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Cheap flights from Chicago O'Hare Intl Airport to Madeira from $384

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Madeira departing on 2/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Madeira

Cheap round-trip flights

Enter your travel dates to find the best prices.
TAP AIR PORTUGAL Logo
6:00 pm - 3:35 pm
ORD
-
FNC
15h 35m
1 stop
TAP AIR PORTUGAL Logo
4:05 am - 4:00 pm
FNC
-
ORD
17h 55m
1 stop
$442TAP AIR PORTUGAL
Wed, Apr 29 - Wed, May 6
TAP AIR PORTUGAL Logo
6:00 pm - 11:30 am
ORD
-
FNC
11h 30m
1 stop
TAP AIR PORTUGAL Logo
9:25 am - 4:00 pm
FNC
-
ORD
12h 35m
1 stop
$443TAP AIR PORTUGAL
Wed, Apr 22 - Fri, May 1
TAP AIR PORTUGAL Logo
6:00 pm - 1:25 am
ORD
-
FNC
25h 25m
1 stop
TAP AIR PORTUGAL Logo
7:25 pm - 4:00 pm
FNC
-
ORD
26h 35m
1 stop
$461TAP AIR PORTUGAL
Wed, Apr 29 - Tue, May 5
TAP AIR PORTUGAL Logo
6:00 pm - 12:10 am
ORD
-
FNC
24h 10m
1 stop
TAP AIR PORTUGAL Logo
9:50 pm - 4:00 pm
FNC
-
ORD
24h 10m
1 stop
$467TAP AIR PORTUGAL
Fri, May 1 - Sat, May 9
TAP AIR PORTUGAL Logo
8:25 pm - 4:50 pm
ORD
-
FNC
14h 25m
1 stop
TAP AIR PORTUGAL Logo
7:50 am - 2:45 pm
FNC
-
ORD
12h 55m
1 stop
$468TAP AIR PORTUGAL
Sun, Mar 1 - Sun, Mar 8
TAP AIR PORTUGAL Logo
6:00 pm - 11:40 am
ORD
-
FNC
11h 40m
1 stop
TAP AIR PORTUGAL Logo
5:50 am - 4:00 pm
FNC
-
ORD
16h 10m
1 stop
$472TAP AIR PORTUGAL
Sun, Apr 26 - Wed, May 6
KLM Logo
5:37 pm - 9:30 am
ORD
-
FNC
33h 53m
2 stops
KLM Logo
10:25 am - 5:43 pm
FNC
-
ORD
37h 18m
2 stops
$510KLM
Tue, Feb 24 - Wed, Mar 4
British Airways Logo
5:10 pm - 2:15 pm
ORD
-
FNC
15h 05m
1 stop
British Airways Logo
4:00 pm - 6:45 pm
FNC
-
ORD
32h 45m
1 stop
$540British Airways
Mon, Feb 23 - Wed, Mar 4
British Airways Logo
8:08 am - 4:10 pm
ORD
-
FNC
26h 02m
2 stops
British Airways Logo
4:00 pm - 1:50 pm
FNC
-
ORD
27h 50m
1 stop
$562British Airways
Wed, Feb 25 - Wed, Mar 4
British Airways Logo
5:10 pm - 4:25 pm
ORD
-
FNC
17h 15m
1 stop
British Airways Logo
4:00 pm - 6:45 pm
FNC
-
ORD
32h 45m
1 stop
$566British Airways
Thu, Feb 26 - Wed, Mar 4

TAP AIR PORTUGAL flights from Chicago O'Hare Intl Airport to Madeira

Our best TAP AIR PORTUGAL deals on Chicago O'Hare Intl Airport to Madeira flight tickets
TAP AIR PORTUGAL
Apr 29
ORD6:00 pmChicago O'Hare Intl
15h 35m
1 stop
FNC3:35 pmFunchal Madeira
May 6
FNC4:05 amFunchal Madeira
17h 55m
1 stop
ORD4:00 pmChicago O'Hare Intl
$442
TAP AIR PORTUGAL
Apr 22
ORD6:00 pmChicago O'Hare Intl
11h 30m
1 stop
FNC11:30 amFunchal Madeira
May 1
FNC9:25 amFunchal Madeira
12h 35m
1 stop
ORD4:00 pmChicago O'Hare Intl
$443
TAP AIR PORTUGAL
Apr 29
ORD6:00 pmChicago O'Hare Intl
25h 25m
1 stop
FNC1:25 amFunchal Madeira
May 5
FNC7:25 pmFunchal Madeira
26h 35m
1 stop
ORD4:00 pmChicago O'Hare Intl
$461

Air Canada flights from Chicago O'Hare Intl Airport to Madeira

Our best Air Canada deals on Chicago O'Hare Intl Airport to Madeira flight tickets
Air Canada
Feb 11
ORD10:00 amChicago O'Hare Intl
21h 50m
2 stops
FNC1:50 pmFunchal Madeira
Feb 15
FNC7:50 amFunchal Madeira
19h 44m
3 stops
ORD9:34 pmChicago O'Hare Intl
$2,447
Air Canada
Feb 11
ORD1:00 pmChicago O'Hare Intl
18h 50m
3 stops
FNC1:50 pmFunchal Madeira
Feb 15
FNC7:50 amFunchal Madeira
19h 44m
3 stops
ORD9:34 pmChicago O'Hare Intl
$3,283

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated January 29, 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

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 4/29

6:00 pm-3:35 pm

1 stop15h 35m

Funchal Madeira

Wed 5/6

4:05 am-4:00 pm

1 stop17h 55m

$442

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 4/22

6:00 pm-11:30 am

1 stop11h 30m

Funchal Madeira

Fri 5/1

9:25 am-4:00 pm

1 stop12h 35m

$443

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 4/29

6:00 pm-1:25 am

1 stop25h 25m

Funchal Madeira

Tue 5/5

7:25 pm-4:00 pm

1 stop26h 35m

$461

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 5/1

6:00 pm-12:10 am

1 stop24h 10m

Funchal Madeira

Sat 5/9

9:50 pm-4:00 pm

1 stop24h 10m

$467

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 3/1

8:25 pm-4:50 pm

1 stop14h 25m

Funchal Madeira

Sun 3/8

7:50 am-2:45 pm

1 stop12h 55m

$468

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 4/26

6:00 pm-11:40 am

1 stop11h 40m

Funchal Madeira

Wed 5/6

5:50 am-4:00 pm

1 stop16h 10m

$472

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Tue 2/24

5:37 pm-9:30 am

2 stops33h 53m

Funchal Madeira

Wed 3/4

10:25 am-5:43 pm

2 stops37h 18m

$510

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Mon 2/23

5:10 pm-2:15 pm

1 stop15h 05m

Funchal Madeira

Wed 3/4

4:00 pm-6:45 pm

1 stop32h 45m

$540

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 2/25

8:08 am-4:10 pm

2 stops26h 02m

Funchal Madeira

Wed 3/4

4:00 pm-1:50 pm

1 stop27h 50m

$562

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 2/26

5:10 pm-4:25 pm

1 stop17h 15m

Funchal Madeira

Wed 3/4

4:00 pm-6:45 pm

1 stop32h 45m

$566

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Madeira from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport is in April. Flight prices, which tend to average around $576, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of April, then book flights to Madeira from Chicago O'Hare Intl Airport during November instead. Flights to Madeira in November, while not as cheap as those in April, still average around $602.

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

You are more likely to see cheaper flights to Madeira from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport for as low as $542 on momondo.

Cheap Chicago O'Hare Intl Airport to Madeira flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Madeira

Fastest flight time

11h 40m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Madeira takes 11h 40m
There are no direct flights from Chicago O'Hare Intl Airport to Madeira. There are no popular flight routes from Chicago O'Hare Intl Airport to Madeira.
Search flight deals

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Madeira?

    Prices for flights from Chicago O'Hare Intl Airport to Madeira were last updated today.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Madeira?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Madeira?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Madeira.

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

    The necessary travel and health documents for your Madeira trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago O'Hare Intl Airport to Madeira

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Madeira with momondo
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $548Free CancellationRating
7.1
2,130 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. momondo enables you to select and highlight flights to Madeira from Chicago with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Madeira from Chicago.

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

Of course. momondo tracks the price of Chicago to Madeira flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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