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 | $163 |
Direct departures
Chicago to Madrid Barajas
Monday
American Airlines, Iberia
American Airlines, Iberia
Tuesday
American Airlines, Iberia
American Airlines, Iberia
Wednesday
American Airlines, Iberia
American Airlines, Iberia
Thursday
American Airlines, Iberia
American Airlines, Iberia
Friday
American Airlines, Iberia
American Airlines, Iberia
Saturday
American Airlines, Iberia
American Airlines, Iberia
Sunday
American Airlines, Iberia
American Airlines, Iberia
Direct returns
Madrid Barajas to Chicago
Monday
American Airlines, Iberia
American Airlines, Iberia
Tuesday
American Airlines, Iberia
American Airlines, Iberia
Wednesday
American Airlines, Iberia
American Airlines, Iberia
Thursday
American Airlines, Iberia
American Airlines, Iberia
Friday
American Airlines, Iberia
American Airlines, Iberia
Saturday
American Airlines, Iberia
American Airlines, Iberia
Sunday
American Airlines, Iberia
American Airlines, Iberia
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.
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.
Boarding uncomfortable. Stewardess said I would have to check my carry on as there was no room in the overhead bins. Another passenger helped me find a spot.
Any flight that lands safely is a good flight. However our leg from Helsinki was delayed 1 hour with no explanation. The delay would not allow us to make our connection to Cincinnati. I was informed by American Airlines that our Cincinnati flight was rescheduled for the following day. I immediately made a non refundable hotel reservation in Dallas. Upon exiting the plane at Dallas I was given a hotel voucher. Nice, but I can't get a refund on the hotel I booked. A little communication would have been helpful. Food on Finnair is below quality of Korean Air.
The cabin crew really looked like they wanted to be somewhere else. They weren't really interested in providing an attentive service to full fare paying passengers at all. However the Captiain's in flight announcements were relaxed and very entertaining.
Crew were professional and responsive. Food was mediocre and breakfast could do with revampinmg
Food was very ordinary for premium economy, very small portions.
The flight delay in Dallas created a domino effect that impacted all of the connecting flights. It also increased the number of connections. I missed my flight from Casablanca to Marrakech because of the tight turnaround when landing in Casablanca. . CMN airport was understaffed. Only one person could help while other employees were just watching him. It was an extremely frustrating situation. People were crying and slamming their palms on the counter when speaking to the customer service provider, Allabough (man’s name?). Allabough couldn’t change my flight in the system. simultaneously, I was on the call with America. Airlines customer service rep named Solomon that said he couldn’t change it either. So, I took a ONYA voyages train to from Casablanca to Marrakech to get there on Friday June 26. This was unpredictable trip.
I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.
No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.
Everyone was nice. It was on time and the food was. Airplane food, but not horrible
I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude
Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!
Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.
This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable
Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.
You were more on time than United. I'm so over united delays.
Flight being delayed for 35 minutes had me lose the connection to my transport
The long wait at JFK made the trip horrible. Also not having enough buses when we deplaned was annoying
Flight was delayed on 6/20 to miss international connection. Next flight out was 24 hours later. Not acceptable.
Food was edible, not great, and served by attendants who looked like they really were not happy working the flight. The section I was in was too warm making the 11 hour flight uncomfortable. Other areas on the plane were fine.
Terrible flight attendant attitude. Average 3-star hotel employee has better hospitality skills. Business class seats are literally a joke. TAP executives should ride business class in other airlines to develop some rudimentary sense of what business class is.
Checked bG chstgr was extremely high. Over $120. It was s bsit and switch knowing an international passenger would have t9 check a bag.
First, communication was terrible. The gate on our ticket was not what was reflected on the airport screens and TAP personnel were not present at either gate to answer questions. The flight was delayed and there was no announcement. Also, there was an equipment swap to a smaller airframe which affected our level of comfort. The root of all these issues was as a lack of communication. With air travel in foreign countries already being a stressful affair, lack of communication needlessly raises the level of difficulty.
Checkin was very slow, we had checked in online and hoping we could do a bag drop at the airport. However everyone with checked bags had to queue up and it took over 40mins. Our advice arrive extra early or you will be rushing to the gate.
On time, politeness, food okay but entertneiment mediocre with only old movie and the so called new we’re 2 or 3…
Very pleasant flight, crew was very nice. The flight was really smooth, big plane. The seats are kind of close together, so comfort was just OK. The boarding process on the way back to New York was a little chaotic. It took a long time.There were no announcements, no loudspeaker just one staff yelling out of instructions and a lot of people crowding in before their term to board. So that could really be improved a lot.
The app on phone and the online check in is not good, it would not give me the option of Spain or Madrid City in the drop down menu and I couldn't move forward with online check in.
Well my luggage was damaged and they lost the plastic cover. I need to file a claim and I would like for someone to follow up with me on this. Thanks.
Not having to check carry on bags when plane wasn’t full. (The told us it was)
Service and food were excellent, could have been more info in English.
I was in business class for the 8 hour flight where: 1. The WiFi did not work 2. The entertainment system did not work 3. We were told there were no hot drinks for the entire flight
I had an issue with the name on my ticket vs my passport name. I was very upset that the Iberia ticket clerk had no authorization to help me and I was left to fix it. It took 19 calls of persons promising to accomplish and not doing anything before I reached someone who helped me in 10 minutes. Two of them even hung up on me. I missed my original flight because of this. Terrible customer service.
Flight boarded three hours late for no reason other than someone made a huge error in crew scheduling. We missed our connecting flight in Madrid and got zero help from American or Iberian airlines on rebooking. We had to pay for a car to take us to the Madrid train station and pay for train tickets to Santiago. We never used our booked flight to Santiago. American claims I can submit the expenses but they are not obligated to cover them. Very frustrating.
Flight delayed Service could be better Iberia staff are not really friendly
Flight from Costa Rica to Madrid was excellent. Good food and service. The flight from Madrid to Brussels was very poor . No food , no entertainment, no usb … Total package was quite expensive so you should give same service on the second flight
business class food was pretty average otherwise it was a good experience
The airline was efficient and accommodating to work with though there was a delay. Appreciate the service and smooth experience!
Flight was good but seat in 12D was not comfortable, better on the Airbus 321 from Tampa to Charlotte. No breakfast was served before landing in zLonfon only a coffee and orange juice.
I was transferred to an American Airlines flight. The boarding was late and unorganized. The seating was extremely tight and uncomfortable. Will not use AA again.
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!
A little better than outward journey but mild chaos at the boarding gate because some people with boarding cards from connecting flights had cards which weren't recognised
Too much long line at the TSA and Security. Prepare for long walk for baggage claim.
The boarding process was quite loud and chaotic. The flight attendants kept barking over the PA system about people needing to only stow large items in the overhead bins. During the one and only service, I was hit by the service cart. At the same time, a passenger was returning from the bathroom and the crew definitely saw him but stopped a few seats short of allowing him to sit down before starting service and made him wait a good 10 minutes before passing his seat and allowing him to sit down, after which he had to ask for his snack and beverage or he would have been passed over. Neither flight attendant thanked passengers as they left; in fact, I did not see them again once the plane door was opened.
The airplane was old. Some things didn’t work out of middle seat was broken. The rest was OK.
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