When did momondo last update prices for flights from Chicago to Madeira?

Prices for flights from Chicago to Madeira are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago to Madeira?

There is 1 operator available for flights from Chicago to Madeira as of January 2026.

How old do you have to be to fly from Chicago to Madeira?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Madeira.

What documentation or ID do you need to fly to Madeira?

The required travel and health documents for your Madeira trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madeira. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$279 Cheap Flights from Chicago to Madeira in 2026

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Find the cheapest flights from Chicago to Madeira

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:25 pm - 10:55 pm

ORD

FNC

20h 30m

1 stop

7:50 am - 2:45 pm

FNC

ORD

12h 55m

1 stop

$441TAP AIR PORTUGAL

Sun, Mar 1 - Sun, Mar 8

7:10 pm - 10:55 pm

ORD

FNC

21h 45m

1 stop

4:10 am - 2:45 pm

FNC

ORD

16h 35m

1 stop

$442TAP AIR PORTUGAL

Wed, Feb 4 - Sat, Feb 7

8:15 pm - 8:25 pm

ORD

FNC

18h 10m

1 stop

9:15 pm - 2:45 pm

FNC

ORD

23h 30m

1 stop

$460TAP AIR PORTUGAL

Fri, Feb 6 - Sat, Feb 14

7:10 pm - 1:50 pm

ORD

FNC

12h 40m

1 stop

4:10 am - 2:45 pm

FNC

ORD

16h 35m

1 stop

$472TAP AIR PORTUGAL

Wed, Feb 4 - Sat, Feb 14

5:25 pm - 9:35 am

ORD

FNC

35h 10m

1 stop

10:25 am - 4:43 pm

FNC

ORD

35h 18m

2 stops

$499KLM

Mon, Mar 9 - Mon, Mar 16

5:25 pm - 9:35 am

ORD

FNC

35h 10m

1 stop

10:20 am - 10:00 am

FNC

ORD

28h 40m

2 stops

$504KLM

Mon, Mar 9 - Thu, Mar 19

7:14 pm - 9:35 am

ORD

FNC

57h 21m

2 stops

10:10 am - 3:20 pm

FNC

ORD

34h 10m

1 stop

$534KLM

Sun, Mar 8 - Sun, Mar 15

7:05 pm - 12:05 pm

ORD

FNC

35h 00m

1 stop

7:00 pm - 3:55 pm

FNC

ORD

26h 55m

1 stop

$547British Airways

Tue, Apr 7 - Mon, Apr 13

4:50 pm - 9:40 am

ORD

FNC

34h 50m

1 stop

10:25 am - 2:15 pm

FNC

ORD

33h 50m

1 stop

$572KLM

Wed, May 13 - Wed, May 20

4:50 pm - 9:40 am

ORD

FNC

34h 50m

1 stop

10:25 am - 10:06 pm

FNC

ORD

17h 41m

2 stops

$582KLM

Wed, May 13 - Wed, May 20

KLM flights from Chicago to Madeira

Our best KLM deals on Chicago to Madeira flight tickets

KLM

Mar 9

ORD5:25 pmChicago O'Hare Intl

35h 10m

1 stop

FNC9:35 amFunchal Madeira

Mar 16

FNC10:25 amFunchal Madeira

35h 18m

2 stops

ORD4:43 pmChicago O'Hare Intl

$499

KLM

Mar 9

ORD5:25 pmChicago O'Hare Intl

35h 10m

1 stop

FNC9:35 amFunchal Madeira

Mar 19

FNC10:20 amFunchal Madeira

28h 40m

2 stops

ORD10:00 amChicago O'Hare Intl

$504

KLM

Mar 8

ORD7:14 pmChicago O'Hare Intl

57h 21m

2 stops

FNC9:35 amFunchal Madeira

Mar 15

FNC10:10 amFunchal Madeira

34h 10m

1 stop

ORD3:20 pmChicago O'Hare Intl

$534

British Airways flights from Chicago to Madeira

Our best British Airways deals on Chicago to Madeira flight tickets

British Airways

Apr 7

ORD7:05 pmChicago O'Hare Intl

35h 00m

1 stop

FNC12:05 pmFunchal Madeira

Apr 13

FNC7:00 pmFunchal Madeira

26h 55m

1 stop

ORD3:55 pmChicago O'Hare Intl

$547

British Airways

Apr 5

ORD9:15 pmChicago O'Hare Intl

32h 10m

1 stop

FNC11:25 amFunchal Madeira

Apr 14

FNC6:40 pmFunchal Madeira

27h 15m

1 stop

ORD3:55 pmChicago O'Hare Intl

$587

British Airways

Feb 28

ORD6:30 pmChicago O'Hare Intl

35h 05m

1 stop

FNC11:35 amFunchal Madeira

Mar 7

FNC4:45 pmFunchal Madeira

32h 00m

1 stop

ORD6:45 pmChicago O'Hare Intl

$611

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 3/1

8:25 pm-10:55 pm

1 stop20h 30m

Funchal Madeira

Sun 3/8

7:50 am-2:45 pm

1 stop12h 55m

$441

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 2/4

7:10 pm-10:55 pm

1 stop21h 45m

Funchal Madeira

Sat 2/7

4:10 am-2:45 pm

1 stop16h 35m

$442

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 2/6

8:15 pm-8:25 pm

1 stop18h 10m

Funchal Madeira

Sat 2/14

9:15 pm-2:45 pm

1 stop23h 30m

$460

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 2/4

7:10 pm-1:50 pm

1 stop12h 40m

Funchal Madeira

Sat 2/14

4:10 am-2:45 pm

1 stop16h 35m

$472

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Mon 3/9

5:25 pm-9:35 am

1 stop35h 10m

Funchal Madeira

Mon 3/16

10:25 am-4:43 pm

2 stops35h 18m

$499

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Mon 3/9

5:25 pm-9:35 am

1 stop35h 10m

Funchal Madeira

Thu 3/19

10:20 am-10:00 am

2 stops28h 40m

$504

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 3/8

7:14 pm-9:35 am

2 stops57h 21m

Funchal Madeira

Sun 3/15

10:10 am-3:20 pm

1 stop34h 10m

$534

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Tue 4/7

7:05 pm-12:05 pm

1 stop35h 00m

Funchal Madeira

Mon 4/13

7:00 pm-3:55 pm

1 stop26h 55m

$547

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 5/13

4:50 pm-9:40 am

1 stop34h 50m

Funchal Madeira

Wed 5/20

10:25 am-2:15 pm

1 stop33h 50m

$572

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 5/13

4:50 pm-9:40 am

1 stop34h 50m

Funchal Madeira

Wed 5/20

10:25 am-10:06 pm

2 stops17h 41m

$582

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Madeira

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Madeira?

The cheapest month to fly to Madeira from Chicago is in January. Flight prices, which tend to average around $550, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Madeira from Chicago during November instead. Flights to Madeira in November, while not as cheap as those in January, still average around $608.

How far in advance should I book a flight to Madeira?

You are more likely to see cheaper flights to Madeira from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Madeira for around $904 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Madeira from Chicago for as low as $542 on momondo.

Cheap Chicago to Madeira flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Madeira

Fastest flight time	13h 05m
Direct flights	None

The fastest flight from Chicago to Madeira takes 13h 05m

There are no direct flights from Chicago to Madeira. There are no popular flight routes from Chicago to Madeira.

Search flight deals

When did momondo last update prices for flights from Chicago to Madeira?
Prices for flights from Chicago to Madeira are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to Madeira?
There is 1 operator available for flights from Chicago to Madeira as of January 2026.
How old do you have to be to fly from Chicago to Madeira?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Madeira.
What documentation or ID do you need to fly to Madeira?
The required travel and health documents for your Madeira trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madeira. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Chicago to Madeira

Compare and see reviews for airlines that fly from Chicago to Madeira with momondo

Airline	Rating	Free Cancellation	Price
TAP AIR PORTUGAL	PriceFrom $548	Free Cancellation	Rating 7.1 2,127 reviews		Search TAP AIR PORTUGAL flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Madeira?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Madeira. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Madeira with flexible booking policies on momondo?

Yes. All flights to Madeira from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Madeira?

momondo helps you find the best flight between Chicago and Madeira by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Madeira right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Madeira flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.