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$332+ 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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — FNC
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$474
(Cheapflightsfares)

One-way from

$332
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$550
Provider with most accurate pricing for Chicago (CHI)-Funchal Madeira flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Funchal Madeira flights.
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From Illinois to Madeira
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One-way flight from Illinois to Madeira
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High demand for flights, 9% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This oojo deal was found by Cheapflights users on 1/7. 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 10/308:20 pmORD - FNC
1 stop14h 00mScandinavian Airlines
Sat 11/74:10 pmFNC - ORD
1 stop30h 35mScandinavian Airlines
Deal found 1/7$432
This KAYAK deal was found by Cheapflights users on 1/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/289:45 pmORD - FNC
1 stop31h 35mBritish Airways
Tue 2/33:05 pmFNC - ORD
1 stop28h 45mBritish Airways
Deal found 1/6$504
This oojo deal was found by Cheapflights users on 1/7. 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.
Sun 5/106:00 pmORD - FNC
1 stop13h 05mTAP AIR PORTUGAL
Sat 5/164:05 amFNC - ORD
1 stop18h 10mTAP AIR PORTUGAL
Deal found 1/7$522
This oojo deal was found by Cheapflights users on 1/6. 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.
Wed 2/47:10 pmORD - FNC
1 stop21h 45mTAP AIR PORTUGAL
Fri 2/207:50 amFNC - ORD
1 stop13h 35mTAP AIR PORTUGAL
Deal found 1/6$523
This oojo deal was found by Cheapflights users on 1/7. 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.
Sun 1/258:25 pmORD - FNC
1 stop20h 30mTAP AIR PORTUGAL
Sat 1/3110:05 amFNC - ORD
1 stop34h 40mTAP AIR PORTUGAL
Deal found 1/7$530
This KLM deal was found by Cheapflights users on 1/6. 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.
Wed 2/45:40 pmORD - FNC
2 stops41h 30mKLM
Wed 2/1110:25 amFNC - ORD
2 stops37h 18mKLM
Deal found 1/6$536
This British Airways deal was found by Cheapflights users on 1/6. 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 11/19:45 pmORD - FNC
1 stop34h 30mBritish Airways
Sat 11/74:45 pmFNC - ORD
1 stop27h 05mBritish Airways
Deal found 1/6$539
This KLM deal was found by Cheapflights users on 1/7. 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 2/64:25 pmORD - FNC
1 stop19h 25mKLM
Fri 2/136:00 pmFNC - ORD
1 stop26h 20mKLM
Deal found 1/7$543
This FlightHub deal was found by Cheapflights users on 1/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/68:15 pmORD - FNC
1 stop20h 40mTAP AIR PORTUGAL
Sat 2/149:15 pmFNC - ORD
1 stop23h 30mTAP AIR PORTUGAL
Deal found 1/7$544
This KLM deal was found by Cheapflights users on 1/8. 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.
Mon 10/54:50 pmORD - FNC
1 stop34h 45mKLM
Thu 10/1510:05 amFNC - ORD
1 stop34h 10mKLM
Deal found 1/8$547

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 January 8, 2026.
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

Tue 2/3

5:59 pm-9:30 am

2 stops33h 31m

Funchal Madeira

Fri 2/27

6:00 pm-5:43 pm

2 stops29h 43m

$530

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 1/25

8:25 pm-10:55 pm

1 stop20h 30m

Funchal Madeira

Sat 1/31

10:05 am-2:45 pm

1 stop34h 40m

$530

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 5/10

6:00 pm-11:40 am

1 stop11h 40m

Funchal Madeira

Sat 5/16

9:25 am-4:15 pm

1 stop12h 50m

$531

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 2/4

5:40 pm-5:10 pm

2 stops41h 30m

Funchal Madeira

Wed 2/11

10:25 am-5:43 pm

2 stops37h 18m

$536

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 2/6

4:25 pm-9:20 am

1 stop34h 55m

Funchal Madeira

Fri 2/13

6:00 pm-2:20 pm

1 stop26h 20m

$543

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sat 2/21

5:37 pm-9:35 am

2 stops33h 58m

Funchal Madeira

Sat 2/28

6:40 pm-2:20 pm

1 stop25h 40m

$547

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Tue 1/27

5:59 pm-9:30 am

2 stops33h 31m

Funchal Madeira

Sat 2/7

6:40 pm-7:26 pm

2 stops30h 46m

$552

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 3/15

8:40 pm-11:20 pm

1 stop21h 40m

$332

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 5/14

4:47 pm-2:15 pm

2 stops15h 28m

$346

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Mon 5/18

9:00 pm-1:10 am

2 stops22h 10m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 14 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, October is the cheapest month in which you can book a flight from Illinois to Madeira (average of $475). Flying from Illinois to Madeira in December is currently the most expensive (average of $966). 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 January 8, 2026.
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
2,111 reviews

Boarding

7.0

Crew

7.8

Food

6.2

Entertainment

6.3

Comfort

7.1

Overall

7.1

Reviews

1 / 20
8.0
Excellent

Michael,Dec 2025

FNC - LIS

Long wait standing after checking in at the gate Limited juice selection.
TAP AIR PORTUGAL
7.1
Good
2,111 reviews
TAP AIR PORTUGAL
7.1
Good
2,111 reviews

Boarding

7.0

Crew

7.8

Food

6.2

Entertainment

6.3

Comfort

7.1

Overall

7.1

Reviews

1 / 20
8.0
Excellent

Michael,Dec 2025

FNC - LIS

Long wait standing after checking in at the gate Limited juice selection.

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 KLM and TAP AIR PORTUGAL fly from Illinois to Madeira in about 20h 30m. The time it takes to get you to your destination can typically vary by up to 13h 01m. 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, October is the cheapest month in which you can book a flight from Illinois to Madeira (average of $475). Flying from Illinois to Madeira in December is currently the most expensive (average of $966). 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

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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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$548Average$900FlexibilityNo cancel feeOn-timeN/A

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