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Madeira

$249+ Cheap flights from Illinois to Madeira

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — FNC
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Illinois to Madeira

Keep the following information in mind while searching for Illinois to Madeira flight deals. Data was last updated September 16, 2025.

Round-trip from

$503
(British Airways)

One-way from

$249
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$1,052
From Illinois to Madeira
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One-way flight from Illinois to Madeira
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($42 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Illinois to Madeira

Cheapest flights from Illinois to Madeira
Explore the most affordable flight options available from Illinois to Madeira. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This British Airways deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:10 pmORD - FNC
1 stop16h 55mBritish Airways
Mon 11/34:55 pmFNC - ORD
1 stop26h 55mBritish Airways
Deal found 9/16$503
This KLM deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/315:25 pmORD - FNC
1 stop34h 55mKLM
Sat 11/86:40 pmFNC - ORD
1 stop25h 40mKLM
Deal found 9/15$506
This oojo deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:15 pmORD - FNC
1 stop18h 10mTAP AIR PORTUGAL
Sat 11/86:10 pmFNC - ORD
1 stop26h 35mTAP AIR PORTUGAL
Deal found 9/14$527
This KLM deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:25 pmORD - FNC
2 stops21h 45mKLM
Thu 11/2010:20 amFNC - ORD
1 stop34h 00mKLM
Deal found 9/13$541
This Expedia deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/65:10 pmORD - FNC
1 stop17h 10mBritish Airways
Mon 11/174:55 pmFNC - ORD
1 stop26h 55mBritish Airways
Deal found 9/14$555
This KLM deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:50 pmORD - FNC
2 stops18h 00mKLM
Fri 12/126:00 pmFNC - ORD
1 stop26h 20mKLM
Deal found 9/15$591
This Trip.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/268:50 amORD - FNC
2 stops30h 45mMultiple Airlines
Mon 11/39:25 amFNC - ORD
2 stops33h 45mMultiple Airlines
Deal found 9/16$595
This KLM deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:03 pmORD - FNC
2 stops17h 47mKLM
Sat 11/226:40 pmFNC - ORD
2 stops28h 12mKLM
Deal found 9/14$601
This Mytrip deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/297:50 pmORD - FNC
2 stops19h 50mMultiple Airlines
Wed 11/56:25 pmFNC - ORD
2 stops31h 40mMultiple Airlines
Deal found 9/14$619

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Madeira that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Illinois to Madeira that are best for you.

Fly from

Illinois

Fly to

Madeira

Route

Depart

Return

Price

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 10/26

6:10 pm-4:05 pm

1 stop16h 55m

Funchal Madeira

Mon 11/3

4:55 pm-1:50 pm

1 stop26h 55m

$503

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 12/5

5:50 pm-5:50 pm

2 stops18h 00m

Funchal Madeira

Fri 12/12

6:00 pm-2:20 pm

1 stop26h 20m

$511

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 10/31

9:15 pm-8:25 pm

1 stop18h 10m

Funchal Madeira

Sat 11/8

6:10 pm-2:45 pm

1 stop26h 35m

$527

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 10/29

8:10 pm-1:00 am

1 stop23h 50m

Funchal Madeira

Tue 11/4

4:10 am-3:00 pm

1 stop16h 50m

$527

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 11/14

8:15 pm-1:00 am

1 stop22h 45m

Funchal Madeira

Sat 11/22

9:15 pm-2:45 pm

1 stop23h 30m

$527

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 11/13

1:25 pm-5:10 pm

2 stops21h 45m

Funchal Madeira

Thu 11/20

10:20 am-2:20 pm

1 stop34h 00m

$541

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 12/5

5:50 pm-5:50 pm

2 stops18h 00m

Funchal Madeira

Thu 12/11

10:20 am-2:20 pm

1 stop34h 00m

$541

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 11/6

5:10 pm-4:20 pm

1 stop17h 10m

Funchal Madeira

Mon 11/17

4:55 pm-1:50 pm

1 stop26h 55m

$555

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 11/14

6:03 pm-5:50 pm

2 stops17h 47m

Funchal Madeira

Sat 11/22

6:40 pm-2:20 pm

1 stop25h 40m

$591

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 10/31

5:51 pm-5:50 pm

2 stops18h 59m

Funchal Madeira

Sat 11/8

6:40 pm-2:20 pm

1 stop25h 40m

$591

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 22 results
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Best time to book a flight from Illinois to Madeira

Have a flexible travel schedule? Discover the best time to fly to Madeira from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Madeira

What is the cheapest month to book a flight from Illinois to Madeira?

Currently, January is the cheapest month in which you can book a flight from Illinois to Madeira (average of $598). Flying from Illinois to Madeira in June is currently the most expensive (average of $1,089). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Madeira

Get insights into the airlines that provide service to Madeira. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madeira. Reviews last updated September 16, 2025.
Peruse reviews from past customers who have flown with TAP AIR PORTUGAL from Illinois to Madeira to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
TAP AIR PORTUGAL
7.1
Good
1,975 reviews

Comfort

7.1

Food

6.2

Crew

7.8

Boarding

7.0

Overall

7.1

Entertainment

6.3

Reviews

1 / 20
2.0
Mediocre

Claudia,Jul 2025

EWR - LIS

Never made the trip. Had to cancel due to multiple delays
TAP AIR PORTUGAL
7.1
Good
1,975 reviews
TAP AIR PORTUGAL
7.1
Good
1,975 reviews

Comfort

7.1

Food

6.2

Crew

7.8

Boarding

7.0

Overall

7.1

Entertainment

6.3

Reviews

1 / 20
2.0
Mediocre

Claudia,Jul 2025

EWR - LIS

Never made the trip. Had to cancel due to multiple delays

Related info for your journey

Find useful and relevant information for your journey from Illinois to Madeira. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Illinois to Madeira?

    Airlines like British Airways, KLM, and TAP AIR PORTUGAL fly from Illinois to Madeira in about 16h 55m. The time it takes to get you to your destination can typically vary by up to 1h 15m. The distance from Illinois to Madeira is about 3845 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Illinois to Madeira that include hotel bookings?

    Yes. In addition to deals on Illinois to Madeira flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Madeira?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Madeira.

  • Can I find deals for business class flights from Illinois to Madeira?

    Yes. Cheapflights offers flight deals from Illinois to Madeira by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Madeira?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Madeira (average of $598). Flying from Illinois to Madeira in June is currently the most expensive (average of $1,089). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Madeira

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Illinois to Madeira

Discover the top airline that operate flights from Illinois to Madeira. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$594Average$950FlexibilityNo cancel feeOn-timeN/A

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