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Cheap flights from Chicago O'Hare Intl Airport to Madeira from $365

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.
KLM Logo
4:25 pm - 9:35 amORD-FNC
35h 10m1 stop
KLM Logo
10:20 am - 3:20 pmFNC-ORD
34h 00m1 stop
$486KLM
Find Deal
Mon, Mar 2 - Thu, Mar 12
KLM Logo
2:21 pm - 9:35 amORD-FNC
37h 14m2 stops
KLM Logo
10:20 am - 3:20 pmFNC-ORD
34h 00m1 stop
$490KLM
Find Deal
Mon, Mar 2 - Thu, Mar 12
Multiple Airlines Logo
6:40 pm - 1:30 pmORD-FNC
13h 50m1 stop
Multiple Airlines Logo
4:55 pm - 2:50 pmFNC-ORD
26h 55m1 stop
$493Multiple Airlines
Find Deal
Tue, Mar 10 - Mon, Mar 16
KLM Logo
4:25 pm - 9:35 amORD-FNC
35h 10m1 stop
KLM Logo
10:25 am - 10:00 amFNC-ORD
28h 35m2 stops
$496KLM
Find Deal
Mon, Mar 2 - Wed, Mar 11
KLM Logo
2:11 pm - 9:35 amORD-FNC
37h 24m2 stops
KLM Logo
10:25 am - 4:43 pmFNC-ORD
35h 18m2 stops
$500KLM
Find Deal
Mon, Mar 2 - Wed, Mar 11
KLM Logo
5:53 pm - 9:35 amORD-FNC
57h 42m2 stops
KLM Logo
10:20 am - 3:20 pmFNC-ORD
34h 00m1 stop
$501KLM
Find Deal
Sun, Mar 1 - Thu, Mar 12
KLM Logo
5:53 pm - 9:35 amORD-FNC
57h 42m2 stops
KLM Logo
10:25 am - 10:00 amFNC-ORD
28h 35m2 stops
$506KLM
Find Deal
Sun, Mar 1 - Wed, Mar 11
British Airways Logo
11:40 am - 3:05 pmORD-FNC
22h 25m2 stops
British Airways Logo
4:55 pm - 2:50 pmFNC-ORD
26h 55m1 stop
$507British Airways
Find Deal
Tue, Mar 10 - Mon, Mar 16
KLM Logo
1:55 pm - 5:10 pmORD-FNC
21h 15m2 stops
KLM Logo
10:20 am - 2:20 pmFNC-ORD
34h 00m1 stop
$518KLM
Find Deal
Thu, Jan 15 - Thu, Jan 22
TAP AIR PORTUGAL Logo
8:15 pm - 1:40 pmORD-FNC
11h 25m1 stop
TAP AIR PORTUGAL Logo
7:50 am - 3:25 pmFNC-ORD
13h 35m1 stop
$526TAP AIR PORTUGAL
Find Deal
Fri, Jan 16 - Fri, Jan 23

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
Jan 16
ORD8:15 pmChicago O'Hare Intl
11h 25m
1 stop
FNC1:40 pmFunchal Madeira
Jan 23
FNC7:50 amFunchal Madeira
13h 35m
1 stop
ORD3:25 pmChicago O'Hare Intl
$526
Find similar
TAP AIR PORTUGAL
Mar 1
ORD8:25 pmChicago O'Hare Intl
14h 25m
1 stop
FNC4:50 pmFunchal Madeira
Mar 11
FNC4:10 amFunchal Madeira
16h 50m
1 stop
ORD4:00 pmChicago O'Hare Intl
$549
Find similar
TAP AIR PORTUGAL
Jan 9
ORD8:15 pmChicago O'Hare Intl
18h 10m
1 stop
FNC8:25 pmFunchal Madeira
Jan 16
FNC7:50 amFunchal Madeira
13h 35m
1 stop
ORD3:25 pmChicago O'Hare Intl
$552
Find similar

British Airways flights from Chicago O'Hare Intl Airport to Madeira

Our best British Airways deals on Chicago O'Hare Intl Airport to Madeira flight tickets
British Airways
Mar 10
ORD11:40 amChicago O'Hare Intl
22h 25m
2 stops
FNC3:05 pmFunchal Madeira
Mar 16
FNC4:55 pmFunchal Madeira
26h 55m
1 stop
ORD2:50 pmChicago O'Hare Intl
$507
Find similar
British Airways
Mar 10
ORD4:48 pmChicago O'Hare Intl
17h 17m
2 stops
FNC3:05 pmFunchal Madeira
Mar 16
FNC4:55 pmFunchal Madeira
31h 34m
2 stops
ORD7:29 pmChicago O'Hare Intl
$560
Find similar
British Airways
Jan 16
ORD5:10 pmChicago O'Hare Intl
16h 55m
1 stop
FNC4:05 pmFunchal Madeira
Jan 24
FNC4:55 pmFunchal Madeira
30h 47m
2 stops
ORD5:42 pmChicago O'Hare Intl
$598
Find similar

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 December 3, 2025.
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

Mon 3/2

4:25 pm-9:35 am

1 stop35h 10m

Funchal Madeira

Thu 3/12

10:20 am-3:20 pm

1 stop34h 00m

$486

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Mon 3/2

2:21 pm-9:35 am

2 stops37h 14m

Funchal Madeira

Thu 3/12

10:20 am-3:20 pm

1 stop34h 00m

$490

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Tue 3/10

6:40 pm-1:30 pm

1 stop13h 50m

Funchal Madeira

Mon 3/16

4:55 pm-2:50 pm

1 stop26h 55m

$493

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Mon 3/2

4:25 pm-9:35 am

1 stop35h 10m

Funchal Madeira

Wed 3/11

10:25 am-10:00 am

2 stops28h 35m

$496

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Mon 3/2

2:11 pm-9:35 am

2 stops37h 24m

Funchal Madeira

Wed 3/11

10:25 am-4:43 pm

2 stops35h 18m

$500

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 3/1

5:53 pm-9:35 am

2 stops57h 42m

Funchal Madeira

Thu 3/12

10:20 am-3:20 pm

1 stop34h 00m

$501

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 3/1

5:53 pm-9:35 am

2 stops57h 42m

Funchal Madeira

Wed 3/11

10:25 am-10:00 am

2 stops28h 35m

$506

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Tue 3/10

11:40 am-3:05 pm

2 stops22h 25m

Funchal Madeira

Mon 3/16

4:55 pm-2:50 pm

1 stop26h 55m

$507

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 1/15

1:55 pm-5:10 pm

2 stops21h 15m

Funchal Madeira

Thu 1/22

10:20 am-2:20 pm

1 stop34h 00m

$518

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 1/16

8:15 pm-1:40 pm

1 stop11h 25m

Funchal Madeira

Fri 1/23

7:50 am-3:25 pm

1 stop13h 35m

$526

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 November. Flight prices, which tend to average around $613, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to Madeira from Chicago O'Hare Intl Airport during April instead. Flights to Madeira in April, while not as cheap as those in November, still average around $653.

What is the cheapest day to depart on your flight to Madeira?

On average, the least expensive day to fly to Madeira from Chicago O'Hare Intl Airport is on a Thursday. momondo users have found tickets for Thursday departures for as low as $869. However, this price may fluctuate depending on the airline, the season, and holidays. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $1,342. These prices are subject to change though, so be sure to set up a Price Alert for flights to Madeira.

What is the cheapest time of day to depart on your flight to Madeira?

Flying to Madeira from Chicago O'Hare Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $786 when looking at flights departing in the evening. In the afternoon is when there is more demand to fly to Madeira, so prices are often more expensive at around $1,073 per ticket.

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 $906 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 $541 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 25m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Madeira takes 11h 25m
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
2,081 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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