SJU

$57 Find Cheap Flights from Illinois to San Juan

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to San Juan departing on 12/9. 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.
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Good to know

Low season

September

High season

December

Cheapest flight

$57
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 36% increase in price.
Flight from Chicago O'Hare Airport to San Juan

FAQs for booking Illinois to San Juan flights

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

    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 Illinois to San Juan.

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

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

    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 to San Juan with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to San Juan?

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

See more FAQs

Prefer to fly non-stop from Illinois to San Juan?

Find which airlines fly direct from Illinois to San Juan Luis Munoz Marin Intl Airport, which days they fly and book direct flights.

Nonstop departures

Illinois to San Juan Luis Munoz Marin Intl

Monday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Tuesday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Wednesday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Thursday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Friday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Saturday

Aer Lingus, Aeromexico, Air Canada, +39 more

Aer Lingus, Aeromexico, +40 more

Sunday

Aer Lingus, Aeromexico, Air Canada, +41 more

Aer Lingus, Aeromexico, +42 more

See more direct flights

Nonstop returns

San Juan Luis Munoz Marin Intl to Illinois

Monday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Tuesday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Wednesday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Thursday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Friday

Aer Lingus, Aeromexico, Air Canada, +40 more

Aer Lingus, Aeromexico, +41 more

Saturday

Aer Lingus, Aeromexico, Air Canada, +39 more

Aer Lingus, Aeromexico, +40 more

Sunday

Aer Lingus, Aeromexico, Air Canada, +41 more

Aer Lingus, Aeromexico, +42 more

See more direct flights
See more direct flights

Top 5 airlines serving from Illinois to San Juan

Need help choosing which airline to fly with from Illinois to San Juan? 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.
7.7
Copa AirlinesOverall score based on 1785 reviews
7.0Entertainment
8.2Crew
7.6Comfort
7.1Food
8.0Boarding
Airline reviews

The flight was 6 hours delayed due to equipment problems, I had to spend my night in the airport terminal in tight quarters. A bag of chips was all they offered, Then I missed my connecting flight and waited another 2 hours. All in all that trip took me almost one day.

4.0 OkayKlaus, Nov 2024JFK - PTY
Read more Copa Airlines reviews

The flight was 6 hours delayed due to equipment problems, I had to spend my night in the airport terminal in tight quarters. A bag of chips was all they offered, Then I missed my connecting flight and waited another 2 hours. All in all that trip took me almost one day.

I like that they served a mail, I’m not sure about the in-flight entertainment. I didn’t really check. staff helped me with my luggage. Smooth boarding smooth takeoff smooth flight

Copa is one of the airlines with the best prices and super good service.

Copa definitely offers better service and price than other airlines.

Copa crew is almost never great in terms of service.

Food was not good, no options for vegetarian or gluten free

This airline doesn’t five and dime you for everything. I do think that a checked bag should be included in every fare.

The seats had plenty of leg room and the staff were very nice.

Copa performed as expected for the amount of money I was willing to spend for the flight; it wasn’t exceptional but it was not bad in any way either. The crew was good; friendly and straightforward. The food was airplane food, so no expectations there and the entertainment was lacking but that was my fault for owning an IPhone with a charging port that’s not compatible with the rest of the world. I’d fly Copa again.

Left my bags in origin city on a business class ticket , spent about 2-3 days in the same clothes plus the flight .

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

Flight was on time arrived at the destination 10min early they kept in touch via email

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

Did not enjoy this flight at all. All of my coworkers flew delta and I chose JetBlue because I really value how simple the WiFi and entertainment is and this flight I didn’t get either. Crew staff was unsympathetic to my system not working, everyone I asked for help with was extremely bothered by my request for help.

In flight on demand didn't work at our seats. Only a single beverage/snack run.

Little snafu at boarding. Staff communicated with gate poorly. Flight attendant was rude making disembark early. This was an older mint class. Needs an overhaul for sure. Food was good. The male flight attendant was really nice.

My encounter with the entertainment services provided on board was moderate; the functionality of the Wi-Fi connection was either sluggish or nonoperational, while the display screens were antiquated and suffered from poor visibility. On the positive side, the cabin exuded a sense of expansiveness, and the crew exhibited amiable and accommodating behavior throughout the journey.

Everything was great except for some reason crew and ground crew could not figure out how to deal with an electric wheelchair and it delayed us 20-30mins. Was pretty frustrating for passengers and the captain.

My first flight was moved 6 hours causing me to miss my meeting. The second was delayed about an hour and a half. Most of the crews apparently dont like their jobs or just working for Frontier. Only one flight attendant wasn"t snappy or rude.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

The flight was VERY, VERY hot and the blowers weren't cooling it off...don't know what the problem was, but.....otherwise it was fine.

My flight from Avianca was 45 minutes late and it's very complicated to recheck in in ...also I have to say the silver desk folks were neither efficient nor helpful...so I missed my connecting flight. I actually got there before tge flight left but they refused to let me on....and gave me no vouchers for hotel etc

The cancelled our flight 3 times and we never made it to our destination. Every single airplane had a maintenance problem. Never fly this airline

9 hrs wait in airport then flt redirected to airport an hour away from our booked airport. Then at 8:00pm flight Cancelled. Silver supposed to book us on American the next day. Booked my husband but not me. Cost me Ubers, hotel, meals, new ticket and 1 hour taxi Cuz no flights to our home airport. Absolute disaster. Silver staff had no idea what was going on or what to do. Never Again Silver

Nothing about this flight was good. They are always cancelling or grossly delayed. We were delayed for 45 minutes for no apparent reason with no explanation or anything we could see and I missed my connection to Durham NC. I was on my way to my best friends memorial and funeral. Now I'll missed them both!!

Total disaster! The easiest flight was kept delayed till … cancelled! And before official announcement of the flight cancellation I was offered to join ongoing boarding to FLL so I had to change all my traveling plans, have lost my car reservation and a payed spot at the meeting I was going for to begin with! I had to no show to my flight back, because it was from different airport again!

The worst experience we had traveling. The worst experience we have had traveling. The service is lousy, I will NEVER choose this airline again.

Never in time always late, even on arrival gate not ready so waited on tarmac another 45 min

Flight canceled 11 hours after being delayed. Miss annual family vacation because of this

This was a short flight so food was not offered. The stewardess was great at giving water out. The baggage check at the airport was hideous. One person was untrained and had asked a question. The other two people were just dealing. Someone could have worked the line and said you must have a luggage tag and you must have confirmation. We waited for some people at the counter for 20 minutes because they couldn't find their reservation or they were missing their luggage tags. We were in line an hour and 20 minutes had to run to her gate just to find out our flight was delayed 40 minutes. The silver air website never updated with status changes on the phone. Horribly irresponsible flight company.

Did not get to travel, you canceled my flight and left me stranded for the hole day, it's another day and I can't get to my destination. I will not recommend any one to this away, bad service

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Pros: "Nothing!!! Horrible airline with horrible staff members."
Cons: "Everything. The staff and crew of Intercaribbean airlines are very unprofessional and not helpful at all. On top of the flight delays all the luggage for that particular flight was left in Kingston. Everybody was rather nonchalant and unapologetic about the situation. I was told I would get the the following day. The next day only two of my three bags showed up. I was not compensated for the inconvenience and was told point blank that they will only deliver one of my bags to my address even though they were the reason I had NONE of my luggage in the first place. They are disgusting!!! I would never recommend this airline to anyone."
Pros: "Nice people"
Cons: "A long walk to the D3 gate, but there were no amenities there I.e. snacks (to be fair a new terminal is under construction)"
Cons: "There was no air. I understand when you are on the ground it can be limited but even after getting to altitude there was no air conditioning."
Cons: "The flight was delayed for over three hours, apparently it is a regular occurence."

Book cheap flights from Illinois to San Juan

Recent round-trip flight deals

1/21Tue
nonstopSpirit Airlines
4h 37mORD-SJU
1/29Wed
nonstopSpirit Airlines
5h 25mSJU-ORD
$117
12/9Mon
1 stopFrontier
7h 04mORD-SJU
12/17Tue
1 stopFrontier
7h 30mSJU-ORD
$126
12/9Mon
1 stop
7h 04mORD-SJU
12/18Wed
nonstop
5h 27mSJU-ORD
$129
12/9Mon
1 stop
7h 04mORD-SJU
12/11Wed
nonstop
5h 30mSJU-ORD
$130
2/2Sun
2 stopsSouthwest
9h 30mMDW-SJU
2/5Wed
1 stopSouthwest
6h 50mSJU-MDW
$210
1/23Thu
1 stopDelta
8h 53mSTL-SJU
1/25Sat
1 stopDelta
10h 07mSJU-STL
$264
2/8Sat
2 stopsAmerican Airlines
18h 18mBMI-SJU
2/13Thu
1 stopAmerican Airlines
8h 07mSJU-BMI
$274
1/28Tue
1 stopAmerican Airlines
15h 02mEVV-SJU
1/31Fri
1 stopAmerican Airlines
12h 01mSJU-EVV
$274
1/20Mon
1 stopDelta
10h 46mSTL-SJU
1/30Thu
1 stopDelta
7h 33mSJU-STL
$284
1/25Sat
1 stopSouthwest
8h 35mMDW-SJU
1/28Tue
1 stopSouthwest
6h 50mSJU-MDW
$297

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Recent one-way flight deals

12/9Mon
1 stopFrontier
7h 04mORD-SJU
$57
1/13Mon
1 stopFrontier
7h 10mORD-SJU
$63
1/6Mon
nonstopSpirit Airlines
4h 43mORD-SJU
$64
12/6Fri
1 stopSpirit Airlines
12h 29mORD-SJU
$81
2/16Sun
1 stopUnited Airlines
9h 37mORD-SJU
$105
1/22Wed
2 stopsSouthwest
12h 20mMDW-SJU
$105
1/31Fri
1 stopUnited Airlines
9h 07mORD-SJU
$118
12/8Sun
2 stops
33h 13mMDW-SJU
$130
12/14Sat
2 stops
28h 07mMDW-SJU
$136
1/11Sat
1 stopSouthwest
7h 15mMDW-SJU
$170

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Last minute flights from Illinois to San Juan

Last minute flight, train and bus deals

11/21Thu
multi-stopSpirit Airlines
8h 31mORD-SJU
11/25Mon
multi-stopSpirit Airlines
10h 11mSJU-ORD
$244
11/21Thu
multi-stopSpirit Airlines
8h 31mORD-SJU
12/3Tue
nonstopSpirit Airlines
5h 26mSJU-ORD
$252
11/21Thu
multi-stop
8h 31mORD-SJU
11/26Tue
multi-stop
9h 14mSJU-ORD
$270
11/24Sun
multi-stop
12h 36mORD-SJU
11/29Fri
nonstop
5h 24mSJU-ORD
$336
11/23Sat
multi-stopFrontier
9h 24mMDW-SJU
11/24Sun
multi-stopFrontier
9h 57mSJU-MDW
$364
11/24Sun
multi-stopFrontier
11h 59mORD-SJU
11/26Tue
multi-stopFrontier
13h 46mSJU-ORD
$374
11/23Sat
multi-stopAmerican Airlines
15h 42mMLI-SJU
11/26Tue
multi-stopAmerican Airlines
7h 13mSJU-MLI
$398
11/23Sat
multi-stopUnited Airlines
7h 44mORD-SJU
11/24Sun
nonstopUnited Airlines
5h 19mSJU-ORD
$410
11/24Sun
multi-stopAmerican Airlines
8h 48mORD-SJU
11/26Tue
multi-stopAmerican Airlines
10h 47mSJU-ORD
$414
11/23Sat
multi-stopUnited Airlines
11h 37mMLI-SJU
11/24Sun
multi-stopUnited Airlines
15h 11mSJU-MLI
$638

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Everything you need to know for your flight to San Juan

Information on your arrival and departure airports

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