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Find cheap flights from Chicago to Madeira from $324

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Madeira departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 7/11
Thu 7/18

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Best Madeira Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Funchal
Funchal2 stops$494

Good to know

Low season

December

High season

April

Cheapest flight

$324
Best time to beat the crowds but there is an average 33% increase in price.
Most popular time to fly and prices are also 25% lower on average.
Flight from Chicago to Funchal

FAQs - booking Madeira flights

  • How does KAYAK find such low prices on flights from Chicago to Madeira?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Madeira.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Madeira?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madeira from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Madeira?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Madeira with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Madeira?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Madeira from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Madeira

  • Morning departure is around 8% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Chicago to Madeira

Need help choosing which airline to fly with from Chicago to Madeira? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.3
EVA AirOverall score based on 1488 reviews
8.0Food
8.0Entertainment
8.2Comfort
8.4Boarding
8.6Crew
Airline reviews

The crew was very helpful. Food was prepared with great care and tasted wonderful. Movie selection was a bit limited. The bedding on the seat is a little too thin for sleeping.

10.0 ExcellentBinhui, Jun 2024IAH - TPE
Read more about EVA Air reviews

The crew was very helpful. Food was prepared with great care and tasted wonderful. Movie selection was a bit limited. The bedding on the seat is a little too thin for sleeping.

Their announcement was not quite clear in Chinese. The rest is pretty good.

The hygiene of the bathrooms were terrible. Urine smells leaked out into the cabin and the seats were really tight, even for a petite woman like myself. Flight attendants did not go through the cabin enough to offer refreshments.

Fast and efficient boarding. Flight was on time. Service was very good for our long flight. First time flying with this airline and I would highly recommend.

Eva Air's Business Class is pretty decent. With the given price, I think that the food can be better.

Pleasant, comfortable, and entertaining. All told, ZERO issues with it. And sadly, so far the flight was WAY more comfortable than the hellhole that is "Lambug Beach Resort" at Badian Beach!

It was a pleasant fly with Eva Air from NYC to Taipei. The crew were friendly and the food was exceeded my expectation.

Eva air is a good airline. The seats on the way to Taipei could have certainly been more comfortable, but all in all it was a pretty good experience.

Overall the flight was what might be expected for a long haul flight to Asia in economy class. The cabin crew was attentive and the food was good. Boarding was fairly fast and easy. The one thing I found frustrating was the EVA app. It is terrible. Trying to do anything on it was almost impossible.

I hope their usb charging port works. None of their usb port is working. Boeing 777 LA to Taipei (vs)

The flight was cancelled. I wasn't informed where to check in, how and when. It wasn't easy to get in contact with Cathay service representative, and they were not very helpful... The staff on the airport - Air Canada (I assume) were the most helpful, kind efficient, patient... Thank you for all your help and care, for your patience, for your professionalism!!!

Great, the flight attendants were very friendly and the food was also good.

The overall flight went well and the aircrew was pleasant.

Very comfortable Prem economy seats for a long haul flight. Had a problem with the tv that the crew fixed so was great!

Cathay Pacific seems to be an airline in trouble and on its way out. Lots of broken or poorly functioning things like entertainment screens, seats, and enough well trained staff to handle a full flight. Sad...

The flight crew was exceptionally good. Personal needs were well met. The food choices were very nice.

Excellent. Planes are a little older and could get some refurbishment, but besides that everything was excellent.

Crew experience was more transnational, seats were so close together (LtoR and FtoB) that it was difficult to enjoy much of anything. When the person in front leaned back, there is no space for me. Sadly it was a flight to be endured not experienced.

While I was in great pain, the seat was sufficiently comfortable to allow me to rest and not be in so much pain.

we were upgraded which was a blessing and tender mercy for us. I fell the day before and was in extreme pain from knee to shoulder. Sitting in a more comfortable seat during the flight was an unexpected blessing and experience.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

Energetic crew - flight full of swiftied going to Taylor's opening show in Paris! Long lines for bathroom made out kind of suck though

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

Original flight delayed several times and finally canceled at 2:30 in the morning. Staff at the gate was not very helpful in resolving problems or communicating why there were delays. I spent 34 hours at the airport before I could leave, they couldn't book me on another early flight even after canceling my original flight. Next flight available after my original flight was canceled was 22 hours later. I will never fly American Airlines again.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

My flight was uncomfortable and crammed. There were no pockets to store things, I couldn’t move my seat back slightly. Beverages including soda cost extra. My husband flew on another spirit airline flight, which was delayed a total of 48 hours, only to be canceled.

Two delays in less than 24hrs. They need to improve everything and restructure the whole company.

Terrible leg room, seats don’t recline, delayed flight, and even water isn’t free onboard

Flight was canceled less than 6 hours before takeoff, rebooked on a flight that was twice as long and left earlier so we couldn’t make it, when using text support option took over 2 hours to speak with someone.

Not enough help at airport during boarding process. Flight was delayed. Overall WORST flying experience I’ve ever had. Will NEVER FLT SPIRIT AGAIN

Terrible legroom, seats do not recline, tray table the size of an iPhone, delayed flight, have to pay 5$ to get a cup of water onboard.

Could have TV/Movie and some water ou soda free

Flight was good and clean but delayed over an hour on the return flight.

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

Book cheap flights from Chicago to Madeira

Recent round-trip flight deals

11/4Mon
2 stopsBritish Airways
19h 11mORD-FNC
11/11Mon
2 stopsBritish Airways
54h 58mFNC-ORD
$494
11/24Sun
1 stopBritish Airways
24h 45mORD-FNC
12/2Mon
1 stopBritish Airways
26h 15mFNC-ORD
$511
11/24Sun
2 stopsBritish Airways
22h 12mORD-FNC
12/2Mon
2 stopsBritish Airways
48h 27mFNC-ORD
$535
12/5Thu
1 stopSWISS
33h 45mORD-FNC
12/17Tue
1 stopSWISS
32h 20mFNC-ORD
$684
11/23Sat
1 stopLufthansa
16h 15mORD-FNC
12/1Sun
1 stopLufthansa
35h 05mFNC-ORD
$801
11/10Sun
2 stopsLufthansa
37h 45mORD-FNC
11/17Sun
2 stopsLufthansa
40h 00mFNC-ORD
$954
7/9Tue
1 stopSWISS
36h 45mORD-FNC
7/16Tue
1 stopSWISS
32h 10mFNC-ORD
$1,223
11/23Sat
2 stopsAir Canada
16h 10mORD-FNC
11/30Sat
3 stopsAir Canada
18h 28mFNC-ORD
$1,701
9/29Sun
2 stopsAir Canada
22h 20mORD-FNC
10/8Tue
3 stopsAir Canada
20h 53mFNC-ORD
$1,901
11/8Fri
2 stopsUnited Airlines
19h 20mORD-FNC
11/14Thu
2 stopsUnited Airlines
23h 17mFNC-ORD
$2,205

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Recent one-way flight deals

9/9Mon
1 stop
20h 11mORD-FNC
$324
9/9Mon
1 stop
20h 11mORD-FNC
$326
9/26Thu
3 stops
57h 58mORD-FNC
$329
9/26Thu
2 stops
41h 01mORD-FNC
$359
7/30Tue
2 stops
43h 44mORD-FNC
$371
8/3Sat
3 stops
59h 13mORD-FNC
$373
8/1Thu
1 stopSWISS
32h 00mORD-FNC
$646
7/30Tue
1 stopDelta
35h 00mORD-FNC
$656
8/1Thu
1 stopLufthansa
33h 00mORD-FNC
$672
9/9Mon
2 stopsBritish Airways
19h 35mORD-FNC
$688

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Chicago - Madeira Flights

Departure:

Chicago (ORD)United States

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