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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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
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 February 12, 2026.

This Spirit deal was found by Cheapflights users on 2/10. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2012:18 pm
ORD
-
SJU
Nonstop4h 36m
Spirit Airlines
Thu 4/2312:30 pm
SJU
-
ORD
Nonstop5h 08m
Spirit Airlines
Deal found 2/10$179
This Priceline deal was found by Cheapflights users on 2/9. 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.
Mon 2/237:00 am
ORD
-
SJU
1 stop6h 31m
Multiple Airlines
Mon 3/23:53 am
SJU
-
ORD
1 stop13h 59m
Multiple Airlines
Deal found 2/9$181
This CheapOair deal was found by Cheapflights users on 2/10. 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.
Sun 2/2212:17 pm
ORD
-
SJU
Nonstop4h 32m
Spirit Airlines
Thu 2/2611:52 am
SJU
-
ORD
1 stop8h 26m
Spirit Airlines
Deal found 2/10$182
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/247:00 am
ORD
-
SJU
1 stop6h 31m
Multiple Airlines
Tue 3/33:53 am
SJU
-
ORD
1 stop13h 59m
Multiple Airlines
Deal found 2/9$183
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 5/91:27 pm
ORD
-
SJU
1 stop22h 06m
Frontier
Fri 5/156:00 am
SJU
-
ORD
1 stop17h 57m
Frontier
Deal found 2/10$184
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/2412:17 pm
ORD
-
SJU
Nonstop4h 32m
Multiple Airlines
Mon 3/93:22 pm
SJU
-
ORD
1 stop8h 17m
Multiple Airlines
Deal found 2/10$185
This Cheapflightsfares deal was found by Cheapflights users on 2/12. 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 2/235:15 am
ORD
-
SJU
1 stop8h 16m
Spirit Airlines
Fri 2/274:31 pm
SJU
-
ORD
1 stop9h 16m
Spirit Airlines
Deal found 2/12$187
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 4/710:55 am
ORD
-
SJU
1 stop12h 03m
Spirit Airlines
Thu 4/91:29 am
SJU
-
ORD
Nonstop5h 16m
Spirit Airlines
Deal found 2/11$188
This Frontier deal was found by Cheapflights users on 2/9. 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.
Mon 3/23:50 pm
ORD
-
BQN
1 stop9h 07m
Frontier
Tue 3/33:59 am
BQN
-
ORD
1 stop13h 53m
Frontier
Deal found 2/9$188
This Priceline deal was found by Cheapflights users on 2/9. 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.
Sat 2/286:25 am
MDW
-
SJU
1 stop7h 56m
Frontier
Wed 3/45:25 pm
SJU
-
MDW
1 stop23h 01m
Frontier
Deal found 2/9$188
This Cheapflightsfares deal was found by Cheapflights users on 2/12. 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 3/25:15 am
ORD
-
SJU
1 stop8h 16m
Spirit Airlines
Thu 3/511:52 am
SJU
-
ORD
1 stop8h 26m
Spirit Airlines
Deal found 2/12$189
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 2/236:00 am
MDW
-
SJU
1 stop30h 22m
Multiple Airlines
Fri 2/276:27 pm
SJU
-
MDW
1 stop29h 12m
Multiple Airlines
Deal found 2/10$190

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 February 12, 2026.

Round-trip from

$179
(Spirit)

One-way from

$87
(Priceline)

Popular in

December

Cheapest in

September

Average price

$419
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 ($84 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 February 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 February 12, 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

Mon 3/2

12:17 pm-6:49 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Thu 3/5

12:32 pm-3:48 pm

Nonstop5h 16m

$187

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 5/11

12:18 pm-5:54 pm

Nonstop4h 36m

San Juan Luis Munoz Marin Intl

Sat 5/16

8:41 am-11:59 pm

1 stop16h 18m

$193

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 2/28

8:15 am-2:53 am

1 stop16h 38m

San Juan Luis Munoz Marin Intl

Wed 3/4

12:32 pm-3:48 pm

Nonstop5h 16m

$197

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 5/9

8:00 am-1:43 am

1 stop16h 43m

Aguadilla Borinquen

Tue 5/12

2:38 am-11:12 pm

1 stop21h 34m

$228

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Mon 5/11

6:57 am-1:43 am

1 stop17h 46m

Aguadilla Borinquen

Thu 5/14

2:38 am-2:17 pm

1 stop12h 39m

$237

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 4/30

8:10 am-4:23 pm

1 stop8h 13m

San Juan Luis Munoz Marin Intl

Sun 5/3

7:30 am-5:40 pm

1 stop10h 10m

$246

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Wed 5/13

1:00 pm-10:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Sat 5/16

10:00 am-6:15 pm

1 stop9h 15m

$246

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 4/20

5:36 pm-11:12 pm

1 stop5h 36m

San Juan Luis Munoz Marin Intl

Wed 4/22

6:15 am-2:31 pm

1 stop8h 16m

$246

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Fri 4/24

6:00 am-4:23 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Wed 4/29

7:30 am-4:25 pm

1 stop9h 55m

$246

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Thu 5/14

8:24 pm-2:42 pm

1 stop17h 18m

San Juan Luis Munoz Marin Intl

Mon 5/18

12:30 pm-4:38 pm

Nonstop5h 08m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/8

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 $142). 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 Spirit Airlines, Frontier, and Delta fly from Indiana to Puerto Rico in about 4h 32m. The time it takes to get you to your destination can typically vary by up to 13h 14m. 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?

    $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 United Airlines, with prices starting from $93 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 $142). 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
Dulles Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
Philadelphia to Luis Munoz Marin Intl flights
Baltimore to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
John F Kennedy Intl to Santo Domingo flights
Orlando to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Santiago de los Caballeros flights
Newark to Oranjestad flights
Hartford to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
Newark to Santo Domingo flights
John F Kennedy Intl to Oranjestad flights
Atlanta to Luis Munoz Marin Intl flights
John F Kennedy Intl to Montego Bay flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Raleigh to Luis Munoz Marin Intl flights
Hobby to Luis Munoz Marin Intl flights
Minneapolis to Luis Munoz Marin Intl flights
Newark to Nassau flights
LaGuardia to Punta Cana flights
Boston to Oranjestad flights
Dulles Intl to Punta Cana flights
Denver to Luis Munoz Marin Intl flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Detroit to Luis Munoz Marin Intl flights
John F Kennedy Intl to Nassau flights
Miami to Luis Munoz Marin Intl flights
Midway to Luis Munoz Marin Intl flights
John F Kennedy Intl to Simpson Bay flights
Newark to Montego Bay flights
Boston to Punta Cana flights
John F Kennedy Intl to Bridgetown flights
LaGuardia to Nassau flights
Charlotte to Luis Munoz Marin Intl flights
Atlanta to Punta Cana flights
LaGuardia to Oranjestad flights
Newark to Simpson Bay flights
Tampa to Luis Munoz Marin Intl flights
Atlantic City to Luis Munoz Marin Intl flights
Providence to Luis Munoz Marin Intl flights
White Plains 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$340FlexibilityNo cancel feeOn-time62%
DeltaCheapest$138Average$487FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$215Average$520FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$215Average$458FlexibilityNo cancel feeOn-time63%
Spirit AirlinesCheapest$224Average$410FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$248Average$531FlexibilityNo cancel feeOn-time71%

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