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CHI — EAS
May 26 — Jun 21
Round-trip
1 adult
Economy
From?
To?
Thu 5/26
Thu 6/2
Good to know
Low season | January |
|---|---|
High season | July |
Cheapest flight | $476 |
Average price round-trip | $876 |
Good deal round-trip | $889 |
Good deal one-way | $584 |
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Chicago to San Sebastián
(avg. price over the last 2 weeks)
or less
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When to book flights from Chicago to San Sebastián
Estimated round-trip price
Average price per month
Flight prices as travel date approaches
Top tips for finding a cheap flight
- Looking for a cheap flight? 25% of our users found flights on this route for $584 or less one-way and $889 or less round-trip.
- High season is considered to be June, July and August. The cheapest month to fly is January.
- Morning departure is around 38% cheaper than an evening flight, on average*.
FAQs for booking flights from Chicago to San Sebastian
Top airlines flying Chicago to San Sebastián
Scores according to KAYAK customer reviews7.2
American AirlinesOverall score based on 47709 reviews
7.5Boarding
7.1Comfort
7.9Crew
6.9Entertainment
6.7Food
Airline reviews
Pros: "The crew were wonderful and understanding and good sports."
Cons: "There were problems as soon as the plane got to the gate. After the passengers got off the plane, the man at the counter came on the P.A and said it’ll be a few minutes, they’re catering the plane now from the back to the front. The flight crew still needed to get on a preform safety checks. He apologized again. Then it was 8:40, time to take off and we’re still waiting to even board. The man at the counter said again, thank you for your patience and relayed the same message, only this time the flight attendants were walking away from the gate. Around 9 some lady higher up told the man to announce that the flight crew had timed out and stand by crew was on the way to the gate, said sorry again. A little later the man says sorry, there’s a gate change. You’re going to K6 now. When we get to the new gate it’s almost 9:30pm and while we were all gathered at the gate, the flight crew that supposedly “timed out” showed up and proceeded to get on the plane. Passengers started getting mad and saying we were lied to and to just tell us the truth. Chicago PD started showing up. We finally got on the plane but it would be another 30 minutes before we moved because of issues getting our bags off the original plane. We ended up being almost 2 hours delayed."
Pros: "The crew were wonderful and understanding and good sports."
Cons: "There were problems as soon as the plane got to the gate. After the passengers got off the plane, the man at the counter came on the P.A and said it’ll be a few minutes, they’re catering the plane now from the back to the front. The flight crew still needed to get on a preform safety checks. He apologized again. Then it was 8:40, time to take off and we’re still waiting to even board. The man at the counter said again, thank you for your patience and relayed the same message, only this time the flight attendants were walking away from the gate. Around 9 some lady higher up told the man to announce that the flight crew had timed out and stand by crew was on the way to the gate, said sorry again. A little later the man says sorry, there’s a gate change. You’re going to K6 now. When we get to the new gate it’s almost 9:30pm and while we were all gathered at the gate, the flight crew that supposedly “timed out” showed up and proceeded to get on the plane. Passengers started getting mad and saying we were lied to and to just tell us the truth. Chicago PD started showing up. We finally got on the plane but it would be another 30 minutes before we moved because of issues getting our bags off the original plane. We ended up being almost 2 hours delayed."
Cons: "Delay"
Pros: "The place to charge the phone is easily accessible on the back of the seat in front (as opposed to underneath)."
Cons: "Did not like that I had to check my bag at the gate"
Pros: "Crew was very good."
Cons: "Seat 2L Rocked back-and-forth every time person in seat 1L moved. This was a day flight from Chicago to London so I wasn’t sleeping. I could see if you were sleeping and had to deal with all the seat movement it would not be ideal."
Pros: "Left on time and arrived early"
Cons: "Delayed"
Cons: "Couldn't turn on reading lights the entire 8 hour flight to Hawaii! 8 hour flight and only a wrap to eat. Not even food offered for purchase in the last 7 hours of the flight"
Cons: "Great ! Next time please confirm seats before boarding"
Cons: "The flight was delayed by over 3 hrs! As a result I missed work!"
Pros: "The tv and drinks"
Cons: "Being told why we’re delayed and then not being kept on board for so long once we arrived late"
Cons: "I was bumped off the flight due to weight restriction and moved to a flight 6 hours later, it only took me 4 hours to rent a car and drive home. I am a 210 lb 6ft tall male. I was not the reason for the plane being over weight, I was there before boarding took place they didn't ask and I didn't fly."
Pros: "Everything."
Cons: "Waiting for 30 minutes a Dublin to dock."
Pros: "Outbound, it was on time, plenty of legroom, plenty of good snacks, drinks and food. An enjoyable flight. Score 10.0"
Cons: "Return flight - The flight departed 4 hours late. The seating was so cramped my husband couldn't move his legs at all, never mind try to sleep. The staff members were not smart in appearance, some with long untidy hair, and did not interact with passengers except to hand out food. The food was reasonable. We disembarked feeling like wrecks. Score 2.0"
Pros: "American Airlines Crew, friendly and personable"
Cons: "N/A"
Cons: "Our last 6 flights have all been changed or delayed significantly. Then they loose our bags on a direct flight. Won’t fly America airlines again!"
Pros: "Easy boarding crew were friendly food was hot"
Cons: "Seating was a pain to try and get 2 seats together even though I booked it months in advance very noisy rude people couldn't sleep on a supposed overnight am exhausted"
Cons: "The flight was delayed. The food was not great. There is not a lot of space in these planes, and it was a long flight. There is no power supply."
Cons: "Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time."
Pros: "Nothing - the flight from Chicago to Philadelphia was delayed by about 2 hours. Luckily, was able to get the flight switched to a Chicago - London direct flight."
Cons: "The connecting flight from Philadelphia to Manchester would've been missed. So, American Airlines booked the same flight for 24 hours later. Luckily, they offered a different flight. Due to the flight changes, the prepaid ground transportation from Manchester to Leeds wasn't used. Transportation from London to Leeds had to be purchased at a much greater additional expense."
Cons: "I got tranafered to 4 different gates aand my flight was delayed for 3 hrs with no explaination and the staff didn't try to help"
Pros: "Nothing!"
Cons: "I was traveling today with my daughter, who is 6 months pregnant, my 3 1/2 & 18 month old grandsons, my husband & son-in law on an international flight from Chicago to Manchester. I was very disappointed a 757 was used for an international flight! No attempt was made by staff to accomodate our family with a extra seat for the infant, even though there were a large number of rows with empty middle seats (4 of which were directly behind them!) The 1st indication of the beginning of the NIGHTMARE was when the plane arrived in Chicago and overshot the gate, this caused almost an hour delay! (We heard our crew saying "oops" while looking out the window at the plane arriving & then again when they were discussing it would have been faster if the plane had used a different method to get to the gate again.) This was then followed by a mechanical problem with a frozen water valve, requiring us to be de-iced x2! Then we started to taxi out and again had to return because of a hydraulic problem that required repair. I think we were delayed almost 3.5 hours. The crew did bring a round of water during the onground delays, and offered free drinks later in the flight. The icing on the cake was not getting the stroller back at the gate because there were no baggage handlers. I can't tell you how much FUN that was trying to corral a toddler & 3yr old with all our carry-on bags while getting thru customs! Did I mention in our haste to get off that plane we overlooked my daughter's winter maternity coat in the overhead! May be time to switch to the Friendlier Skies of United for our UK travel!"
Cons: "How much tighter can they cram us? I'm 5'11" and 185 pounds and was too wide for the seats!"
Pros: "Clean plane. Excellent service. On time."
Pros: "Amazing entertainment selection, comfortable."
Pros: "Loved having 2 empty seats next to me so I could stretch out after a very long day of travel."
Cons: "Seats are not very comfortable in any position."
Pros: "Nothing"
Cons: "I chose a package on the cheap flights that has a left hand side for choosing number of baggage which invariably inreases fare depending on the number of baggage and i choose 2 and paid for 2 baggage but the ticket came with 1 baggage and i contacted both by phone call, email and your website but did not get any fsvourable response. Had to pay again at the airport for the extra bag. This is highly unfair."
Pros: "The entertainment was good. Lots of choices. Food was about what I would expect for airline food."
Cons: "The seats were terrible. I don't know what it was about them, but I've never had a more uncomfortable flight. My husband had leg cramps for much of the flight and couldn't get comfortable. The rest of the flight was fine, but the uncomfortable seats were a huge minus. We'll probably try to avoid 787s from now on. The window-darkening system was annoying. They darkened the windows when it was dark outside and they darkened the cabin, so we couldn't look out the window. It was dark outside--why the need to darken the windows?? My husband requests window seats so he can look out the window."
Pros: "The crew, the movies, and window seat"
Cons: "Didn't like how tight the flight was. Way too compact and 3 seats near window seats makes it so uncomfortable."
Pros: "Flight was on time."
Pros: "Staff courtesy."
Cons: "When I started this leg of my trip, I was completely exhausted having been in sitting position for almost 24 hours straight. Airline made no concessions for travelers knowing that some were just doing a simple trip and those others whose journey was very long. Narrow seats added to stress and discomfort. Airline policy seemed to be "Give me the money and I will deliver you safely. Period" Humanity seems to be last on airline list. Traveling is seriously grueling and unpleasant for all those not in First Class."
Pros: "This was one of the best crews I've ever had on a flight. So helpful."
Cons: "Didn't like having to get rescreened for a domestic flight after going through customs."
Pros: "The American Airlines crews and people manning the desk erred very professional. Yes, this particular flight was conducted by American for Iberia under a share code. So whatever horror stories you have heard of about European Iberia flights, the one I took was fine. But the airline's crew is being let down."
Cons: "In Chicago, our flight was delayed at least three hours for a "GPS update." The crews said the software wasn't even handshaking. Okay. But I have a feeling this is common, and wish the airline would figure out a way to conduct updates, safely, without impacting everyone's schedule. My wife flew through same connection on the same airline a week later. And her flight was canceled. Maybe for the same issue? Unsure. It could have been a a bad luck streak."
Cons: "They were late because of bad scheduling and the gate agent was rude"
Pros: "It was on time. Crew were very good."
Cons: "Plane seemed very dated. No individual entertainment No USB chargers Not much space"
Cons: "The airline "randomly" selected me for extra security. Even though I have TSA pre-check I was jostled around, sent to multiple security lines without any reasoning and the local Chicago TSA and airport staff didn't seem to know what to do. Once it was figured out I was subjected to what was essentially a cavity search. Again I HAVE TSA-pre-check but apparently that means nothing if an airline flags you. It was an extremely upsetting experience but you were in a situation of either agree to the invasive search or get stranded over 1000 miles from home. I will NEVER fly Iberia again after a cancelled flight and being stranded in the wrong country on the way to my vacation and the horrible security experience on the way back. I seriously may never go to Chicago either after seeing the complete lack of organization and traumatizing personal invasion. I fly a lot for work and have never had such a horrible experience. I would really like to know how many terrorists are caught with these invasive searches and would love to know the justification for sticking your hands inside someone's pants and grabbing their privates after they have already gone through a metal detector AND the body scanner. Especially for someone who has already passed a federal background check to obtain pre-check status. Absolutely ridiculous."
Pros: "Nothing"
Cons: "They did not compromise when I couldn't go, I understand no refund but I cancelled a few days after,"
Pros: "Seats quite comfortable. Crew ok."
Cons: "Pitiful food offering and no entertainment at all when on previous 1.5 hour AA flight choice of movies."
Pros: "United airlines canceled a flight last minute that I needed in order to get to my best friends' wedding on time, I usually fly AA but the United flights were slightly cheaper at the time. The options United gave me would have had me missing the wedding, AA had more flights that allowed me to make it in time, considering it was booked 12 hours before take-off, it was decently reasonable and left on time and got in early (imagine that, United). Thank you American Airlines, again!"
Pros: "The crew was very efficient and friendly while handling everyone. Flight was smooth, food was good. I went to the wrong terminal and did not know that the advertised finair flight was actually American Airlines, the AA ticket counter attendant went all out to make sure I made it to the gate. All this with less than an hour before departure."
Cons: "I went to the wrong terminal, the email ticket had finair in large print and in smaller print indicated American. Luckily I was able to literally run and make my flight. Would be better to more clearly indicate actual airline."
Cons: "Dry / borderline rude staff and hostess. Dated plane. Tiny seats. But that is pretty much the baseline of airlines in the US. When will carriers start to take note from International carriers..leaps and bounds ahead."
Cons: "My outbound flight to Manila had an overnight layover in Japan. I asked at the luggage check-in at O'Hare International Airport if they can check it all the way through as I had planned to go outside of the Narita airport for the layover. They told me I couldn't check the luggage all the way through and that I had to pick it up from baggage claim once I land in Narita. From there I had to check-in the luggage again on the same day. When I took my luggage out from baggage claim, I tried to check-in and the counter crew told me I was given wrong information. I had to keep my luggage with me until my flight the following day. On my return flight from Manila and another overnight layover in Narita, the check-in crew at NAIA told me I could check-in my luggage all the way through, and that they also allowed this at my outbound flight to Manila. The check-in crew at O'Hare International Airport gave me wrong information."
Pros: "Free checked bag"
Cons: "2 hour delay No food to buy or drinks"
Pros: "Eventually we made it"
Cons: "Plane was delayed because a door wasn't working (old). Business class entertainment was a tablet that was collected an hour before we landed. Food was very bland."
Pros: "I sat next to a friend I haven't seen in almost a year"
Pros: "The entertainment selection was wonderful."
Cons: "The flight left on time but arrived late by at least 1/2 hour. I am small but the seat was narrow: my neighbors kept on hitting me when they moved. And I think it is terrible to have to pay to reserve almost any seats except for the middle seats."
Pros: "Crew was excellent but it was literally the most uncomfortable plane ride I have ever been. There was even an empty seat in the middle and I couldn't sleep at all. The seats were super shOrr and the headrests sucked"
Pros: "Entertainment system has a good selection"
Cons: "No earphones to listen to the soundtrack on the entertainment system"
Cons: "Where to begin? The pilot suggested we would "probably miss our connecting flight" but not to worry because he would be "moving quickly" through the air. Missed my connecting flight. Ended up stuck in Charlotte with no more flights to Florida. And the airline left my bag in Charlotte. Disaster."
Pros: "Very affordable! Traveling can be difficult, especially from Chicago O'hare - one of the busiest airports in the country - but everything was made easy for me and was a breeze!"
Cons: "No complaints here!"
Pros: "I had my first experience in the Admiral's Lounge at O'Hare and enjoyed it very much."
Cons: "My traveling companion's tray table was disgusting when she folded it down for beverage service. She asked for a wet towel and the flight attendant was snarky but went to get one without even looking or asking to see what the problem was. Her entertainment console wasn't working so they reset it but instead it reset mine (two seats over) they did this again and I let them know it was resetting mine. I was told that I was not in the seat they were resetting for ...I inquired if perhaps they should try to reset mine and see if it would, in fact, fix hers..it did. When she slipped off her shoes the carpet was soaking wet. This was a really crummy, crummy flight."
Very helpful when my passport went astray, then finally found.
never made this flight, Iberia abandoned us.
Cons: "Seats don’t recline at all and wasn’t even offered water on a close to 3 hour flight. Bare bones service to be sure."
Pros: "friendly crew"
Cons: "more leg room"
Pros: "Good was decent. Didn’t need to schlep big bag of snacks."
Cons: "Turbulence lasted way too long. Probably out of their control but I wondered if they could have changed altitudes."
Cons: "Loud people around"
Pros: "Movies, organized boarding"
Cons: "Crew unhelpful arrogant"
Pros: "First time experience with Iberia. Very comfortable, friendly & good service."
Cons: "Maybe include vegan options for food?"
Pros: "The business class seat was extremely comfortable."
Cons: "The touch-screen was very difficult to navigate. It didn't respond very well when touched."
Pros: "The crew members were all very kind!"
Cons: "Unfortunately, the wifi was not working the entire 8-hour flight."
Cons: "One of the shows I started watching on had one episode. Handmade tail?"
Cons: "crew... food was awful..."
Pros: "Crew - all professional and helpful. We left on time/arrived early - no mishaps. Movie selection - excellent, made the time go faster for first flight. Very comfortable the first flight. Pleasant experience."
Cons: "Food was not so great. Too much fat on the chicken. The salad smelled off/bad and didn't look appertizing. the beverages too smaller cup/quantity given (hot tea)."
Pros: "Friendly staff and decent entertainment options."
Cons: "Uncomfortable seats and not enough leg room."
Cons: "I requested a vegan meal weeks prior and the only meal without meat had a lot of dairy in it. Not enough water was offered as well. The flight was delayed boarding. The leg room is pitiful on the flight."
Cons: "Lack of legroom on such a long flight"
Pros: "Nothing"
Cons: "Rarely served drinks, 1h 30 min delayed flight, therefore missed connecting flight, mo assistance at all from crew regarding alternative connections, I will never fly with Iberia again"
Cons: "Half way through the flight my screen stopped working"
Pros: "Food was good, comfortable, nice happy workers, etc."
Pros: "The entertainment system with movies was great, with plenty of choices and good sound. The crew was very good. Legroom on the seats was good. They kept the temperature in the plane just right. We could board first because we had a 5-year-old child."
Cons: "Flight was delayed an hour leaving Chicago, and arrived an hour late in Madrid. The screen was not updated in Chicago to let us know what was going on. It's a mass of people at the gate, with very little systematic lining up. One luggage piece did not come out on the carousel in Madrid. We had to wait 1.5 hr at the airport to confirm that they would send it to our Madrid hotel. Hopefully it will come. The food was mediocre. Pasta for dinner with little to no meat. Not even fruit. They are clearly saving money on the food."
Pros: "Our flight to Bologna via Madrid on Iberia Airlines was wonderful from take off to landing! Friendly, courteous staff. Good food and entertainment."
Pros: "I am of average height -6 feet- and my knees were touching the seat in front of me. Not comfortable but not too bad either."
Cons: "Boarding was extremely chaotic."
Pros: "Nothing"
Cons: "Take off was delayed for six hours and Iberia's representative in Madrid told me me missing my train to Valencia is not their problem and Iberia will not reimburse me for the train nor the Iberia flight I had to take to get to Valencia. I've been an Iberia's customer for many years. Horrible customer service and poor airline service. Shame"
Pros: "Nothing"
Cons: "Doctor recommended not to travel but no credit given."
Pros: "The plane, food and entertainment were satisfactory."
Cons: "Outbound flight TO Paris was cancelled."
Pros: "Movies were good, seats were OK"
Cons: "Paying $85 for a 2nd bag"
Pros: "Great crew, funny and friendly. Really enjoyed my first experience on Iberia. The Economy Plus was really nice. I wasn't expecting a preflight beverage. Nice touch."
Pros: "Perfectly orchestrated flight with excellent customer service. The rhythm of the crew members was fun to watch."
Pros: "movie and tv show selection was great. Helped bide the time"
Cons: "A little cramped for my legs."
Pros: "The movie selection was okay. The plane didn't crash. Our luggage arrived safely."
Cons: "The boarding process was disorganized and took very very long. Thus we left late. The crew wasn't particularly attentive. We were given seats in the last row and couldn't recline at all for the long flight. Since we booked our seats over six or seven months ago this was a disappointment. Because we were in the last row we got the food last. It wasn't particularly tasty. There was no choice in food. They just dropped some beef dish on or trays. The woman ahead was a vegetarian. The flight attendant told her her only option was to eat peanuts. Extra water was never offered. The breakfast sandwich with ham and cheese was inedible. It was cold and tasteless and difficult to chew. I've been on about 30 international flights. This was one of the three worst ever."
Pros: "On time, no hassles. The flight went well."
Cons: "Didn't have any non meat food available on Good Friday. Apparently, the airline ran out."
Pros: "The crew were friendly and helpful."
Cons: "I think the Brie cheese I ate made me sick afterward. I wish the staff had brought water around more."
Cons: "It was cancelled and stranded me in Chicago.I will never use Iberia again."
Pros: "Excellent pilot in challenging weather. His calf and reassuring demeanor was fantastic"
Cons: "No food choices on a 4 hour dinner hour flight Antiquated entertainment system $5 for earphones?"
Pros: "Nothing"
Cons: "Left late, rude crew, very uncomfortable experience"
Pros: "Alcohol allowed for free. Friendly people"
Pros: "Crew was nice"
Cons: "Checking was a mess : Could only check in for the first flight, checkin for the second time was available 24h before the second flight, and when I finally was able to check in, it failed. so I had to check in at the desk in Paris. I also was not sure if I had to checkin at the AA desk or Iberia desk : ended up being AA, but you all should be clear about this and say it on your confirmation email for multi company flights. My ticket said Iberia but the flight was handled by AA. Food was awful and no personal screen in the plane, but that's not your fault."
Cons: "Flight left 5 hours late"
Cons: "I have to say with all sincerity that my pre travel experience was horrible. Two day before my flight I got an email saying my flight had changed. Over the next 2 days I spend 7 hours on the phone with Vamaya, Iberia and Finnair and no one could seem to help me. The story always changed and I was given crazy false information. I was even told my flight was changed to 8pm on departure date when it actually was leaving at 4:40 pm. I am glad I got to the airport early. I had to to deal with all my problems. In 30 years of travel I have never had an experience so frustration. I would love to speak to someone at Kayak."
Cons: "Flight was canceled, no option given to rebook over the phone or at another desk. I waited 6 hours in the airport to get my flight rebooked for the following day. Cancelations happen but there was no plan in place, to manage such a situation. We were offered no compensation except free chips 5 hours into the wait. I've never had a worse experience with an airline."
Cons: "This was American Airlines, not Iberia. Flight was supposed to leave at 9:45 pm but was delayed to 10:30 pm. At around 10:45 the flight was delayed again. At around 11 we were told that our pilots were too tired to fly and two other pilots might fly us but we wouldn't know untill 12:30 am. At 12:45 am we were told the back up pilots refused the trip. American Airlines has no back up plan for this apparently and the flight was cancelled till 9:30 am the next day. It was 2:00 am before I received a hotel voucher. Overall terrible experience."
Pros: "Flight was on time"
Cons: "Spain bases crew were just not very friendly! They need to smile mire and be more"
Pros: "It is always a pleasure to fly in this Iberia company"
Pros: "Ok"
Cons: "No problems"
Pros: "Timing, personnel and plain"
Pros: "Good selection of movies"
Cons: "Hot on the plane unbearably hot"
Pros: "Flight attendants were great. Very helpful"
Cons: "Seats a little tight but good value."
Cons: "The screens were very small no personal screen . I was freezing next to the exit door ."
Pros: "There was not any thing out of ordinary"
Cons: "Restricted leg space"
COVID-19 information
Safety measures for airlines flying from Chicago to San Sebastian
Airlines flying from Chicago to San Sebastian have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.
Heightened sanitation
Daily cleaning, installation of cabin HEPA filters on flights from Chicago to San Sebastian
Mandatory masks
Masks required on board, masks provided on flights from Chicago to San Sebastian
Social distancing seating
Middle seats unavailable to book on flights from Chicago to San Sebastian
Pre-flight testing
Testing for antibodies, testing for symptoms for flights from Chicago to San Sebastian
Flexible cancellations
Waiving of change fees. Search flexible flights from Chicago to San Sebastian
Book cheap flights from Chicago to San Sebastian
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2 stopsAmerican Airlines
16h 47mORD-EAS
$911
7/7Thu
1 stopAmerican Airlines
33h 00mORD-EAS
$1,005
6/21Tue
1 stopIberia
20h 55mORD-EAS
$1,315
7/2Sat
1 stopMultiple Airlines
31h 00mORD-EAS
$1,355
6/20Mon
2 stopsMultiple Airlines
25h 39mORD-EAS
$1,582
6/22Wed
2 stopsAmerican Airlines
17h 20mORD-EAS
$1,899
6/8Wed
1 stopAmerican Airlines
13h 25mORD-EAS
$3,194
6/22Wed
1 stopAmerican Airlines
13h 25mORD-EAS
$5,634
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Flights to San Sebastian
Browse destinations:
$685