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— Madeira
Jan 21 — Jan 281
Round-trip
1 adult
Economy
0 bags
From?
To?
Fri 1/21
Fri 1/28

Good to know

Low season

March

High season

December

Cheapest flight

$388

Average price round-trip

$672

Good deal round-trip

$596

Good deal one-way

$274
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago O'Hare Intl to Funchal Madeira
(avg. price over the last 2 weeks)
or less
or less

FAQs for booking flights from Illinois to Madeira

Top airlines flying from Illinois to Madeira

Scores according to KAYAK customer reviews
7.3
British AirwaysOverall score based on 23205 reviews
7.5Boarding
7.2Comfort
7.9Crew
6.9Entertainment
6.8Food
Airline reviews

The flight was not full, there were some empty seats.

Read more about British Airways

The flight was not full, there were some empty seats.

The best thing was that the flight was not full. My 10y.o. was able to sleep over 3 seats. The timing was great too, the plane was leaving Chicago at 8:50 pm. That was a perfect schedule to settle down and go to sleep.

Cons: "Waited for over an hour for trams to retrieve us from the aircraft."
Cons: "Don’t approach"
Pros: "Service was good on the plane"
Cons: "Thought I had purchased an optima coach, but was forced to pay $60 baggage fee. At checkin, asked for aisle seat, but agent had already assigned a middle seat. Then asked to change to an aisle seat, but she demanded $30 to change. Aftwr boarding was complete, there were at least 6 aisle seats empt"
Pros: "Friendly crew,"
Cons: "Nothing"
Pros: "Punctuality!"
Cons: "Delay , rebooked on fight. Had to wait 8 hours. I needed a wheelchair .. they put Erin a remote location with a rude assistant in charge of transfers for wheel chairs . She had none. Made me walk 15 minutes to find a place to take my meds. She couldn’t care less."
Pros: "The crew was friendly. The boarding process was very organized."
Cons: "The seat and entertainment were terrible. The TV worked only in the last hour and the seat was not comfortable. No leg room, and the passenger in front of me wasn't considerate -- I couldn't move in my chain when his chair was down)."
Pros: "On time"
Cons: "Better more comfortable seats"
Pros: "Typical solid British Airways service."
Cons: "Delayd by 4 hours."
Cons: "Seat in row ahead was broken, causing it to recline too far and not correctly return upright"
Pros: "When we finally took off."
Cons: "Flight was delayed >3.5 hours because of an "electrical problem affecting in-flight entertainment system and 1st and Business Class seats. After powering down the aircraft c. 3 times at 11:15pm CT the electrical system miraculously worked as normal."
Pros: "Very comfortable"
Cons: "Good food"
Pros: "At least we were able to wait in the lounge."
Cons: "One of the jet bridges malfunctioned. Had to board >500 passengers via remaining bridge. An hour late departing."
Pros: "Priority boarding and bulkhead seating for family travelling with infant."
Cons: "My 'infant on lap' (23 months old) was too big for the airline-provided seat (weight limit 12.5kg, and he weighed 13kg)."
Pros: "Pilot was nice"
Cons: "The chaos boarding, unorganized crew, missing our transfer flight and not given options to book differently"
Cons: "The airline sent me on a wild goose chase through the airport only to end up back at the same counter. They then told me it was too late to check in. Do not book tickets with cheapoair-British Airlines said this releasesthem from all responsibilities and cheapoair will do nothing but send you to different people trying to sell you another flight. It was the worst experience every!"
Pros: "Food was decent and it was nice to have all drinks included (but after the first one you had to go to the galley to get a drink)."
Cons: "Definitely an older plane with very narrow seats and very little legroom compared to other long haul flights that I have been on. They only delivered drinks once and then if you wanted any more you had to climb over people and go to the galley to obtaining yourself. Plane was also very warm so it was hard to get comfortable and there was not much airflow to cool you off."
Pros: "The food, entertainment, and service was superb! Very easy to overlook how late the flight was. I appreciated the blanket and other items provided!"
Cons: "After a week, I still do not have my luggage. This is due to the flight being delayed 2 hours and I do not know why it was delayed. Because it was delayed, I missed my connecting flight."
Pros: "Good entertainment. More comfortable. The ride was smooth."
Cons: "Service. Having to ask for my food being skipped and also having food choices."
Cons: "Flight crew was just ok; nothing they did made me want to fly with British Airways again. Salad was good but the chicken nondescript."
Pros: "smooth flight"
Cons: "no dairy free food options"
Pros: "Everything was great! Good food and service. On time flight. No complaints!"
Cons: "no air vents over seats"
Pros: "Nothing"
Cons: "Fight was delayed 30 minutes so we missed our connecting flight to Madrid. We are stuck in London for the night, the food is not edible at the hotel they gave us and now we are stuck rearranging all of our future travel plans because we can't get to Madrid until tomorrow. This is our worst travel experience ever. We will never fly British Airways again."
Pros: "So glad you do not charge for a blanket like so many airline bed (Norwegian Air for example). Staff on BA tend to be professional and low key eg quiet on long haul evening flights. It allows passengers to sleep."
Cons: "I appreciate economy is the low end but now realise I should eat before boarding or bring my own food. Apart from the salad, it was inedible."
Pros: "Timeliness"
Cons: "Food and service could be better."
Pros: "Pilot friendly chat at gate"
Cons: "2 hours to offer food through the plane Slow inefficient payment process Bacon roll served with cold Centre - inadequately cooked after 2 attempts"
Pros: "The women at BA in Chicago O'Hare airport were awesome Christine, Carole, Diane & ankther one but I forgot the last lady's name. Very polite attentive and professional. We had a difficult situation & they helped us get through our problem with the less stress as possible!"
Cons: "Airplane food was a bit below average. Also there was not a good selection in music. I did not recognize 95% of the option of music to listen to."
Pros: "The check-in process at the airport in Chicago was efficient and the person who helped us was friendly"
Cons: "-I was unable to check-in online and I think it's because my name got messed up in the reservation system even though I entered it correctly -Compared to other airlines, BA does not stop by frequently to offer beverages. Food and beverage service provided by BA faded in comparison to what was provided by American Airlines on the way back. - Our flight was delayed due to weather, but we also sat in the plane for a long period of time with no explanation. -We appreciated that BA automatically re-booked us on another flight (although it was not the next flight), and provided 2 meal tickets for 10 euro each. There was no other compensation for the incurred delay (about 2.5 hours)"
Pros: "Entertainment system"
Cons: "The width of the seats in economy are so narrow they don't fit my back. I am not a fat person. 6 feet 170 lbs and fit. No legroom and the tray table is not deep enough to support the food tray. Breakfast after an 8 hour flight consisted of a Kellogg's snack bar in a wrapper. I am used to Southwest Airlines which allows more than one peanut bag so I took two breakfast bars and the stewardess scolded me and said only one and made me return my extra. Not everyone in my roll even took a bar. They treat you like dirt in coach."
Pros: "Flight attendants really are nice folks"
Cons: "1. Bought ticket via kayak chicago to prague, so I got outgoing trip on British airways but they codeshare it out to Aer Lingus. Unfortunately, these dumbos haven't figured out that no matter what the gyrations they do, I still want to be able to pick my seat beforehand. Nada. Not possible online. And forget calling aer lingus 800 number. called twice and was on hold for 30 min each time, they dont bother answering. 2. At airport, I was willing to pay extra for a good seat because of the issues above, so they said they would help me out. Ha - the manager who purportedly was helping me out gave me a seat up front next to a shrieking infant and behind a bassinet (he knew exactly what he was doing but didnt care). They really lie and think we're idiots. 3. Same thing for flight from dublin to prague. This time last row next to toliets Dont fly aer lingus if you dont book directly with them, same for british airways I looked at BA's website - they do let you book a seat in advance but you must pay something for every single seat. Crazy. There are no free seats"
Pros: "Got me there"
Cons: "Basic"
Pros: "New plane, very comfortable seating. The headphones in biz class were awesome, forgot I was on the plane. Overall best American Airlines flight and I do fly them a lot. Also liked the dual screens option."
Cons: "The seat control in the touch pad - not conveniently placed"
Pros: "NOTHING!"
Cons: "I had been waiting a few hours for my next connecting flight ant at about 8:00 pm (45 minutes before departure), they announce that our flight might be delayed do to mechanical problems on our plane. It took them 4 hours to fix it. Which was not too bad. What was bad is that they lied to us. Because I missed my connecting flight, they said that they would be waiting for us with our new flights and not to worry. When we arrived in London, we were scrambling to find out where to go. there was several families in front of me that missed their flights and they were having problems trying to re-book their flights. It took about 3/4 hours for me (one person) to re-book my London to Glasgow because I was stuck behind families. I was trying to explain one of BA employees that I (1 person) needed a flight to Glasgow. It was getting late and I was worried that I might miss the last flight of the day and would be stuck in London until the next day. She didn't like that I told her that and didn't want to help me. so it took me about 4 hours in line to get my flight and had to rush to get it. I had also purchased a window sit that I was not able to get. The guy that help me re-book my flight told me that I would have to call for that. Which I did now but the first phone # I called, the guy said that I had to call this other #. I called the # he gave me and a recording comes out that they are too backed up with calls and cannot help me to go to the website. At the website, they are asking for the flight # of the re-booked flight (I only have my original flight #'s on my email). I don't know what happened to the ticket they gave me to board the re-booked flight so I don't have it. I don't know where else to call about my refund and also think I deserve some kind of compensation for missing a day at both airports with horrible treatment and service. CAN YOU HELP ME ON HOW TO TALK TO A REPRESENTATIVE ABOUT MY REFUND AND SOME SORT OF COMPENSATION?"
Pros: "nothing-"
Cons: "I flew about 1 million miles and truly felt like a sardine- absolutely NO leg room and very archaic entertainment system. NEVER AGAIN !"
Cons: "Everything was great about this flight, except that I had a row of seats that would not allow the arm rest to go down. So even though I had 2 empty seats to my left I could not utilize them, which would have made the flight so much better. When asked I was told that the "curve" of the plane would not allow it. This should have been mentioned when I booked and chose those seats."
Cons: "The flight was 2.5 hours late."
Pros: "Nothing"
Cons: "Worst flight ever! Crew very unprofessional. The plane was filthy and most seats did not recline. It was a night flight but they were unable to turn the lights off. We took off almost an hour later because they did not have ice nor snacks."
Pros: "Nice large plane that wasn't near capacity."
Cons: "Long delay with minimal compensation. Gave us a rebooked connection that we had near zero chance of making."
Cons: "It was extremely hot on the plane. for the first 30 minutes there was no ac available and there was little to no help from the staff. I asked for water to cool myself down and ov waited about ten minutes to get it after hitting my help button multiple times. The flight attendants may have been overwhelmed with the requests as there were many just like me who struggled so they came off very rude. The plane was also not updated at all - not personal entertainment and once again, no ac/air for people to control."
Pros: "Saved 5 hours by being changed to a non-stop for the same fee."
Cons: "Working with Iberia to get accessible seating took ten irritating phone calls."
Cons: "The flight was awful! Boarding was unorganized. Once on the plane, space was TIGHT! I have flown with Iberia before and had leg room and TVs behind the chairs. This was not like this. Seats were uncomfortable for an 8 hour flight, smelly, and flimsy. I have never been more uncomfortable. The crew were nice but one was very rude to a passenger snapping at him and all ignored a very drunk man on my flight as much as possible. This man was very disruptive for most of the flight singing, shaking seats, touching other passengers, and walking about the flight. I did not feel safe at all! The staff would tell him to sit down, walk away, and he would be instantly back up. Staff would see this and ignore. I had no idea what to do. I felt unsupported and unsafe. The flight had constant turbalence to go along with it. To the point that they canceled dinner. I wanted to kiss the ground when I got off the flight. This was absolutely miserable. I could not be more disappointed."
Pros: "A lot of people in close proximity. Very good service and food. It worked well."
Cons: "The flight was great but found out night before when I checked to confirm flights that ours were cancelled without notification. We booked through Kayak so not sure what happened. PANIC for sure but a great service provider spent an hour on the phone with me to make sure we made it."
Cons: "seats in World Traveller are the worst. I've never felt so painful sitting in an airplane seat. The curve of the seat makes it so that one must crane their neck the entire trip. The headrest sticks out a lot, further contributing to this problem. Anyone with half decent posture is going to have a bad time in these seats. I saw the club world seats while exiting the plane and wanted to cry,"
Pros: "I really liked how it was just one flight and no lay overs, the crew was very nice, and the food was good."
Cons: "It was very late and delayed."
Pros: "The crew was helpful and nice. The food was also nice. I had a gluten free meal and it was enjoyable."
Cons: "The plane itself was old there were no tvs on the seats so the "in flight entertainment" was awful. When you plugged headphones in there was an awful noise that prevented you from hearing anything from the movie/show. Considering this was a transatlantic flight, the plane should have been better. We were also delayed due to maintenance that needed to be done on the flight. Luckily London was my last stop so I was not late for anymore flights but a lot of people on the plane were. I was very disappointed and will be disappointed again if my return flight has the same issues."
Pros: "ORD -> MAD The flight was on time, it boarded on time, it took off only a few minutes late (you can blame that on incredibly crowded ORD). It landed, on time, to an empty terminal. The plane itself was new, very clean, and very well kept. The crew was friendly and spoke a wide variety of languages, including English, French, and of course Spanish. They had no issue with Latin American Spanish or European Spanish accents, which is a concern for some. Overall the flight got me to my destination on time, in one piece, and without breaking the bank."
Cons: "The seats, oh the dreaded seats. In economy class the seats are the most uncomfortable thing you can sit on for 8 hours. If they replaced them with plastic folding lawn chairs, you would have a better time. But that is what you get for flying coach."
Pros: "Arriving at my destination"
Cons: "BA goes out of its way to make travel a stressful chore not a pleasure. I arrived at Gatwick North in what I thought was plenty of time. It took forty minutes to do a bag drop. Not check in - I had already done that - more fool me. The flight itself was the usual uncomfortable affair; sit in an aisle seat and you are constantly barged by the cabin crew who take a particular pleasure in barging their way through with the bars. Food? Drink? The cheapest possible - poor quality and tasteless. Legroom is a joke. BA are an absolute disgrace. Back to Easyjet who at least don't pretend to be anything other than they are."

The ground staff is unhelpful. It is almost as if they don’t want you to fly.

Actually getting my checked luggage back would have been nice

Pros: "The crew was attentive but only on the basic standard service."
Cons: "I truly love that there are very few travelers. Also, I went through a lot getting to have done a covid test in order to travel, no one asked for it! Also when filling the custom forms they could have been and explain that one paper form was enough for a whole family"
Pros: "The lady checking me in was nice"
Cons: "Items were stolen from my bag"
Cons: "Late as always"
Cons: "Maybe have one flight be on time. Train ground crew how to put on fuel."
Pros: "Good entertainment, great price"
Cons: "Had about 30 people on our flight that was taking another TAP connecting flight - missed the gate by less than two minutes - did not hold the plane when they could have"
Pros: "Fairly new plane with clean/comfortable seats"
Cons: "Bus transportation to the plane was delayed. People were uncomfortable having to stand in the bus for so long. Then the flight was delayed for 15 minutes due to airport traffic. As the only business class passenger i would have expected to be offered a drink then or even a bottle of water at my seat"
Pros: "It got us to our destination."
Cons: "Seats sucked. Screaming kids. Wouldn’t let us bring our carry-on for the last leg: Lisbon to Barcelona even though there was room."
Pros: "Boarding efficiency although the ... see below. Loved the salmon wrap and cheese 'n' biscuits"
Cons: "flight was delayed at check in and on the tarmac - 40 minutes. No explanation for this"
Cons: "Ok, it's TAP, it's a bargain, but the "breakfast" was a pitiful piece of meat on a stale piece of bread"
Pros: "Food was ok"
Cons: "Worst accommodations for baggage on a international flight in my opinion.Pay for a bag is the best advice in my opinion this airline barley lets you bring anything with. Disgusting plane it was so dirty I took a shower after this flight and the amount of dust in the air was visible terrible"
Cons: "Real time information about departure and gate info for delayed flight would have been helpful"
Pros: "The crew was great."
Cons: "My baggage did not get delivered to the final destination, that could have been handled better."
Pros: "Nothing"
Cons: "We were not able to board the plane. We left our morning flight from Madrid on time and arrived as expected. We hurried through the airport and went exactly where we were directed. Despite this, the gates closed on us while we were running to the gate. TAP sold us a service they could not provide."
Cons: "My luggage was lost for almost 2 weeks."
Pros: "Great crew and good seat with enough space."
Cons: "Overall is fine !!!"
Cons: "Avoid Lisbon airport and TAP Air Portugal at all costs. A 1 hour connection at the inefficient Lisbon airport resulted in a 9HOUR DELAY. MISERABLE. Air Portugal didn’t allow adequate connection time."
Pros: "My eyes were closed and the crew passed by while serving food but did not wake me up. As a traveller I been woken up while food was served or food was kept on the seat tray."
Cons: "Overall the flight was good but I dont know why the crew was like that, and the flight seats ain't comfortable and were to close to each other. I legs wasnt comfortable"
Pros: "Really spacious, clean and comfortable"
Cons: "Good service but not top of the line "go out of their way" service"
Pros: "Nothing to like. Rude staff."
Pros: "Everything went according to the timetable, boarding was on-time and we even arrived a bit earlier than scheduled, so I can't really fault the service of the pilots, the cabin crew or the ground operations team. Food wasn't exactly stellar, but clearly a lot better than on most European flights operated by larger companies (Lufthansa, KLM, Air France etc.). The aircraft itself was clean and looked fairly new and well maintained"
Cons: "The seating was absolutely HORRENDOUS. Even though I'm nearly 6'3" (close to 1.90m), I generally never complain about seating space or legroom, even on low cost flights. This particular TAP aircraft, however, despite looking quite new, had some of the most cramped seating ever. Additionally, the trays were minuscule (you could barely place the entire food tray the service during the flight, let alone have another drink at the same time on the tray). Also, on the inbound flight (this was the return one), the seats were fitted with a very simple and clever tablet-holding mechanism, so you could easily watch something on your table while eating your food (from a similarly small tray table). The seat back pockets do not have any material/fabric on the sides, so stored items could easily slip out sideways from the pocket. Shame to have such a good in flight service and to be a punctual airline if you're going to carry your passengers cramped like cattle in seats 'rivalling' the ones on Ryanair flights on 4-hour long journeys."
Cons: "why do they sell their tickets when they know they can not make the connection? little time between the two flights compared to the functionality of the airport. never again TAP"
Pros: "Crew was nice and the plane was comfortable"
Cons: "Flight took off two hours late and we were not given frequent updates as to why the delay was taking longer than announced"
Pros: "The crew was personable and was kind at the transfer desk in Lisbon."
Cons: "No USB hole, flight was so delayed that I missed my connection. I like JetBlue better than TAP."
Pros: "Belam cake was lovely !"
Pros: "Food was good, but no champagne offered. The attendants were nice, though."
Cons: "It was not a business class at all. I was put in the same big bus together with econom class passengers. There was not supposed to be any business class in this airplane, since chairs are all the same and not comfortable. No entertainment of any kind at all. It's a waste of money."
Pros: "Very nice flight. Complimentary wine, meals and movies. We were in Economy Plus so the leg room was quite good."
Pros: "We had comfort seats and I liked that because of the space you have, 2 simple meals and they served water in between the meals I will fly TAP again"
Cons: "Entertainment is okay, poor sound, and the quality of the screen was so so,"
Cons: "Bags didn’t arrive"
Pros: "The name on ticket had the wrong last name for second passenger and they were not helpful. Only solution was to purchase an additional ticket. Not part of my budget. Poor service from gotogate and TAP Portugal in Barcelona. Very upset and sad."
Pros: "No delays, food was good, crew was overall friendly."
Cons: "The A330 was old, seats weren't entirely in order, IFE was mediocre. Wasn't able to sleep well on the nine-hour overnight flight."
Pros: "Food was ok"
Cons: "The customer service I received was horrible horrible horrible especially from the check in counter the were very rude . After booking my flight on kayak I called TAP customer service just to make sure that everything was fine .I asked them about luggage they said I had 2 free and a carry on when I got to the airport said I had to pay for the 2 i said no told them that i called TAP they didn't wanna hear it i asked for the manager she I am the manager and you bought a discounted ticket and there's no luggage with this ticket only acarry on in a mean way if you want the you have to pay $90 for each I tried to call TAP can't get through them when they finally got through them the guy confirmed that I ve called it on the records but it said now it's too late to do anything I am already at the airport that I have to pay and contact them later. I wasted good hour and a half on this and I had to pay $180. After all that at the boarding gate they announced that they will call by zone .they called especial need called frequent flyers zone A never called zone B all they said last minute was this is the final call for flight #.... and I was right in front of them and guess who were the people making the announcement yep the same people at the check in counter"
Cons: "was delayed 2 hours"
Pros: "Flight was on time, crew very friendly, check in process easy"
Cons: "Seats are very unconfortable and the space limited. baggage policy isn't very clear; I had to pay 20 extra euros for a checked bag"
Pros: "The Magnum ice cream was a great touch."
Cons: "We thought that $35 per bag is a bit too much when other airlines are $25."
Pros: "Best all around airline I've been on!!!"
Pros: "Smooth and organized boarding process. Layover is a great option to explore lisbon."
Cons: "No food or entertainment"
Pros: "So accommodating!! Top of the line!"
Pros: "The flight was quick, boarding was easy and efficient."
Cons: "Flight attendants can be a bit nicer."
Pros: "I got a sandwich. Excellent flight attendants."
Cons: "Late flight, and my life flashed before my eyes on the landing."
Pros: "The plane arrived in Lisbon without falling out of the sky prematurely."
Cons: "The process of checking my bag was brutal. It took an hour and half of waiting in line because the staff's management of the flow of people was so chaotic. Finally, a staff member realized that certain passengers were at risk of missing their flight and invited those passengers (like me) to jump to the head of the line. Otherwise, no communication from the staff to the queue of anxious people."
Pros: "Crew very helpful and friendly"
Cons: "Slow boarding; food"
Pros: "Free blanket, pillow, headphones, and wine! Flight was on time, no one weighed or measured carry on bags."
Cons: "Tight seats for an international flight!"
Pros: "Staff couldn't have been more courteous."
Cons: "Little confusing at the gate but mainly due to poor PA system not the staff. Happens a lot at airports in my experience"
Pros: "Left on time. Served food and drinks. Friendly staff."
Cons: "Served food and drinks. Orange "juice" tasted awlful. Bland sandwich. Seats did not recline."
Pros: "Friendly service, with the exception of having to request a drink repeatedly (i finally gave up, got up and went to the back of the plane myself for water). Despite the tight connection times, made each flight and luggage came out quickly."
Cons: "The seats on the transatlantic flight were small and cramped. Lucky to have had an open seat next to me on the return. No entertainment on Lisbon/ Milan flights."
Pros: "very pleasant experience flying TAP. Baggage check was free, and for our international flight we had a top notch entertainment system in seat. Would definitely fly again!"
Pros: "Not much. Lunch"
Cons: "We paid to check the bag In and when we arrived the girl could not see this. We showed her clearly the paper then she charged ya and realised she had made a mistake but couldn't refund us. Terrible experience. Don't use the."
Pros: "Crew was welcoming and service was great!"
COVID-19 information

Safety measures for airlines flying from Illinois to Madeira

Airlines flying from Illinois to Madeira 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 Illinois to Madeira

Mandatory masks

Masks required on board, masks provided on flights from Illinois to Madeira

Social distancing seating

Middle seats unavailable to book on flights from Illinois to Madeira

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Illinois to Madeira

Flexible cancellations

Waiving of change fees. Search flexible flights from Illinois to Madeira

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