Iberia's Business Class offers all-aisle access and private suites on A350-900s for restful long-haul travel.
Iberia's Premium Economy features 37” seat pitch and dedicated menu, ideal for long-haul comfort.
Planning a trip from Chicago to Madrid? 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.
When planning a flight from Chicago to Madrid, there are several strategies to consider for saving money. Generally, the cheapest day to fly is Wednesday, and the cheapest month is February.
Booking Advance: Book your flight at least 162 days in advance for the best prices.
Cheapest Airline: Consider flying with TAP AIR PORTUGAL, as it is generally the cheapest airline for this route.
Route Selection: The cheapest route is typically from Chicago O'Hare Intl to Madrid Barajas.
Layovers: Flights with one stop are generally cheaper than direct flights.
Layovers: Consider flights with one stop, as they are usually cheaper than direct flights.
This feature is powered by ChatGPT: an OpenAI-developed artificial intelligence model trained with KAYAK proprietary data and third-party data not verified by KAYAK.
Low season | January |
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High season | March |
Cheapest flight | $181 |
Direct departures
Chicago to Madrid Barajas
Monday
Iberia
Iberia
Tuesday
Iberia
Iberia
Wednesday
Iberia
Iberia
Thursday
Iberia
Iberia
Friday
Iberia
Iberia
Saturday
Iberia
Iberia
Sunday
Iberia
Iberia
Direct returns
Madrid Barajas to Chicago
Monday
Iberia
Iberia
Tuesday
Iberia
Iberia
Wednesday
Iberia
Iberia
Thursday
Iberia
Iberia
Friday
Iberia
Iberia
Saturday
Iberia
Iberia
Sunday
Iberia
Iberia
Great. It was awesome to have boarding from the front and back of the plane as it made the process go very quickly
Great. It was awesome to have boarding from the front and back of the plane as it made the process go very quickly
It was okay. The airplane was a little smaller than a flight from Thailand to Helsinki.
Wish that everyone would board the back of the plane first. Also let kids on first. The gate wasn’t open at arrival and we waited 45 minutes to takeoff. They made up for time in the air.
This was an absolutely exceptional flight. The flight attendants were extremely attentive and very friendly. They seemed to go out of their way to make us comfortable and to make sure that we had everything we needed., We were in business and were very happy with the size and the details for our pods. We would definitely recommend Finnair and will definitely be flying with them again.
We had an excellent trip with Finnair. This was our first time and we’re very pleased. The only issue was with the boarding - it was a little bit confusing and needs a little bit of streamlining.
Crew very lovely. Arrived an hour late due to bad weather. We were given new tickets to an other flight but it could have been organised better, so we did not have to run through the whole airport to.
Flight delayed over an hour. They said they would hold our connection but then did not.
Major problems checking in at Alaska counter. They could not find our booking code because it came from Finnair.
Do not use KAYAK or Finair for future travel. Unless you purchase the tickets directly from the airline, you were going to have a difficult time checking in. Kayak canceled my flights twice and ended up causing great difficulty in me getting back from Europe because they double sold my tickets between American Airlines and Finair. The event caused significant delays and led to me having to rebook my flights.
The staff were all particularly great. The plane was clean and fresh. The bassinet worked great. It was all very nice.
in chicago, you have to go out to drop off your luggage for a connecting flight and come back into a security check. which was horrible with a government shut down. some airports you down off luggage and go to your gate. things were not cleanly marked.
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
Boarding: Boarding was a bit of a mess. Our tickets indicated "BC" for Business Class, but we and many others were confused as that was not indicated anywhere in the airport, so we didn't know when we're supposed to board. The airplane: The airplane was nice. However, we sat near the back of the business class cabin and the flight attendants and passengers from other cabins would constantly move the curtain (which was very loud), preventing me from fallling asleep on my 8 hour flight. The flight crew: Amazing, generally. However, they nearly forgot to serve breakfast to me. The flight food: I was able to select my meal for dinner, which was really good. Breakfast was a bit of a mess, however. The crew forgot to serve me breakfast until the last minute. Very little was available by the time they remembered. The entertainment: Paltry, underwhelming, and dated. Not one new movie was available. Bottom line: For the money, you might want to consider other options for your international business class flights.
We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.
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"
After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.
Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan
The person at the checkin was very helpful. We couldn’t check in through the keyosk, but the agent was very helpful.
Everything went as expected. Luggage arrived at my same destination and nothing disturbed my vacation.
Check in was excellent thanks to the team at the check in counter. I was disappointed to see that one has to pay for coffee on the flight. This is the first time I have seen that after 60 years of flying.
Our steward Margarida who served us from Lisbon to Boston was absolutely fantastic! She deserves a raise. Conscientious and thorough as well as showing appropriate attention for every need.
An old airplane with very uncomfortable seats in the Comfort “class! Small, narrow, and hard seat. Entertainment options are inferior, old movies. Boarding started at the back of the airplane, as we entered the aircraft last instead of after business class, risking the possibility that the comfort section would not have room for carry-on in the overhead bin. The food was ok. White wine was terrible. Overall, the flight felt worse than cheap airliners, and the price was as high as premium carriers.
I will avoid TAP if I can, the ground experience was very poor with bad behaviour from the ground crew and it was only a bit better on the aircraft.
I had a business class ticket from EWR to Madrid with a layover at LIS for 11 hours. It was obvious that I needed to pick up my luggage in Lisbon for 11 hours and check it in again when boarding the second flight to Madrid. Before buying the ticket, I called TAP customer service. Customer service assured me that I could get my luggage in Lisbon. When I arrived at Newark airport, I immediately asked to check my luggage to Lisbon. However, the TAP employee refused me, saying that I should resolve this issue upon arrival in Lisbon. She checked my luggage to Madrid. I asked the TAP employee at the gate to help me when boarding the plane, I asked the flight attendants manager on board the plane to help me. All the employees refused to help me and said that I should resolve this issue in Lisbon. It took me 4 hours to resolve this issue in Lisbon. I arrived at 11am and they didn't give me my luggage until 3pm. As a result, I was so tired after a sleepless night on the plane and 4 hours on my feet at the airport and all my plans were ruined that I couldn't fly to Madrid. It was a terrible experiance,
The seats were not designed to comfortably see people in coach for more than 10 minutes
A good, comfortable flight with friendly crew and good entertainment options.
We flew TAP last October from Newark to Lisbon. The meal was bad. This flight had good food. Also, this flight was delayed. There were TAP employees waiting at Lisbon to make sure we made our connecting flight. I find the TAP website and app frustrating, but the service once we reached the airport was very good
Excellent. Thanks to United Star Alliance, since economy was overbooked, I’m grateful to have been upgraded to Business Class.
Good plane, excellent food, crew and entertainment. Seats in business could use an upgrade
Disaster. Downgraded. Zero apology. No effort or coordination between gate and crew. Awful seat blocked by door emergency slide box. Iberia is a mess. App never works. Avoid this airline.
We departed late but made up most of the time in flight. Our ticket was pure economy, so it wasn’t anything fancy; however, I heard that we arrived in Madrid at the exact same time that First Class passengers arrived! Overall, our experience was similar to what we had on other American Airlines transatlantic flights - good value at a reasonable price. We were even able to get our carry-on baggage onto the plane without needing to gate check it.
Flight was OK. Waiting for luggage in Madrid for 55 minutes, unacceptable
Transportation from gate to airplane was poor we stayed in hot bus for 20 minute no vantilation
The crew were friendly and helpful. Iberia lost our luggage on arrival, Friday and we didn't get it until Sunday at 10:00 p.m. local Malaga time. I also paid $382.80 for seat assignments but two out out of the four were not together. Iberia mentioned that it was because the plane was delayed in Madrid before our flight began in LAX. They should compensate us half of my payment.
We liked the flight but while we purchased an aisle seat, our seats had a different configuration on this flight. A fellow passenger suggested that the airplane had been changed. Too bad we were not informed and had no chance to modify our seat preferences. We were stuck in the window and middle seats with no chance to walk around and go to the bathroom without disturbing our sleeping fellow passenger.
Boarding an international flight via several sets of stairs and shuttle busses to the tarmac even when multiple jet-bridges were empty at Madrid airport (the hub for Iberia) was not pleasant. I was fine, but a lot of elderly folks and families with kids were struggling. A bad way to start a flight. Business class seats were nice, although not cleaned well from the prior flight.
The flight was great; I don't see any area of improvement.
No WiFi in either flight. No leg room, the seat in front of me left dents on my knees and the tray was so low my knees propped it up if I tried to use it.
It was a good experience, especially travelling with a baby and their accessories
Three major things that led to my low rating, 1. Internet wasn't available for the whole time, and 2. TV became available way into flight, after numerous system reboots, and 3. Food is not good at all.
Boarding was efficient and quick, crew was very attentive, seats were comfortable.
Had a nice little suite although I couldn’t close the door (but I didn’t ask anyone to help). 5K is a nice seat and very private (you look in on first class). Enjoyable flight and nice crew.
The plane was known to be late in advance of takeoff. My guess is that it was known to be late at 11am or 5 hours before scheduled takeoff time. We were late to leave and with a wheelchair and the a cart, we only made it to gate. We raced! Inside plane, all was great
Was delayed on first leg and missed connection. They would not let me board although I arrived at the gate 5 min before take off. I was delayed 24hrs
We were never able to take this flight because our first flight from Austin to Dallas was cancelled.
More Indian vegetarian food options would have been better Availability of seat selection free of charge 72 hours before departure would be great
As I said Al & AJ were absolutely the best and wow they should be recognized for their amazing service!
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