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Puerto Rico

$87+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
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 January 20, 2026.

This Expedia deal was found by Cheapflights users on 1/17. 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.
Sat 3/712:25 pm
ORD
-
SJU
1 stop8h 48m
Multiple Airlines
Wed 3/114:15 am
SJU
-
ORD
1 stop8h 34m
Multiple Airlines
Deal found 1/17$185
This Expedia deal was found by Cheapflights users on 1/17. 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.
Tue 2/39:40 am
ORD
-
SJU
1 stop7h 43m
Multiple Airlines
Mon 2/93:53 am
SJU
-
ORD
1 stop13h 59m
Multiple Airlines
Deal found 1/17$186
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 2/2312:17 pm
ORD
-
SJU
Nonstop4h 32m
Multiple Airlines
Tue 2/243:53 am
SJU
-
ORD
1 stop13h 59m
Multiple Airlines
Deal found 1/19$187
This Cheapflightsfares deal was found by Cheapflights users on 1/18. 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 3/912:22 pm
ORD
-
SJU
Nonstop4h 32m
Spirit Airlines
Fri 3/1311:13 am
SJU
-
ORD
Nonstop5h 27m
Spirit Airlines
Deal found 1/18$188
This Orbitz deal was found by Cheapflights users on 1/18. 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 4/2012:22 pm
ORD
-
SJU
Nonstop4h 32m
Spirit Airlines
Fri 4/2412:22 pm
SJU
-
ORD
Nonstop5h 15m
Spirit Airlines
Deal found 1/18$189
This CheapOair deal was found by Cheapflights users on 1/18. 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 4/17:26 pm
ORD
-
SJU
Nonstop4h 33m
Spirit Airlines
Tue 4/71:29 am
SJU
-
ORD
Nonstop5h 16m
Spirit Airlines
Deal found 1/18$190
This JetBlue deal was found by Cheapflights users on 1/19. 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.
Tue 2/37:40 am
ORD
-
SJU
1 stop8h 22m
JetBlue
Tue 2/109:25 am
SJU
-
ORD
1 stop12h 06m
JetBlue
Deal found 1/19$191
This JetBlue deal was found by Cheapflights users on 1/19. 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 3/412:59 pm
ORD
-
SJU
1 stop9h 30m
JetBlue
Mon 3/94:15 am
SJU
-
ORD
1 stop8h 33m
JetBlue
Deal found 1/19$192
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 2/212:17 pm
ORD
-
SJU
Nonstop4h 32m
Multiple Airlines
Wed 2/115:25 pm
SJU
-
ORD
1 stop19h 21m
Multiple Airlines
Deal found 1/18$193
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 2/112:17 pm
ORD
-
SJU
Nonstop4h 32m
Spirit Airlines
Fri 2/61:22 pm
SJU
-
ORD
Nonstop5h 15m
Spirit Airlines
Deal found 1/18$194
This Expedia deal was found by Cheapflights users on 1/19. 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.
Tue 3/1012:39 pm
ORD
-
SJU
1 stop7h 45m
Multiple Airlines
Sat 3/141:29 am
SJU
-
ORD
Nonstop5h 16m
Multiple Airlines
Deal found 1/19$195
This Cheapflightsfares deal was found by Cheapflights users on 1/18. 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.
Sun 1/255:15 am
ORD
-
SJU
1 stop8h 20m
Spirit Airlines
Wed 1/286:00 am
SJU
-
ORD
1 stop9h 13m
Spirit Airlines
Deal found 1/18$196

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 January 20, 2026.

Round-trip from

$185
(Kiwi.com)

One-way from

$87
(Priceline)

Popular in

December

Cheapest in

September

Average price

$395
From Indiana to Puerto Rico
Search Deals
One-way flight from Indiana to Puerto Rico
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($87 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 20, 2026.
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 4/1

10:00 am-10:01 pm

1 stop11h 01m

San Juan Luis Munoz Marin Intl

Wed 4/15

11:59 pm-7:41 am

1 stop8h 42m

$191

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Mon 2/23

3:50 pm-2:57 am

1 stop9h 07m

Aguadilla Borinquen

Wed 2/25

3:58 am-10:46 am

1 stop8h 48m

$203

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 2/28

10:00 am-8:05 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

Fri 3/13

3:26 am-11:25 am

1 stop8h 59m

$203

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 2/1

8:45 am-7:26 pm

1 stop8h 41m

San Juan Luis Munoz Marin Intl

Thu 2/5

11:06 am-7:31 pm

1 stop10h 25m

$203

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 2/4

7:40 am-6:02 pm

1 stop8h 22m

San Juan Luis Munoz Marin Intl

Sat 2/7

9:25 am-7:31 pm

1 stop12h 06m

$203

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 1/30

7:40 am-6:05 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Sat 2/7

9:25 am-7:31 pm

1 stop12h 06m

$203

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Wed 4/1

4:21 pm-11:49 am

1 stop18h 28m

Ponce Mercedita

Tue 4/7

11:35 am-11:36 pm

1 stop13h 01m

$209

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 3/19

11:00 am-10:09 pm

1 stop10h 09m

San Juan Luis Munoz Marin Intl

Mon 3/23

3:26 am-11:25 am

1 stop8h 59m

$212

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 4/20

8:31 am-6:30 pm

1 stop8h 59m

San Juan Luis Munoz Marin Intl

Wed 4/29

11:25 pm-8:51 am

1 stop10h 26m

$217

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 2/26

11:55 am-10:10 am

1 stop20h 15m

Ponce Mercedita

Sat 3/7

12:25 pm-11:38 pm

1 stop13h 13m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

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 $259). 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 JetBlue, Frontier, and Delta fly from Indiana to Puerto Rico in about 8h 05m. The time it takes to get you to your destination can typically vary by up to 2h 56m. 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 Southwest, 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 $259). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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
John F Kennedy Intl to Santiago de los Caballeros flights
O'Hare Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
Dulles Intl to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
John F Kennedy Intl to Santo Domingo flights
Newark to Oranjestad flights
Newark to Santiago de los Caballeros flights
John F Kennedy Intl to Oranjestad flights
Reagan-National to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
Philadelphia to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
Hartford to Luis Munoz Marin Intl flights
Newark to Nassau flights
John F Kennedy Intl to Montego Bay flights
Baltimore to Luis Munoz Marin Intl flights
John F Kennedy Intl to Nassau flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
Boston to Oranjestad flights
Orlando to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Detroit to Luis Munoz Marin Intl flights
John F Kennedy Intl to Port of Spain flights
Minneapolis to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
Dulles Intl to Punta Cana flights
Newark to Simpson Bay flights
Raleigh to Luis Munoz Marin Intl flights
John F Kennedy Intl to Simpson Bay flights
LaGuardia to Nassau flights
Newark to Montego Bay flights
John F Kennedy Intl to Providenciales flights
Hobby to Luis Munoz Marin Intl flights
Boston to Punta Cana flights
Midway to Luis Munoz Marin Intl flights
Atlanta to Punta Cana flights
Newark to Providenciales flights
O'Hare Intl to Punta Cana flights
LaGuardia to Oranjestad flights
Tampa to Luis Munoz Marin Intl flights
John F Kennedy Intl to Saint Thomas Island flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Newark to Saint Thomas Island flights
LaGuardia to Santo Domingo flights
Dulles 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 January 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$336FlexibilityNo cancel feeOn-time62%
DeltaCheapest$156Average$483FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$215Average$542FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$215Average$468FlexibilityNo cancel feeOn-time63%
Spirit AirlinesCheapest$227Average$357FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$252Average$532FlexibilityNo cancel feeOn-time71%

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