$249 Find Cheap Flights from Illinois to Madeira

1 adult
1 adult, Economy

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Useful Info

Good to know

Low seasonFebruary
Cheapest flight$249
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Chicago to Funchal

FAQs for booking flights from Illinois to Madeira

  • How does KAYAK find such low prices on flights from Illinois 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 Illinois to Madeira.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Illinois to Madeira 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 Illinois 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 from Illinois to Madeira with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois 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 from Illinois to Madeira up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Madeira?

    There are 2 airports in Madeira. The busiest airport is Madeira Airport (FNC), with 91% of all flights arriving there.

  • What is the cheapest day to fly to Madeira?

    Based on KAYAK data, the cheapest day to fly to Madeira is Thursday where round-trip tickets can be as cheap as $869. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $1,342 on average.

  • What is the cheapest time of day to fly to Madeira?

    The cheapest time of day to fly to Madeira is generally at night, when round-trip flights cost $786 on average. Morning departures are around 12% cheaper than evening flights, on average. The most expensive time of day to fly to Madeira is generally in the evening, which is peak travel time and where the average cost of a ticket is $1,073.

  • What is the cheapest month to fly from Illinois to Madeira?

    The cheapest month for flights from Illinois to Madeira is November, when tickets cost $549 (return) on average. On the other hand, the most expensive months are June and September, when the average cost of round-trip tickets is $1,378 and $1,261 respectively.

  • How long is the flight to Madeira?

    An average nonstop flight from Illinois to Madeira takes 11h 25m, covering a distance of 3845 miles. The shortest route is Chicago O'Hare Intl Airport (ORD) to Funchal (FNC) with an average flight time of 11h 25m.

  • What is the most popular destination in Madeira?

    Based on KAYAK flight searches, the most popular destination is Funchal (100% of total searches to Madeira).

Reviews of the top airline flying from Illinois to Madeira

 
Need help choosing which airline to fly with from Illinois 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.
7.1
TAP AIR PORTUGALOverall score based on 1977 reviews
7.1Comfort
7.0Boarding
6.2Food
7.8Crew
6.3Entertainment
Airline reviews

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.

4.0 OkayAnonymous, Sep 2025JFK - LIS
Read more TAP AIR PORTUGAL reviews

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.

Very rude person at the boarding desk; flight attendant coughing 3 inches from my face three times- not even covering her mouth; boarding process very unacceptable for older people with stairs to all planes (are you all stuck in the 1960’s?). I am sure that I am not remembering all of the negative things, but I am sure you get the message!

There was chaos at the Naples airport. We arrived three hours early for the flight but there was no invitation available about where to go to check bags until an hour later. Then we had to go to a different terminal to check our bags and check in and back to the first to board.

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

The airport temperature at the airport and on the flight was too warm

Boarding too way too long. Biggest peeve: zero in-seat power in economy! No plug sockets, no USB ports. Plane was an A330, so not old.

Everything you need to know for your flight to Madeira

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Madeira
Business Class flights to Madeira
Prem Econ Class flights to Madeira
Economy Class flights to Madeira

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