Indiana

$99+ Cheap flights from Puerto Rico to Indiana

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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — IND
May 30 — Jun 61
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Cheap flight deals from Puerto Rico to Indiana

Cheapest flights from Puerto Rico to Indiana
Explore the most affordable flight options available from Puerto Rico to Indiana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.

This Frontier deal was found by Cheapflights users on 4/25. 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.
Fri 5/297:04 pm
SJU
-
ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
-
SJU
Nonstop4h 51m
Frontier
Deal found 4/25$142
This Expedia deal was found by Cheapflights users on 4/26. 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.
Fri 5/2211:39 am
SJU
-
ORD
Nonstop5h 10m
Multiple Airlines
Sun 5/2412:33 am
ORD
-
SJU
Nonstop4h 51m
Multiple Airlines
Deal found 4/26$144
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/286:24 pm
SJU
-
ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
-
SJU
Nonstop4h 51m
Frontier
Deal found 4/26$147
This CheapOair deal was found by Cheapflights users on 4/26. 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.
Fri 5/2211:39 am
SJU
-
ORD
Nonstop5h 10m
Multiple Airlines
Mon 5/2512:33 am
ORD
-
SJU
Nonstop4h 51m
Multiple Airlines
Deal found 4/26$149
This eDestinos deal was found by Cheapflights users on 4/25. 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.
Thu 4/304:34 pm
SJU
-
ORD
Nonstop5h 15m
Spirit Airlines
Mon 5/44:44 pm
ORD
-
SJU
Nonstop4h 37m
Spirit Airlines
Deal found 4/25$152
This Mytrip deal was found by Cheapflights users on 4/25. 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.
Sat 5/237:04 pm
SJU
-
ORD
Nonstop5h 22m
Multiple Airlines
Sat 5/3012:59 pm
ORD
-
SJU
Nonstop4h 36m
Multiple Airlines
Deal found 4/25$154
This Mytrip deal was found by Cheapflights users on 4/26. 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.
Thu 5/286:24 pm
SJU
-
ORD
Nonstop5h 22m
Frontier
Fri 5/297:52 pm
ORD
-
SJU
1 stop7h 09m
Frontier
Deal found 4/26$155
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/237:04 pm
SJU
-
ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
-
SJU
Nonstop4h 51m
Frontier
Deal found 4/26$157
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/246:24 pm
SJU
-
ORD
Nonstop5h 22m
Frontier
Mon 5/2512:33 am
ORD
-
SJU
Nonstop4h 51m
Frontier
Deal found 4/28$162
This Priceline deal was found by Cheapflights users on 4/29. 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.
Sat 5/237:04 pm
SJU
-
ORD
Nonstop5h 22m
Frontier
Sat 5/307:52 pm
ORD
-
SJU
1 stop7h 09m
Frontier
Deal found 4/29$165
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/237:04 pm
SJU
-
ORD
Nonstop5h 22m
Frontier
Tue 5/2612:33 am
ORD
-
SJU
Nonstop4h 51m
Frontier
Deal found 4/25$171
This Priceline deal was found by Cheapflights users on 4/28. 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.
Fri 5/1511:00 am
SJU
-
CVG
1 stop9h 35m
Frontier
Mon 5/189:29 pm
CVG
-
SJU
1 stop16h 32m
Frontier
Deal found 4/28$204

Find flight deals from Puerto Rico to Indiana

Keep the following information in mind while searching for Puerto Rico to Indiana flight deals. Data was last updated April 30, 2026.

Round-trip from

$142
(Frontier)

One-way from

$99
(Cheapflightsfares)

Popular in

March

Cheapest in

January

Average price

$362
From Puerto Rico to Indiana
One-way flight from Puerto Rico to Indiana
Highest demand for flights based on searches. 7% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in April 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Puerto Rico to Indiana 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 April 30, 2026.
Use the filters below to find and compare flights from Puerto Rico to Indiana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 5/12

3:03 am-11:13 pm

1 stop21h 10m

Chicago O'Hare Intl

Fri 5/29

12:33 am-6:24 am

Nonstop4h 51m

$214

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 5/6

3:56 pm-8:15 pm

Nonstop5h 19m

Chicago O'Hare Intl

Mon 5/11

2:38 pm-8:34 pm

Nonstop4h 56m

$257

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Fri 9/4

6:00 am-2:30 pm

2 stops9h 30m

Chicago Midway

Mon 9/7

5:00 am-1:45 pm

1 stop7h 45m

$276
Quickest round-trip

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 5/7

7:40 am-11:53 am

Nonstop5h 13m

Chicago O'Hare Intl

Tue 5/12

2:38 pm-8:34 pm

Nonstop4h 56m

$283

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 7/28

5:56 pm-11:53 pm

1 stop6h 57m

Chicago O'Hare Intl

Sat 8/1

9:00 am-4:45 pm

1 stop6h 45m

$296

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Mon 5/11

2:59 am-11:13 pm

1 stop21h 14m

Chicago O'Hare Intl

Sat 5/16

5:30 pm-2:02 am

1 stop7h 32m

$305

San JuanSouth Bend

SJU - SBN

SJUSBN

San Juan Luis Munoz Marin Intl

Fri 5/22

6:00 am-6:58 pm

1 stop12h 58m

South Bend/Michiana

Mon 5/25

7:48 pm-3:55 pm

1 stop20h 07m

$312

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Tue 10/6

5:43 pm-11:55 pm

1 stop6h 12m

Cincinnati Cinci./N. Kentucky

Tue 10/13

6:00 am-4:33 pm

1 stop10h 33m

$316

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Mon 8/17

10:00 am-6:00 pm

1 stop9h 00m

Chicago Midway

Wed 8/19

12:20 pm-9:05 pm

1 stop7h 45m

$326

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 5/29

6:00 am-8:20 pm

1 stop14h 20m

Louisville Intl

Fri 6/5

10:35 am-8:04 am

2 stops21h 29m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Puerto Rico to Indiana

Have a flexible travel schedule? Discover the best time to fly to Indiana from Puerto Rico 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 Puerto Rico to Indiana

How far ahead should I book a flight from Puerto Rico to Indiana?

The best time to book flights from Puerto Rico to Indiana is 69 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Puerto Rico to Indiana?

Currently, November is the cheapest month in which you can book a flight from Puerto Rico to Indiana (average of $98). Flying from Puerto Rico to Indiana in March is currently the most expensive (average of $286). 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.

Reviews of airlines servicing Indiana

Get insights into the airlines that provide service to Indiana. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Indiana. Reviews last updated April 30, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Puerto Rico to Indiana have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Puerto Rico to Indiana. 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 Puerto Rico to Indiana?

    Frontier, United Airlines, and Delta can get you from Puerto Rico to Indiana in just under 5h 19m. Your travel time can differ by up to 15h 51m. There are 2073 mi between Puerto Rico and Indiana. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Puerto Rico to Indiana one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $112. Users have also found prices from $112 and $118 on Delta and American Airlines, respectively.

  • Can I find deals for flights from Puerto Rico to Indiana that include hotel bookings?

    Yes. In addition to deals on Puerto Rico to Indiana flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Puerto Rico to Indiana?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Puerto Rico to Indiana.

  • Can I find deals for business class flights from Puerto Rico to Indiana?

    Yes. Cheapflights offers flight deals from Puerto Rico to Indiana 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 Puerto Rico to Indiana?

    Currently, November is the cheapest month in which you can book a flight from Puerto Rico to Indiana (average of $98). Flying from Puerto Rico to Indiana in March is currently the most expensive (average of $286). 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 Puerto Rico to Indiana

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Puerto Rico to Indiana

Discover the top 5 airlines that operate flights from Puerto Rico to Indiana. 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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$194Average$322FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$215Average$361FlexibilityNo cancel feeOn-time63%
DeltaCheapest$215Average$375FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$232Average$349FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$424FlexibilityNo cancel feeOn-time71%

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