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Cheap flights from Chicago to Madeira from $817

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Madeira departing on 10/5. 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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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:35 pm - 12:55 pm
ORD
-
FNC
36h 20m
2 stops
Multiple Airlines Logo
1:05 pm - 9:05 am
FNC
-
ORD
26h 00m
2 stops
$817Multiple Airlines
lun., oct. 5 - jue., oct. 15
Scandinavian Airlines Logo
6:00 am - 10:00 am
ORD
-
FNC
46h 00m
2 stops
Scandinavian Airlines Logo
3:00 pm - 9:33 pm
FNC
-
ORD
35h 33m
2 stops
$822Scandinavian Airlines
jue., oct. 15 - mar., oct. 27
Scandinavian Airlines Logo
6:00 am - 10:00 am
ORD
-
FNC
46h 00m
2 stops
Scandinavian Airlines Logo
3:00 pm - 9:33 pm
FNC
-
ORD
35h 33m
2 stops
$823Scandinavian Airlines
jue., oct. 15 - mar., oct. 27
TAP AIR PORTUGAL Logo
6:05 pm - 11:40 am
ORD
-
FNC
11h 35m
1 stop
TAP AIR PORTUGAL Logo
7:35 pm - 4:00 pm
FNC
-
ORD
26h 25m
1 stop
$826TAP AIR PORTUGAL
sáb., oct. 10 - sáb., oct. 17
TAP AIR PORTUGAL Logo
6:00 pm - 11:40 am
ORD
-
FNC
11h 40m
1 stop
TAP AIR PORTUGAL Logo
9:55 pm - 4:00 pm
FNC
-
ORD
24h 05m
1 stop
$828TAP AIR PORTUGAL
jue., sep. 17 - mar., sep. 22
Multiple Airlines Logo
6:35 pm - 12:25 pm
ORD
-
FNC
35h 50m
2 stops
Multiple Airlines Logo
11:20 am - 9:05 am
FNC
-
ORD
27h 45m
2 stops
$838Multiple Airlines
mar., oct. 13 - dom., oct. 18
TAP AIR PORTUGAL Logo
6:05 pm - 11:40 am
ORD
-
FNC
11h 35m
1 stop
TAP AIR PORTUGAL Logo
4:05 am - 4:05 pm
FNC
-
ORD
18h 00m
1 stop
$852TAP AIR PORTUGAL
sáb., oct. 10 - sáb., oct. 17
TAP AIR PORTUGAL Logo
6:00 pm - 11:40 am
ORD
-
FNC
11h 40m
1 stop
TAP AIR PORTUGAL Logo
9:55 pm - 4:00 pm
FNC
-
ORD
24h 05m
1 stop
$861TAP AIR PORTUGAL
jue., sep. 24 - mar., sep. 29
TAP AIR PORTUGAL Logo
6:00 pm - 1:15 pm
ORD
-
FNC
13h 15m
1 stop
TAP AIR PORTUGAL Logo
7:35 pm - 4:00 pm
FNC
-
ORD
26h 25m
1 stop
$871TAP AIR PORTUGAL
jue., sep. 24 - mar., sep. 29
TAP AIR PORTUGAL Logo
6:00 pm - 1:15 pm
ORD
-
FNC
13h 15m
1 stop
TAP AIR PORTUGAL Logo
9:55 pm - 4:00 pm
FNC
-
ORD
24h 05m
1 stop
$881TAP AIR PORTUGAL
vie., sep. 25 - sáb., oct. 3

TAP AIR PORTUGAL flights from Chicago to Madeira

Our best TAP AIR PORTUGAL deals on Chicago to Madeira flight tickets
TAP AIR PORTUGAL
Oct 10
ORD6:05 pmChicago O'Hare Intl
11h 35m
1 stop
FNC11:40 amFunchal Madeira
Oct 17
FNC9:55 pmFunchal Madeira
24h 05m
1 stop
ORD4:00 pmChicago O'Hare Intl
$819
TAP AIR PORTUGAL
Oct 10
ORD6:05 pmChicago O'Hare Intl
11h 35m
1 stop
FNC11:40 amFunchal Madeira
Oct 17
FNC7:35 pmFunchal Madeira
26h 25m
1 stop
ORD4:00 pmChicago O'Hare Intl
$826
TAP AIR PORTUGAL
Sep 17
ORD6:00 pmChicago O'Hare Intl
11h 40m
1 stop
FNC11:40 amFunchal Madeira
Sep 22
FNC9:55 pmFunchal Madeira
24h 05m
1 stop
ORD4:00 pmChicago O'Hare Intl
$828

British Airways flights from Chicago to Madeira

Our best British Airways deals on Chicago to Madeira flight tickets
British Airways
May 4
ORD7:05 pmChicago O'Hare Intl
17h 30m
1 stop
FNC6:35 pmFunchal Madeira
May 11
FNC6:55 pmFunchal Madeira
27h 00m
1 stop
ORD3:55 pmChicago O'Hare Intl
$820
British Airways
May 8
ORD9:15 pmChicago O'Hare Intl
33h 20m
1 stop
FNC12:35 pmFunchal Madeira
May 15
FNC1:10 pmFunchal Madeira
30h 40m
1 stop
ORD1:50 pmChicago O'Hare Intl
$950

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 abril 26, 2026.
Use the filters below to find and compare flights from Chicago 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

lun. 10/5

6:35 pm-12:55 pm

2 stops36h 20m

Funchal Madeira

jue. 10/15

1:05 pm-9:05 am

2 stops26h 00m

$817

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

jue. 10/15

6:00 am-10:00 am

2 stops46h 00m

Funchal Madeira

mar. 10/27

3:00 pm-9:33 pm

2 stops35h 33m

$822

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

jue. 10/15

6:00 am-10:00 am

2 stops46h 00m

Funchal Madeira

mar. 10/27

3:00 pm-9:33 pm

2 stops35h 33m

$823

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

sáb. 10/10

6:05 pm-11:40 am

1 stop11h 35m

Funchal Madeira

sáb. 10/17

7:35 pm-4:00 pm

1 stop26h 25m

$826

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

jue. 9/17

6:00 pm-11:40 am

1 stop11h 40m

Funchal Madeira

mar. 9/22

9:55 pm-4:00 pm

1 stop24h 05m

$828

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

mar. 10/13

6:35 pm-12:25 pm

2 stops35h 50m

Funchal Madeira

dom. 10/18

11:20 am-9:05 am

2 stops27h 45m

$838
Quickest round-trip

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

sáb. 10/10

6:05 pm-11:40 am

1 stop11h 35m

Funchal Madeira

sáb. 10/17

4:05 am-4:05 pm

1 stop18h 00m

$852

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

jue. 9/24

6:00 pm-11:40 am

1 stop11h 40m

Funchal Madeira

mar. 9/29

9:55 pm-4:00 pm

1 stop24h 05m

$861

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

jue. 9/24

6:00 pm-1:15 pm

1 stop13h 15m

Funchal Madeira

mar. 9/29

7:35 pm-4:00 pm

1 stop26h 25m

$871

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

vie. 9/25

6:00 pm-1:15 pm

1 stop13h 15m

Funchal Madeira

sáb. 10/3

9:55 pm-4:00 pm

1 stop24h 05m

$881

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Madeira from

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.

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

11h 35m

Direct flights

None
The fastest flight from Chicago to Madeira takes 11h 35m
There are no direct flights from Chicago to Madeira. There are no popular flight routes from Chicago to Madeira.
Search flight deals

Frequently asked questions about flying from Chicago to Madeira

  • 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?

  • 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 PORTUGALPriceFrom $548Free CancellationRating
7.1
2,223 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.

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mar. 5/26
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