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$380+ Cheap flights from O'Hare Intl (ORD) 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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — FNC
Jan 31 — Feb 71
Sat 1/31
Sat 2/7
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Madeira

Best flights from O'Hare Intl to Madeira
Discover carefully curated flight deals from O'Hare Intl to Madeira that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 1, 2026.

This KLM deal was found by Cheapflights users on 12/31. 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 1/286:00 pmORD - FNC
2 stops41h 10mKLM
Wed 2/410:25 amFNC - ORD
2 stops19h 31mKLM
Deal found 12/31$538
This KLM deal was found by Cheapflights users on 12/31. 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 1/304:25 pmORD - FNC
1 stop19h 25mKLM
Fri 2/66:00 pmFNC - ORD
1 stop26h 20mKLM
Deal found 12/31$542
This KLM deal was found by Cheapflights users on 12/31. 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 2/134:25 pmORD - FNC
1 stop34h 55mKLM
Fri 2/206:00 pmFNC - ORD
1 stop26h 20mKLM
Deal found 12/31$542
This KLM deal was found by Cheapflights users on 12/30. 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.
Sat 4/186:59 pmORD - FNC
2 stops16h 51mKLM
Sat 4/257:30 pmFNC - ORD
1 stop24h 45mKLM
Deal found 12/30$546
This Gotogate deal was found by Cheapflights users on 12/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/204:25 pmORD - FNC
1 stop34h 55mKLM
Sat 2/286:40 pmFNC - ORD
1 stop25h 40mKLM
Deal found 12/30$587
This KLM deal was found by Cheapflights users on 12/31. 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.
Sat 1/243:24 pmORD - FNC
2 stops36h 11mKLM
Fri 1/306:00 pmFNC - ORD
1 stop26h 20mKLM
Deal found 12/31$598

Find flight deals from O'Hare Intl to Madeira

Keep the following information in mind while searching for O'Hare Intl to Madeira flight deals. Data was last updated January 1, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$496
(Scandinavian Airlines)

One-way from

$380
(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 Chicago O'Hare Intl to Madeira
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One-way flight from Chicago O'Hare Intl 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 ($31 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 1, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Madeira that are best for you.

Fly from

O'Hare Intl

Fly to

Madeira

Route

Depart

Return

Price

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 1/28

6:00 pm-5:10 pm

2 stops41h 10m

Funchal Madeira

Wed 2/4

10:25 am-11:56 pm

2 stops19h 31m

$538

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 1/30

4:25 pm-5:50 pm

1 stop19h 25m

Funchal Madeira

Fri 2/6

6:00 pm-2:20 pm

1 stop26h 20m

$542

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 2/13

4:25 pm-9:20 am

1 stop34h 55m

Funchal Madeira

Fri 2/20

6:00 pm-2:20 pm

1 stop26h 20m

$542

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sat 4/18

6:59 pm-5:50 pm

2 stops16h 51m

Funchal Madeira

Sat 4/25

7:30 pm-2:15 pm

1 stop24h 45m

$546

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 2/20

4:25 pm-9:20 am

1 stop34h 55m

Funchal Madeira

Sat 2/28

6:40 pm-2:20 pm

1 stop25h 40m

$587

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sat 1/24

3:24 pm-9:35 am

2 stops36h 11m

Funchal Madeira

Fri 1/30

6:00 pm-2:20 pm

1 stop26h 20m

$598

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 4/3

6:00 pm-1:25 am

1 stop25h 25m

$380

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Tue 5/19

4:47 pm-1:50 pm

2 stops39h 03m

$380

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 4/1

6:00 pm-12:10 am

1 stop24h 10m

$382

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 2/11

7:10 pm-1:50 pm

1 stop12h 40m

$383

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

Showing 1-10 of 13 results
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Best time to book a flight from O'Hare Intl to Madeira

Have a flexible travel schedule? Discover the best time to fly to Madeira from O'Hare Intl 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 Chicago O'Hare Intl Airport to Madeira

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Madeira?

Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Madeira (average of $475). Flying from Chicago O'Hare Intl Airport to Madeira in June is currently the most expensive (average of $862). 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 1, 2026.
See what other customers who have flown with TAP AIR PORTUGAL from Chicago O'Hare Intl Airport to Madeira have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
TAP AIR PORTUGAL
7.1
Good
2,102 reviews

Boarding

7.0

Comfort

7.1

Crew

7.8

Entertainment

6.3

Food

6.2

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
2,102 reviews
TAP AIR PORTUGAL
7.1
Good
2,102 reviews

Boarding

7.0

Comfort

7.1

Crew

7.8

Entertainment

6.3

Food

6.2

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 O'Hare Intl 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 Chicago O'Hare Intl Airport to Madeira?

    KLM can get you from Chicago O'Hare Intl Airport to Madeira in just under 41h 10m. Your travel time can differ by up to . Chicago O'Hare Intl Airport and Madeira are separated by a distance of 3845 mi.

  • Can I find deals for flights from O'Hare Intl to Madeira that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Madeira flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Madeira?

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

  • Can I find deals for business class flights from O'Hare Intl to Madeira?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to Madeira?

    Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Madeira (average of $475). Flying from Chicago O'Hare Intl Airport to Madeira in June is currently the most expensive (average of $862). 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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Top airline flying from O'Hare Intl to Madeira

Discover the top airline that operate flights from O'Hare Intl 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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$548Average$906FlexibilityNo cancel feeOn-timeN/A

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