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$77+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
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 23, 2025.

This Trip.com deal was found by Cheapflights users on 12/21. 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 Trip.com 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 1/86:30 amSJU - ORD
1 stop10h 58mFrontier
Deal found 12/21$198
This CheapOair deal was found by Cheapflights users on 12/22. 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 CheapOair 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
Wed 1/147:34 pmSJU - ORD
1 stop26h 07mFrontier
Deal found 12/22$214
This Frontier deal was found by Cheapflights users on 12/22. 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
Fri 1/96:00 amSJU - ORD
1 stop10h 31mFrontier
Deal found 12/22$227
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:25 pmORD - SJU
Nonstop4h 35mAmerican Airlines
Thu 1/156:00 amSJU - ORD
Nonstop5h 35mAmerican Airlines
Deal found 12/21$236
This Super.com deal was found by Cheapflights users on 12/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:39 pmORD - SJU
1 stop9h 15mFrontier
Thu 1/17:00 amSJU - ORD
1 stop13h 33mFrontier
Deal found 12/21$238
This Trip.com deal was found by Cheapflights users on 12/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:15 pmORD - SJU
1 stop8h 14mMultiple Airlines
Wed 1/141:22 pmSJU - ORD
Nonstop5h 15mMultiple Airlines
Deal found 12/22$240
This Frontier deal was found by Cheapflights users on 12/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:32 pmMDW - SJU
1 stop9h 07mFrontier
Thu 1/17:00 amSJU - MDW
1 stop12h 38mFrontier
Deal found 12/21$240
This JetBlue deal was found by Cheapflights users on 12/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:45 amORD - SJU
1 stop7h 41mJetBlue
Sat 12/2712:10 pmSJU - ORD
1 stop9h 10mJetBlue
Deal found 12/22$242
This CheapOair deal was found by Cheapflights users on 12/21. 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 CheapOair 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
Wed 1/79:19 pmSJU - ORD
1 stop20h 09mFrontier
Deal found 12/21$244
This Expedia deal was found by Cheapflights users on 12/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:23 amORD - SJU
1 stop20h 00mFrontier
Mon 1/55:09 pmSJU - ORD
1 stop25h 10mFrontier
Deal found 12/22$263
This Frontier deal was found by Cheapflights users on 12/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:15 amMDW - SJU
1 stop13h 39mFrontier
Wed 1/74:39 pmSJU - MDW
1 stop7h 38mFrontier
Deal found 12/21$263
This Super.com deal was found by Cheapflights users on 12/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:57 amCVG - SJU
1 stop15h 42mFrontier
Tue 1/63:55 amSJU - CVG
1 stop11h 44mFrontier
Deal found 12/22$284

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 23, 2025.

Round-trip from

$180
(Frontier)

One-way from

$77
(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 ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 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 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

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 1/8

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

Thu 1/15

12:14 pm-7:41 pm

1 stop9h 27m

$180

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Sat 1/10

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

Thu 1/15

12:14 pm-7:41 pm

1 stop9h 27m

$180

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 3/3

8:30 am-2:57 am

1 stop16h 27m

Aguadilla Borinquen

Mon 3/9

2:42 am-11:38 pm

1 stop21h 56m

$196

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Wed 2/25

12:41 pm-10:25 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Sun 3/1

5:10 am-11:48 am

1 stop8h 38m

$205

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 1/15

8:51 pm-11:20 am

1 stop12h 29m

Ponce Mercedita

Sun 1/18

12:14 pm-7:51 pm

1 stop9h 37m

$215

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Sun 1/11

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

Thu 1/15

12:14 pm-7:41 pm

1 stop9h 27m

$215

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Mon 1/5

9:47 am-2:58 am

1 stop15h 11m

Aguadilla Borinquen

Thu 1/8

3:43 am-7:17 pm

1 stop17h 34m

$215

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 1/11

2:20 pm-9:00 pm

Nonstop4h 40m

San Juan Luis Munoz Marin Intl

Fri 1/16

4:52 pm-8:20 pm

Nonstop5h 28m

$216

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 4/3

10:00 am-10:01 pm

1 stop11h 01m

San Juan Luis Munoz Marin Intl

Thu 4/16

12:15 pm-10:59 pm

1 stop11h 44m

$216

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 1/17

7:45 am-6:05 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Mon 1/26

11:06 am-7:36 pm

1 stop10h 30m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

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 $257). 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 December 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 Frontier, JetBlue, and United Airlines 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 8h 12m. 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 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 $257). 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
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
John F Kennedy Intl to Punta Cana flights
LaGuardia to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
O'Hare Intl to Luis Munoz Marin Intl flights
Orlando to Luis Munoz Marin Intl flights
Dulles Intl to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
Philadelphia to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
Newark to Santiago de los Caballeros flights
John F Kennedy Intl to Oranjestad flights
Newark to Oranjestad flights
Baltimore to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
John F Kennedy Intl to Montego Bay flights
Hartford to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
Boston to Oranjestad flights
Dulles Intl to Punta Cana flights
LaGuardia to Santo Domingo flights
Raleigh to Luis Munoz Marin Intl flights
Dulles Intl to Saint Thomas Island flights
Orlando to Punta Cana flights
Detroit to Luis Munoz Marin Intl flights
Boston to Punta Cana flights
John F Kennedy Intl to Simpson Bay flights
Newark to Simpson Bay flights
Hobby to Luis Munoz Marin Intl flights
Minneapolis to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Newark to Nassau flights
John F Kennedy Intl to Nassau flights
John F Kennedy Intl to Providenciales flights
John F Kennedy Intl to Saint Thomas Island flights
Boston to Santo Domingo flights
Newark to Montego Bay flights
John F Kennedy Intl to Port of Spain flights
Fort Lauderdale to Santo Domingo flights
Newark to Providenciales flights
LaGuardia to Oranjestad flights
Midway to Luis Munoz Marin Intl 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$339FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$520FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$215Average$478FlexibilityNo cancel feeOn-time63%
DeltaCheapest$215Average$483FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$227Average$345FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$265Average$558FlexibilityNo cancel feeOn-time71%

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