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$85+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
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Cheap 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 December 31, 2025.

This Expedia deal was found by Cheapflights users on 12/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:45 amORD - SJU
1 stop7h 41mJetBlue
Thu 1/811:06 amSJU - ORD
1 stop10h 30mJetBlue
Deal found 12/30$243
This JetBlue deal was found by Cheapflights users on 12/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:45 amORD - SJU
1 stop7h 41mJetBlue
Thu 1/1511:06 amSJU - ORD
1 stop10h 30mJetBlue
Deal found 12/29$286
This Expedia deal was found by Cheapflights users on 12/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:45 amORD - SJU
1 stop7h 41mMultiple Airlines
Fri 1/97:10 amSJU - ORD
1 stop11h 57mMultiple Airlines
Deal found 12/30$288
This Priceline deal was found by Cheapflights users on 12/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:45 amORD - SJU
1 stop10h 04mMultiple Airlines
Fri 1/93:55 amSJU - ORD
1 stop17h 22mMultiple Airlines
Deal found 12/30$302
This CheapOair deal was found by Cheapflights users on 12/29. 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.
Wed 12/315:45 amORD - SJU
Nonstop4h 41mSpirit Airlines
Thu 1/151:22 pmSJU - ORD
Nonstop5h 15mSpirit Airlines
Deal found 12/29$319
This Priceline deal was found by Cheapflights users on 12/29. 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.
Wed 12/316:45 amORD - SJU
1 stop10h 04mMultiple Airlines
Thu 1/84:39 pmSJU - ORD
1 stop8h 00mMultiple Airlines
Deal found 12/29$325
This JetBlue deal was found by Cheapflights users on 12/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:45 amORD - SJU
1 stop10h 04mJetBlue
Sat 1/108:00 amSJU - ORD
1 stop11h 43mJetBlue
Deal found 12/29$335
This Kiwi.com deal was found by Cheapflights users on 12/29. 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.
Wed 12/313:32 pmMDW - SJU
1 stop15h 07mFrontier
Sun 1/1110:47 pmSJU - MDW
1 stop17h 19mFrontier
Deal found 12/29$336
This Priceline deal was found by Cheapflights users on 12/29. 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.
Wed 12/316:45 amORD - SJU
1 stop10h 04mMultiple Airlines
Wed 1/79:19 pmSJU - ORD
1 stop20h 09mMultiple Airlines
Deal found 12/29$343
This Kiwi.com deal was found by Cheapflights users on 12/29. 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.
Wed 12/313:32 pmMDW - SJU
1 stop15h 07mFrontier
Fri 1/95:45 amSJU - MDW
1 stop10h 21mFrontier
Deal found 12/29$348
This Delta deal was found by Cheapflights users on 12/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:17 pmIND - SJU
1 stop5h 52mDelta
Mon 1/126:27 pmSJU - IND
1 stop6h 39mDelta
Deal found 12/30$365
This eDestinos deal was found by Cheapflights users on 12/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/302:50 pmCVG - SJU
1 stop9h 44mFrontier
Thu 1/85:45 amSJU - CVG
1 stop15h 46mFrontier
Deal found 12/29$374

Find 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 December 31, 2025.

Round-trip from

$180
(Priceline)

One-way from

$85
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$615
From Indiana to Puerto Rico
Search Deals
One-way flight from Indiana to Puerto Rico
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 31, 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

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 1/15

8:51 pm-11:20 am

1 stop12h 29m

Ponce Mercedita

Sat 1/24

1:50 pm-11:11 am

1 stop23h 21m

$180

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Sat 1/17

3:49 pm-11:20 am

1 stop17h 31m

Ponce Mercedita

Sat 1/24

1:50 pm-11:11 am

1 stop23h 21m

$180

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Mon 2/23

3:50 pm-2:57 am

1 stop9h 07m

Aguadilla Borinquen

Fri 2/27

3:58 am-3:37 pm

1 stop13h 39m

$180

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 3/2

12:41 pm-12:29 am

1 stop9h 48m

San Juan Luis Munoz Marin Intl

Mon 3/9

4:15 am-11:49 am

1 stop8h 34m

$196

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 2/27

10:00 am-10:03 pm

1 stop10h 03m

San Juan Luis Munoz Marin Intl

Sat 2/28

5:10 am-12:04 pm

1 stop8h 54m

$199

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 1/9

7:45 am-6:07 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Thu 1/15

11:06 am-7:36 pm

1 stop10h 30m

$202

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 1/6

10:55 am-12:14 am

1 stop11h 19m

San Juan Luis Munoz Marin Intl

Thu 1/15

11:06 am-7:36 pm

1 stop10h 30m

$202

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 2/27

12:41 pm-12:29 am

1 stop9h 48m

San Juan Luis Munoz Marin Intl

Sat 3/7

5:10 am-11:58 am

1 stop8h 48m

$202

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 1/11

7:45 am-6:05 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Wed 1/14

11:06 am-7:36 pm

1 stop10h 30m

$202

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Fri 2/20

9:07 pm-10:45 am

1 stop11h 38m

Ponce Mercedita

Mon 2/23

11:30 am-11:15 pm

1 stop13h 45m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/31

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 December is currently the most expensive (average of $258). 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.

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 Frontier, JetBlue, and Delta fly from Indiana to Puerto Rico in about 7h 25m. The time it takes to get you to your destination can typically vary by up to 5h 04m. There are 1807 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?

    $65 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Delta, with prices starting from $79 and $108, 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 December is currently the most expensive (average of $258). 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
LaGuardia to Luis Munoz Marin Intl flights
Dulles Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
O'Hare Intl to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Oranjestad flights
Orlando to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
Newark to Oranjestad flights
Baltimore to Luis Munoz Marin Intl flights
Philadelphia to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santiago de los Caballeros flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
Boston to Oranjestad flights
LaGuardia to Punta Cana flights
Newark to Santiago de los Caballeros flights
Reagan-National to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Orlando to Punta Cana flights
Minneapolis to Luis Munoz Marin Intl flights
Newark to Nassau flights
John F Kennedy Intl to Simpson Bay flights
John F Kennedy Intl to Montego Bay flights
Detroit to Luis Munoz Marin Intl flights
Dulles Intl to Punta Cana flights
LaGuardia to Santo Domingo flights
O'Hare Intl to Punta Cana flights
John F Kennedy Intl to Port of Spain flights
Newark to Simpson Bay flights
Newark to Montego Bay flights
John F Kennedy Intl to Nassau flights
Newark to Providenciales flights
Raleigh to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
Boston to Punta Cana flights
Midway to Luis Munoz Marin Intl flights
LaGuardia to Oranjestad flights
John F Kennedy Intl to Providenciales flights
Miami to Luis Munoz Marin Intl flights
John F Kennedy Intl to Saint Thomas Island flights
Hobby to Luis Munoz Marin Intl flights
LaGuardia to Nassau flights
Fort Lauderdale to Santo Domingo flights
Boston 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 December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$337FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$520FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$215Average$474FlexibilityNo cancel feeOn-time63%
DeltaCheapest$215Average$484FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$227Average$353FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$265Average$558FlexibilityNo cancel feeOn-time71%

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