HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Puerto Rico

$89+ 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SJU
ene. 3 — ene. 101
sáb. 1/3
sáb. 1/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Indiana to Puerto Rico with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 diciembre 4, 2025.

This Priceline deal was found by Cheapflights users on 12/3. 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.
mié. 12/107:00 amORD - SJU
1 stop9h 53mMultiple Airlines
lun. 12/158:45 pmSJU - ORD
Nonstop5h 14mMultiple Airlines
Deal found 12/3$206
This Trip.com deal was found by Cheapflights users on 12/2. 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.
jue. 12/47:00 amORD - SJU
1 stop9h 53mJetBlue
jue. 12/111:45 pmSJU - ORD
1 stop10h 07mJetBlue
Deal found 12/2$207
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
sáb. 12/1312:09 pmORD - SJU
1 stop10h 07mMultiple Airlines
jue. 12/184:21 pmSJU - ORD
1 stop8h 03mMultiple Airlines
Deal found 12/2$209
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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.
jue. 12/115:40 amORD - SJU
Nonstop4h 41mSpirit Airlines
mar. 12/167:31 pmSJU - ORD
Nonstop5h 22mSpirit Airlines
Deal found 12/2$210
This Priceline deal was found by Cheapflights users on 12/3. 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.
mar. 12/1611:25 amORD - SJU
1 stop10h 29mMultiple Airlines
lun. 12/224:21 pmSJU - ORD
1 stop8h 03mMultiple Airlines
Deal found 12/3$211
This SmartFares deal was found by Cheapflights users on 12/3. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/97:00 amORD - SJU
1 stop9h 53mJetBlue
lun. 12/151:45 pmSJU - ORD
1 stop10h 07mJetBlue
Deal found 12/3$212
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
sáb. 12/132:26 pmORD - SJU
1 stop10h 24mMultiple Airlines
mar. 12/167:31 pmSJU - ORD
Nonstop5h 22mMultiple Airlines
Deal found 12/3$213
This JetBlue deal was found by Cheapflights users on 12/3. 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.
mié. 12/107:00 amORD - SJU
1 stop9h 53mJetBlue
mar. 12/163:40 pmSJU - ORD
1 stop8h 12mJetBlue
Deal found 12/3$214
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
mié. 12/108:00 amORD - SJU
2 stops29h 32mMultiple Airlines
vie. 12/127:10 amSJU - ORD
1 stop17h 01mMultiple Airlines
Deal found 12/2$215
This JetBlue deal was found by Cheapflights users on 12/2. 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.
jue. 12/1111:25 amORD - SJU
1 stop10h 29mJetBlue
mar. 12/161:45 pmSJU - ORD
1 stop10h 07mJetBlue
Deal found 12/2$216
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
dom. 12/146:00 amORD - SJU
1 stop12h 08mMultiple Airlines
jue. 12/256:28 pmSJU - ORD
1 stop8h 02mMultiple Airlines
Deal found 12/2$217
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
mar. 12/162:49 pmMDW - SJU
2 stops45h 27mFrontier
jue. 12/257:00 amSJU - MDW
1 stop12h 38mFrontier
Deal found 12/3$217

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 diciembre 4, 2025.

Round-trip from

$180
(Expedia)

One-way from

$89
(FlightHub)

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. 14% potential increase in price ($67 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
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 diciembre 4, 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

jue. 1/8

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

jue. 1/15

12:14 pm-7:41 pm

1 stop9h 27m

$201

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

jue. 1/8

9:40 am-7:26 pm

1 stop7h 46m

San Juan Luis Munoz Marin Intl

mié. 1/14

11:06 am-7:36 pm

1 stop10h 30m

$214

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

mié. 5/27

3:15 pm-12:59 am

1 stop8h 44m

San Juan Luis Munoz Marin Intl

mié. 6/10

6:00 am-2:20 pm

1 stop9h 20m

$214

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

sáb. 2/28

12:51 pm-11:44 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

vie. 3/13

1:30 am-10:05 am

1 stop9h 35m

$220

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

mar. 2/3

9:40 am-7:23 pm

1 stop7h 43m

San Juan Luis Munoz Marin Intl

sáb. 2/7

1:30 pm-7:45 pm

1 stop8h 15m

$220

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

dom. 2/1

9:15 am-7:26 pm

1 stop8h 11m

San Juan Luis Munoz Marin Intl

sáb. 2/7

1:30 pm-7:45 pm

1 stop8h 15m

$220

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

sáb. 1/10

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

jue. 1/15

12:14 pm-7:41 pm

1 stop9h 27m

$223

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

lun. 3/2

3:33 pm-11:58 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

jue. 3/5

2:15 pm-8:28 pm

1 stop7h 13m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

sáb. 1/31

2:05 pm-12:36 am

2 stops9h 31m

San Juan Luis Munoz Marin Intl

jue. 2/5

8:10 am-8:28 pm

2 stops13h 18m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

sáb. 1/31

6:55 am-11:56 pm

1 stop16h 01m

San Juan Luis Munoz Marin Intl

jue. 2/5

5:51 pm-11:59 pm

1 stop7h 08m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

Showing 1-10 of 60 results
1
2
3
...
6

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 July is currently the most expensive (average of $247). 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 diciembre 4, 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 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 27m. 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 United Airlines, with prices starting from $75 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 July is currently the most expensive (average of $247). 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
John F Kennedy Intl to Santo Domingo flights
Newark to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
LaGuardia to Luis Munoz Marin Intl flights
Dulles Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
Newark to Punta Cana flights
John F Kennedy Intl to Santiago de los Caballeros flights
Orlando to Luis Munoz Marin Intl flights
Baltimore to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
Newark to Oranjestad flights
Reagan-National to Luis Munoz Marin Intl flights
John F Kennedy Intl to Oranjestad flights
Newark to Santiago de los Caballeros flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Philadelphia to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
LaGuardia to Santo Domingo flights
John F Kennedy Intl to Montego Bay flights
Atlanta to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
John F Kennedy Intl to Port of Spain flights
O'Hare Intl to Punta Cana flights
Tampa to Luis Munoz Marin Intl flights
Dulles Intl to Punta Cana flights
Boston to Oranjestad flights
Raleigh to Luis Munoz Marin Intl flights
Orlando to Punta Cana flights
Boston to Punta Cana flights
Boston to Santo Domingo flights
John F Kennedy Intl to Nassau flights
Newark to Nassau flights
Newark to Simpson Bay flights
John F Kennedy Intl to Simpson Bay flights
Minneapolis to Luis Munoz Marin Intl flights
Detroit to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
Hobby to Luis Munoz Marin Intl flights
LaGuardia to Nassau flights
LaGuardia to Oranjestad flights
Fort Lauderdale to Santo Domingo flights
Newark to Providenciales flights
Miami to Santo Domingo flights
John F Kennedy Intl to Kingston flights
Atlanta to Punta Cana flights
Midway to Luis Munoz Marin Intl flights
Baltimore to Punta Cana 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 diciembre 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$339FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$215Average$522FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$215Average$487FlexibilityNo cancel feeOn-time63%
DeltaCheapest$215Average$484FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$229Average$330FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$265Average$562FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.