$114 Find Cheap Flights from Puerto Rico to Indiana - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Puerto Rico to Indiana departing on 10/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Puerto Rico to Indiana

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Puerto Rico to Indiana that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Puerto Rico to Indiana

Fri, Aug 28 - Sat, Aug 29
Frontier Logo
7:14 pm - 11:27 pm
SJU
-
ORD
5h 13mnonstop
Frontier Logo
12:44 am - 6:44 am
ORD
-
SJU
5h 00mnonstop
$176Frontier
Thu, Aug 27 - Sun, Aug 30
Frontier Logo
7:14 pm - 11:27 pm
SJU
-
ORD
5h 13mnonstop
Frontier Logo
12:44 am - 6:44 am
ORD
-
SJU
5h 00mnonstop
$176Frontier
Wed, Aug 26 - Wed, Sep 2
Multiple Airlines Logo
7:14 pm - 11:27 pm
SJU
-
ORD
5h 13mnonstop
Multiple Airlines Logo
8:05 am - 12:34 am
ORD
-
SJU
39h 29m
2 stops
$241Multiple Airlines
Thu, Aug 27 - Mon, Aug 31
Multiple Airlines Logo
7:14 pm - 11:27 pm
SJU
-
ORD
5h 13mnonstop
Multiple Airlines Logo
8:05 am - 12:56 am
ORD
-
SJU
15h 51m
2 stops
$250Multiple Airlines
Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
12:55 am - 5:00 am
SJU
-
ORD
5h 05mnonstop
American Airlines Logo
5:20 pm - 11:15 pm
ORD
-
SJU
4h 55mnonstop
$265American Airlines
Thu, Aug 27 - Sun, Aug 30
American Airlines Logo
12:55 am - 5:00 am
SJU
-
ORD
5h 05mnonstop
American Airlines Logo
5:20 pm - 11:15 pm
ORD
-
SJU
4h 55mnonstop
$265American Airlines
Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
3:56 pm - 8:05 pm
SJU
-
ORD
5h 09mnonstop
United Airlines Logo
8:55 am - 2:44 pm
ORD
-
SJU
4h 49mnonstop
$265United Airlines
Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
3:56 pm - 8:05 pm
SJU
-
ORD
5h 09mnonstop
United Airlines Logo
8:50 am - 8:38 pm
ORD
-
SJU
10h 48m
1 stop
$270United Airlines
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
10:00 am - 3:35 pm
SJU
-
MDW
6h 35m
1 stop
Southwest Logo
3:10 pm - 11:50 pm
MDW
-
SJU
7h 40m
2 stops
$274Southwest
Thu, Sep 10 - Sun, Sep 13
Southwest Logo
6:30 am - 3:35 pm
SJU
-
MDW
10h 05m
1 stop
Southwest Logo
8:05 pm - 9:10 am
MDW
-
SJU
12h 05m
1 stop
$274Southwest
Booking Insights

KAYAK's insights & trends for flights to Indiana

Get data-powered insights and trends for flights to Indiana to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Puerto Rico to Indiana?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Puerto Rico to Indiana, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Puerto Rico to Indiana is November, when tickets cost $167 (return) on average. On the other hand, the most expensive months are January and April, when the average cost of round-trip tickets is $384 and $278 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Indiana, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Puerto Rico to Indiana, you should book around 4 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low season

November

Cheapest flight

$114
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from San Juan to Indianapolis

FAQs for booking flights from Puerto Rico to Indiana

  • How does KAYAK find such low prices on flights from Puerto Rico to Indiana?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Puerto Rico to Indiana.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Puerto Rico to Indiana?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Puerto Rico to Indiana is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Puerto Rico to Indiana?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Puerto Rico to Indiana with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Puerto Rico to Indiana?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Puerto Rico to Indiana up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Puerto Rico to Indiana

 
See real verified KAYAK customer reviews for airlines flying to Indiana. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Puerto Rico to Indiana. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Puerto Rico to Indiana? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4227 reviews
8.0Comfort
7.0Food
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

8.0 ExcellentSean, Jul 2026
HOU - LGB
Read more Southwest reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

The flight was fine. Seats were very comfortable. Attendants were very friendly -

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

It was good. Last flight was delayed but I always say that is in God's plan

Terrible all around. Left prior review detailing massive delay/cancellation to then rebook travel. Topping on the cake was lost luggage even after travel to ultimate destination was secured on a new plane(s).

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

Never went on board this flight. Kayak uses Underpricer (which is a scam business) as it's "customer service provider". This customer service is a classic bait and switch "service". I Got caught in the UnderPricer Bait and switch scam. 14 hours on the phone with people from India with heavy accents and upselling me to useless products. The original sell was a flight on spirit. Then they contact me later, an say after they have my money that the flight is no good as is is only one seat for a party of two. I am still in dispute to get my money back. Went to Spirit direct and had a beautiful vacation. I should never have used Kayak and their rip off artists UnderPricer.

This was a nicer flight - not fully booked and so we were able to spread out.

I like everything about Southwest. From customer service to crew and prices. I travel a lot during the year and Southwest is the best!!

No tv. No free wifi. They need to ipgrade these planes - especially on a 2 hour flight.

Two delays on two separate planes with parts they could not easily find and replace.

The seats were really comfortable. Flight crew were friendly with passengers. Overall was a great flight.

Great crew, flight on time, luggage pick up a breeze

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

Unfortunately I was stuck next to someone who should have purchased 2 seats instead of taking up their space and mine. I couldn’t move the entire 3+ hour flight. Very uncomfortable flight.

More extra space was awesome. Even though I was on the first groups to board, bin compartments were already occupied by passengers seated on other seat numbers. That is unacceptable.

Crew went over and above to be helpful. Plane had mechanical problems that caused us to depart late.

The flight was excellent, I recommend people to fly with Delta

When we enter the airplane there were many water drops falling from the ceiling all the way long to the seat , and when it departs were even more over us getting the hair wet , and later on was too hot , the A/C not work well.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

My flight was delayed so bad i missed u it so i just said never mind

What would be infinitely better if for Kayak to not offer this flight as if it was completely different airlines rather than United and then filtering me through some creepy discount site.

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

Onboard staff was courteous, helpful, responsive and friendly. The boarding process was disorganized, poorly communicated, and disheveled. Gate agents were yelling instead of using the PA system, didn’t communicate the timing delay of our flight, and created an atmosphere of chaos rather than order and communication. As far as I know, there was no reason for their. I would hate to see how it operated under extreme conditions. I’ve never seen United Airlines operations in such a state.

It was extremely hot in the cabin the entire flight, vent air was worn

Awful. There was a minor problem with a fridge and they had us 2 hours in the runway before take off. The paper work alone took them half hour. There was no attemp to make up time up while in teansit and when we arrived, they had us another half hour in the plane because of traffic. I, and a bunch of people, lost their onnection flights for 5 to 10 minutes. Not even the attemp to wait given thar all delays, but the taxing, were United's fault. Then another 45 mins to get an agent and no flight alternatives for 2 days. Im am very disapointed with this "premium carrier".

IT WAS A LONG TIME SINCE THE LAST TIME I TRAVELED. I THOUGHT I WAS TO BE LOST BUT EVERYONE WAS PRETTY NICE WITH ME AND MADE MY EXPERIENCE NICE. THANKS

Flight was on time. Staff were friendly. I paid for Economy Plus but was required to check my standard carry-on luggage due to lack of space on the aircraft. This cost me 30 minutes, unexpectedly, in waiting at the baggage claim. This experience did not meet my expectations.

There was a delay that was unexpected. The seats were uncomfortable for the length of the flight.

How is it that every American flight from DFW to IND is significantly delayed? This is the third time in two months I have been delayed flying out of DFW - ALWAYS for a maintenance issue. Makes me want to drop flying American altogether…or maybe flying through Dallas. Miserable experience.

More options on TV shows and movies and make it where if someone wants to choose their seats that it is an easy process. I wanted to choose our seats and never could do that! I even called and they told me I had to do it with agent at the airport. That was very inconvenient

Pilots were fantastic - super smooth. First Class flight attendant was very attentive. Main Cabin flight attendant should try to smooth the rough edges of her voice - very shrill / punitive. Hurt my ears just to listen to her. Recognize they have a (tough) job to do - but tone over speakers needs to be less like scolding a 5 year old.

Delayed and horrible communication and sat on flight for an hour before taking off

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

It wa sort of on time; the cab was left with some trash

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

A very good flight. All personnel were gracious and pleasant. Good flight. No complaints.

Frontier line changes my flight schedule with out my authorization. They never ask me and with out my concern they cut off 4 hours of my vacation they force my to leave 4 hours early from Puerto Rico.

Good- no snacks on a 4+ hour flight is painful but more painful was the lack of WiFi.

I guess you get what you pay for. The seats are very uncomfortable and very little space. The snacks were pricey.

Flight was changed (according to Frontier, by Kayak) without my notification. And all flights were delayed by at least an hour and a half. Uncomfortable plane. Bad service. Will never fly Frontier again.

Was left with many other passengers in SJU by frontier airlines due to delay caused by frontier. Worst experience ever and worst airline ever.

It was horrible. My plane was delayed until the next day resulting in me losing a day of work. It’s absolutely unacceptable and I won’t be flying with you any more and I will strongly caution others to avoid your airline as well.

When we arrived we lasted 48 minutes to be able to get off the plane without air and the plane turned off more than half of the passengers because after they started to leave they realized that the bridge was defective

Pro: The stuff was great. Friendly, patient and caring. Our seat row was clean. The bath room was clean. Our flights were close to on time. Con: The leg room is too small. No blankets or pillows. No entertainment devices at all. I can’t remember to have a food choice. I would fly again with frontier for short distances.

The plane was on time. Boarding went fast. Smooth flight and landing. I filled out info for a frontier credit card on the flight from Indy to Orlando and have have heard nothing back. I was supposed to get all these “instant” rewards and have received nothing g.

Great option to American Airlines. Affordable prices when compared to AA. Prices in AA to and from Puerto Rico are like Fly Emirates to Kwait.

Everything you need to know for your flight to Indiana

Cabin class types available on flights to Indiana

Cabin classes available on flights to Indiana. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.