$81 Find Cheap Flights from San Juan to Illinois - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from San Juan to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Chicago
5h 05mNonstop
from $212per person
St. Louis
6h 52m2 stops
from $224per person
Booking Insights

KAYAK's insights & trends for San Juan to Illinois flights

Get data-powered insights and trends into flights from San Juan to Illinois to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from San Juan Luis Munoz Marin Intl Airport to Illinois?

Flight prices are below average for this route right now.

Flights to Illinois from San Juan Luis Munoz Marin Intl Airport usually cost between $242 and $404 in October.
The lowest price found in the past 5 days was $213 on Frontier (Oct 29-Nov 2).

What is the cheapest San Juan Luis Munoz Marin Intl Airport to Illinois flight route?

The cheapest ticket to Illinois from San Juan Luis Munoz Marin Intl Airport found in the last 5 days was to Chicago, at $147 round-trip. The most popular route is from San Juan Luis Munoz Marin Intl Airport (SJU) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 5 days was $147.

What is the cheapest time of day to fly to Illinois?

The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $424 on average. Morning departures are around 7% more expensive than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the morning, which is peak travel time and where the average cost of a ticket is $514.

Can I save money by flying with a layover from San Juan Luis Munoz Marin Intl Airport to Illinois?

No, with an average price for the route of $366, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from San Juan Luis Munoz Marin Intl Airport to Illinois?

The cheapest month for flights from San Juan Luis Munoz Marin Intl Airport to Illinois is February, when tickets cost $218 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $447 and $381 respectively.

What’s the cheapest day of the week to fly from San Juan to Illinois?

If you are looking for a flight deal from San Juan to Illinois, look for departures on Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Illinois, Tuesday is the cheapest day to fly and Thursday is the most expensive.

How far in advance should I book a flight from San Juan Luis Munoz Marin Intl Airport to Illinois?

To get a below average price on the flight from San Juan Luis Munoz Marin Intl Airport to Illinois, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low season

November

Cheapest flight

$81
Most popular time to fly with an average 21% increase in price.
Flight from San Juan to St. Louis

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from San Juan to Illinois?

    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 San Juan to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Juan to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Juan to Illinois 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 San Juan to Illinois?

    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 San Juan to Illinois 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 San Juan to Illinois?

    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 San Juan to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from San Juan to the following destinations at these prices or less: Chicago $217 one-way - $322 round-trip

Reviews of the top 5 airlines serving from San Juan to Illinois

 
Need help choosing which airline to fly with from San Juan to Illinois? 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 4195 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

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).

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

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.

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

The counter person at the gate was rude and demeaning, to the point that I wouldn't fly this airline again.

Crew was great. Seats are cramped and uncomfortable and I’m a small person.

Awful. Delay after delay. And then again on the tarmac.

Kept changing the takeoff time and the moved it up so arrived when boarding had already started. Then sat waiting to taxi in for a long time

Food was not Good Nuts came very wet & not tasting Good Main course I asked for Steak they got me Chicken because they don’t have more !!!!

It cancelled and we were unable to catch our connecting international flights.

Leaving at 7 when scheduled to leave at 4:20 - you tell me. Understood there was a ground stop. Then having to "reboot" the plane because of a lighting strike, also understood. But basically the flight was a "clusterf#$%".

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

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

Our flight from Chicago to Des Moines was the problem flight due to a dismissive flight attendant. His conduct was unnecessary and unprofessional.. I will avoid using Americam Airlines again because of the situation. Very disappointing.

Mostly excellent. However, many too many gate changes. Connecting flight at ORD changed gate 6 times.

Mechanical issues and delays. I get it but bad experience. Turned my 3 hour airport experience into a 9 hours

AA was a very good experience. The employees are wonderful

We had a very pleasant flight with very comfortable seats and nice staff.

Seats in coach aren't padded enough for a 6 hour flight

My trip was delayed for more than 3 hours without any explanation. Also I have a business meeting that I lost.

the handling of my luggage. It was Lost or stolen At my destination.

If we travel with carry on expected to being able to carry the luggage. Could be good if take in consideration the date of reservation to do that

Uncomfortable seats at row 40 A and 40 C, they didn’t recline. Also, my prior seat selection was not honored.

It was so nice! I wish that we can have direct flights to El Salvador 😊😊

I will NEVER fly with this clown show airline again. Idiots. All of them. Unprepared. Unfriendly. Miserable employees. NEVER. EVER. AGAIN

Easy experience even with the outbound flight being delayed. The seating and space was comfortable and the crew seemed very nice and helpful.

Flight was smooth, amenities (entertainment options and power outlets) were good, sears decent)

Disaster This is why I stick to delta You get what you pay for

Well, its a hit or miss when boarding most of the time your employees just let everyone enter immediately In one bum rush. Then out of know where tell the passengers only let A can enter then b then c etc. So make a decision and stick to it. Do it by alphabet and have famn strick compliance. Let the public know. That makes easier on passengers.

It was a pretty smooth flight, I tend to get mini anxiety attacks during flights, however, this time was pretty smooth and I was able to relax. The only thing, I was having issues to connect to the Flyfi internet. I was not able to connect at all, I turned off my phone a couple times and didnt work.

we were delayed because of some safety check that wasn't done or available

They announced at the last minute that international travelers had to checkin at counter. This created a long line and unnecessary stress.

I cannot say this enough, I NEVER BOARDED OR HAVE HAD ANY TRAVEL IN THE PAST YEAR. However your app says ive been traveling a lot lately. GET REAL HUMANS TO GIVE CUSTOMER SUPPORT.

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.

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.

The flights were right on time. The issue that was the most difficult was the lack of legroom on the planes

More options for your flight from San Juan to Illinois

Complete your trip to Illinois with a hotel stay or car rental