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Planning a trip from Chicago to San José? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
| Low season | October |
|---|---|
| High season | March |
| Cheapest flight | $112 |
Direct departures
Chicago to San José Juan Santamaria Intl
Monday
American Airlines, United Airlines
American Airlines, United Airlines
Tuesday
American Airlines, United Airlines
American Airlines, United Airlines
Wednesday
American Airlines, United Airlines
American Airlines, United Airlines
Thursday
American Airlines, United Airlines
American Airlines, United Airlines
Friday
American Airlines, United Airlines
American Airlines, United Airlines
Saturday
American Airlines, United Airlines
American Airlines, United Airlines
Sunday
American Airlines, United Airlines
American Airlines, United Airlines
Direct returns
San José Juan Santamaria Intl to Chicago
Monday
American Airlines, United Airlines
American Airlines, United Airlines
Tuesday
American Airlines, United Airlines
American Airlines, United Airlines
Wednesday
American Airlines, United Airlines
American Airlines, United Airlines
Thursday
American Airlines, United Airlines
American Airlines, United Airlines
Friday
American Airlines, United Airlines
American Airlines, United Airlines
Saturday
American Airlines, United Airlines
American Airlines, United Airlines
Sunday
American Airlines, United Airlines
American Airlines, United Airlines
Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.
Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.
There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.
Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane
I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.
Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.
Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.
Great experience with a crew always thinking in the passenger
The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.
I selected first class expecting excetional service. It was mediocre at best. The food service was cold, meal choices was poor and on one leg they did provide dessert. I did enjoy the lay day seat but the movies were old and nothing current. Boarding the plane is always hot. So boarding is quite warm until your in the air. I took a small personal air fan. Update the meals and movies.
Very happy with my flight. I would definitely recommend it.
They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!
I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...
cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.
Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/
Not United Airlines' fault. It's ORL airport's fault.
Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.
I liked the snacks and the flight attendants were friendly.
The movies offered were great. Staff were very pleasant and very efficient.
After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.
Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.
My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!
Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.
The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.
The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.
We loved the steward on the plane. He made the night enjoyable
The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.
My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.
Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes
3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!
After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"
Provide free food and drinks on an international flight. Add updated head rests
Deplaning was a mess, I sat in business (seats are horrible) and the front door had a problem so we had to deplane from the rear exit. The stairs were not tall enough to reach so there was a large step down from the plane to the top of the stairs.
Staff are the rudest in the industry … awful customer service … will never fly Avianca again
Pros: we leave and arrive on time Cons: the most uncomfortable seats ever. You cant recline at all your seats. No entertainment No TVs flight attendants didn't provide even a glass of water. You have to go to back of the airplane and ask for one. I am Colombian and I remember seeing the flight attendants very neat, elegants which is or was a staple of Avianca.it was one with tennis shoes, no male up, the hair was messy... that was really odd.
Here we have another airline flying to Guatemala but doesn't have a plus or a less, just in the middle. Why? Well, first we don't have even free water Movie selection is poor Seats don't recline in some places Food selection is carb based Forgot to mention, customer service on the web is the worst. Good things; Very reliable on schedule Kind crew
Last seat of Bussines Class it does recline but passenger seating behind kept pushing since they did not have space once my seat was reclined
We waited for one hour to deboard the plane after landing. That could be better
I like the crew they're very friendly. I don't like. on five hour flight they not offered snacks. Any drink. Not even coffee
Not even water is offered on the flight. You cannot lean back on the seats and the seats are so narrow you can’t avoid rubbing elbows with the person next to you.
I couldnt recline the seat. Other than that crew was very attentive and helpful. Thsnk you
Once again, the staff seem to think they are above the customers and treat everyone with disdain, belittling people.
Sadly there was a crew member very rude with my kid and with me.
COMMUNICATION!!!! The issue was a crew shortage, which means you knew in advance the issue. Instead of notifying people in advance, we're finding out an hour before the flight it's canceled. You rebooked people to more flights you knew wouldn't get out. You ended by taking part of my party to a completely different state and leaving them there. The next morning, you still have no way to get them to the original destination and they ended up missing an important event. We came out of so much money to check bags multiple times. And on top of all that, the staff in the building seemed to not care and were fairly rude. Overall, just go on and fold and quit making promises to people to get them places when you know you can't. Shoutout to Delta for doing a great job at making it less painful (for those of us who made it).
Flight was canceled 8 hours before departure for lack of operational control and prepositioning of a plane. Then had the audacity to say it was because of weather, however there was no weather here in California or New Orleans or in between. It was the weather in Florida, Florida it had nothing to do with our flight path just the plane was supposed to fly us. 8 hours is more than enough time to move a plane anywhere in the US. That left me with a bill of 1200 dollars to re book a flight oh and kayaks insurance what a joke. Probably will never use kayak or spirit ever again terrible companies terrible customer service. I’ll also let everyone and anyone know this was an abomination and only for the customer. Also will be making a report to the DOT on bad business practices on behalf of kayak and spirit as well as the BBB. Do better, take care of your customers and don’t suck
The flight was cancelled without prior notice. I was inform as I was checking in. No hotel accommodation nor any simple explanation as why it was cancelled.
spirit delayed my first flight 9 hours and then cancelled my flight back home. Very disappointed with their service.
Flight cancelled and no alternative offered for over a week. Ruined our Christmas vacation plans
Flight was delayed from 10:09pm back to 12:41am and actually took off closer to 1am as they were waiting for an additional flight attendant. Plane was new and crew was fine once we got moving but the delay was rough. Also Spirit (have flown this twice) lands at the satellite gates at BNA and there is a ground shuttle to get you back to the main terminal that adds outdoor elements, extra walking and about 20 min total to the arrival timing. BNA may eventually connect this concourse in a better way as they grow but it’s notable.
The flight was on time, the crew is friendly, and the seat was nice and wide compared to some other airlines. (the KAYAK survey should allow for the response, not applicable, because I did not have any food or take advantage of the entertainment)
Cancel the ticket on my day that I’m travelling that it was