flights
Midway to Luis Munoz Marin Intl flights
John F Kennedy Intl to Nassau flights
Newark 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$340FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$532FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$215Average$492FlexibilityNo cancel feeOn-time63%
DeltaCheapest$215Average$502FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$229Average$313FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$265Average$571FlexibilityNo cancel feeOn-time71%

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