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Madeira

$358+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — FNC
Aug 15 — Aug 221
Sat 8/15
Sat 8/22
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Madeira

Cheapest flights from O'Hare Intl to Madeira
Explore the most affordable flight options available from O'Hare Intl to Madeira. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 16, 2026.

This oojo deal was found by Cheapflights users on 7/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:05 pm
ORD
-
FNC
1 stop18h 30m
TAP AIR PORTUGAL
Tue 10/67:35 pm
FNC
-
ORD
1 stop26h 25m
TAP AIR PORTUGAL
Deal found 7/15$641
This oojo deal was found by Cheapflights users on 7/12. 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.
Thu 8/277:45 pm
ORD
-
FNC
1 stop11h 30m
TAP AIR PORTUGAL
Thu 9/39:55 pm
FNC
-
ORD
1 stop24h 05m
TAP AIR PORTUGAL
Deal found 7/12$643
This oojo deal was found by Cheapflights users on 7/13. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:05 pm
ORD
-
FNC
1 stop13h 10m
TAP AIR PORTUGAL
Sat 10/175:50 am
FNC
-
ORD
1 stop16h 15m
TAP AIR PORTUGAL
Deal found 7/13$644
This oojo deal was found by Cheapflights users on 7/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/18:10 pm
ORD
-
FNC
1 stop15h 00m
TAP AIR PORTUGAL
Sat 11/710:15 am
FNC
-
ORD
1 stop35h 15m
TAP AIR PORTUGAL
Deal found 7/15$648
This oojo deal was found by Cheapflights users on 7/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:05 pm
ORD
-
FNC
1 stop13h 10m
TAP AIR PORTUGAL
Sat 10/249:25 am
FNC
-
ORD
1 stop12h 40m
TAP AIR PORTUGAL
Deal found 7/16$649
This oojo deal was found by Cheapflights users on 7/12. 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 9/236:00 pm
ORD
-
FNC
1 stop13h 25m
TAP AIR PORTUGAL
Wed 9/3012:40 pm
FNC
-
ORD
1 stop30h 00m
TAP AIR PORTUGAL
Deal found 7/12$650
This FlightHub deal was found by Cheapflights users on 7/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 pm
ORD
-
FNC
1 stop18h 35m
TAP AIR PORTUGAL
Fri 10/239:25 am
FNC
-
ORD
1 stop12h 35m
TAP AIR PORTUGAL
Deal found 7/15$672
This Flightnetwork deal was found by Cheapflights users on 7/12. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:40 pm
ORD
-
FNC
1 stop13h 00m
TAP AIR PORTUGAL
Wed 9/29:25 am
FNC
-
ORD
1 stop33h 15m
TAP AIR PORTUGAL
Deal found 7/12$675
This FlightHub deal was found by Cheapflights users on 7/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:05 pm
ORD
-
FNC
1 stop31h 45m
TAP AIR PORTUGAL
Sat 9/54:05 am
FNC
-
ORD
1 stop18h 00m
TAP AIR PORTUGAL
Deal found 7/14$676

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 July 16, 2026.

Round-trip from

$641
(oojo)

One-way from

$358
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$850
From Chicago O'Hare Intl to Madeira
Search Deals
One-way flight from Chicago O'Hare Intl to Madeira
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($66 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 July 16, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 8/27

7:45 pm-1:30 am

1 stop23h 45m

Funchal Madeira

Thu 9/3

10:00 pm-4:00 pm

1 stop24h 00m

$681

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sat 8/29

6:05 pm-7:50 am

1 stop31h 45m

Funchal Madeira

Sat 9/5

4:05 am-4:05 pm

1 stop18h 00m

$777

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 8/21

6:00 pm-1:30 am

1 stop25h 30m

Funchal Madeira

Fri 8/28

5:50 am-4:00 pm

1 stop16h 10m

$787

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Tue 10/13

6:20 pm-9:15 am

2 stops32h 55m

Funchal Madeira

Sun 10/18

6:40 pm-2:30 pm

1 stop25h 50m

$825

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 8/19

6:00 pm-12:10 am

1 stop24h 10m

Funchal Madeira

Wed 8/26

2:15 pm-12:40 pm

1 stop28h 25m

$839

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 10/14

6:00 pm-10:00 am

2 stops58h 00m

Funchal Madeira

Tue 10/27

3:00 pm-5:45 pm

1 stop31h 45m

$884
Quickest round-trip

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 10/14

6:00 pm-6:35 pm

1 stop18h 35m

Funchal Madeira

Sun 10/25

7:50 am-4:30 pm

1 stop13h 40m

$919

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 10/14

6:00 pm-1:25 pm

1 stop13h 25m

Funchal Madeira

Sat 10/24

7:35 pm-4:30 pm

1 stop26h 55m

$919

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 9/25

6:25 pm-6:40 pm

2 stops18h 15m

Funchal Madeira

Sat 10/3

7:30 pm-4:14 pm

2 stops26h 44m

$924

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 8/26

11:01 am-9:50 pm

2 stops28h 49m

Funchal Madeira

Wed 9/2

9:25 am-12:40 pm

1 stop33h 15m

$936

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

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, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Madeira (average of $462). Flying from Chicago O'Hare Intl Airport to Madeira in August is currently the most expensive (average of $864). 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.

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Madeira?

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 July 16, 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
7.2
Good
2,340 reviews

Comfort

7.1

Boarding

7.0

Entertainment

6.4

Food

6.3

Overall

7.2

Crew

7.8

Reviews

1 / 20
8.0
Excellent

Anonymous,Jun 2026

IAD - LIS

In BC I ordered the special “meat” meal and it was good. Usually the food in BC is not very good. In smaller planes the space in BC is a bit cramped. The Passport Control in Lisboa is terrible! A disaster! We will not be flying through Lisboa again. Because of Passport Control we missed our flight and had to make an expensive re-booking and overnight stay! Nevertheless, until the day of the flight, I received emails telling me that my ongoing flight from Lisboa to Valencia had been changed. Even though the whole itinerary had been cancelled due to the missed flight! We had had several TAP flights before, but we probably will not in the future.
TAP AIR PORTUGAL
7.2
Good
2,340 reviews
TAP AIR PORTUGAL
7.2
Good
2,340 reviews

Comfort

7.1

Boarding

7.0

Entertainment

6.4

Food

6.3

Overall

7.2

Crew

7.8

Reviews

1 / 20
8.0
Excellent

Anonymous,Jun 2026

IAD - LIS

In BC I ordered the special “meat” meal and it was good. Usually the food in BC is not very good. In smaller planes the space in BC is a bit cramped. The Passport Control in Lisboa is terrible! A disaster! We will not be flying through Lisboa again. Because of Passport Control we missed our flight and had to make an expensive re-booking and overnight stay! Nevertheless, until the day of the flight, I received emails telling me that my ongoing flight from Lisboa to Valencia had been changed. Even though the whole itinerary had been cancelled due to the missed flight! We had had several TAP flights before, but we probably will not in the future.

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?

    TAP AIR PORTUGAL and KLM can get you from Chicago O'Hare Intl Airport to Madeira in just under 23h 45m. Your travel time can differ by up to 9h 10m. Chicago O'Hare Intl Airport and Madeira are separated by a distance of 3845 mi. This flight may include one or multiple stops.

  • 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, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Madeira (average of $462). Flying from Chicago O'Hare Intl Airport to Madeira in August is currently the most expensive (average of $864). 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 O'Hare Intl 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 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 July 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$550Average$892FlexibilityNo cancel feeOn-timeN/A

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