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Cheap flights from Chicago to Funchal from $374

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 to Funchal departing on 2/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Funchal

Cheap round-trip flights

TAP AIR PORTUGAL Logo
8:15 pm - 8:25 pmORD-FNC
18h 10m1 stop
TAP AIR PORTUGAL Logo
4:10 am - 3:15 pmFNC-ORD
17h 05m1 stop
$527TAP AIR PORTUGAL
Find Deal
Fri, Dec 5 - Thu, Dec 11
KLM Logo
2:30 pm - 5:10 pmORD-FNC
20h 40m2 stops
KLM Logo
10:20 am - 2:20 pmFNC-ORD
34h 00m1 stop
$541KLM
Find Deal
Thu, Nov 13 - Thu, Nov 20
KLM Logo
2:30 pm - 5:10 pmORD-FNC
20h 40m2 stops
KLM Logo
10:20 am - 12:02 amFNC-ORD
19h 42m2 stops
$551KLM
Find Deal
Thu, Nov 13 - Thu, Nov 20
British Airways Logo
5:10 pm - 4:20 pmORD-FNC
17h 10m1 stop
British Airways Logo
4:55 pm - 1:50 pmFNC-ORD
26h 55m1 stop
$555British Airways
Find Deal
Thu, Nov 6 - Mon, Nov 17
TAP AIR PORTUGAL Logo
6:00 pm - 1:25 pmORD-FNC
13h 25m1 stop
TAP AIR PORTUGAL Logo
5:50 am - 12:35 pmFNC-ORD
12h 45m1 stop
$570TAP AIR PORTUGAL
Find Deal
Thu, Oct 16 - Thu, Oct 23
KLM Logo
5:50 pm - 5:50 pmORD-FNC
18h 00m2 stops
KLM Logo
6:00 pm - 2:20 pmFNC-ORD
26h 20m1 stop
$591KLM
Find Deal
Fri, Dec 5 - Fri, Dec 12
KLM Logo
6:03 pm - 5:50 pmORD-FNC
17h 47m2 stops
KLM Logo
6:40 pm - 4:52 pmFNC-ORD
28h 12m2 stops
$601KLM
Find Deal
Fri, Nov 14 - Sat, Nov 22
Logo
7:50 pm - 8:40 pmORD-FNC
19h 50m2 stops
Logo
6:25 pm - 8:05 pmFNC-ORD
31h 40m2 stops
$619
Find Deal
Wed, Oct 29 - Wed, Nov 5
British Airways Logo
11:48 am - 4:20 pmORD-FNC
22h 32m2 stops
British Airways Logo
4:55 pm - 1:50 pmFNC-ORD
26h 55m1 stop
$630British Airways
Find Deal
Thu, Nov 6 - Mon, Nov 17
KLM Logo
6:03 pm - 9:35 amORD-FNC
57h 32m2 stops
KLM Logo
10:10 am - 2:20 pmFNC-ORD
34h 10m1 stop
$645KLM
Find Deal
Sun, Nov 23 - Sun, Nov 30

KLM flights from Chicago to Funchal

Our best KLM deals on Chicago to Funchal flight tickets
KLM
Nov 13
ORD2:30 pmChicago O'Hare Intl
20h 40m
2 stops
FNC5:10 pmFunchal Madeira
Nov 20
FNC10:20 amFunchal Madeira
34h 00m
1 stop
ORD2:20 pmChicago O'Hare Intl
$541
Find similar
KLM
Nov 13
ORD2:30 pmChicago O'Hare Intl
20h 40m
2 stops
FNC5:10 pmFunchal Madeira
Nov 20
FNC10:20 amFunchal Madeira
19h 42m
2 stops
ORD12:02 amChicago O'Hare Intl
$551
Find similar
KLM
Dec 5
ORD5:50 pmChicago O'Hare Intl
18h 00m
2 stops
FNC5:50 pmFunchal Madeira
Dec 12
FNC6:00 pmFunchal Madeira
26h 20m
1 stop
ORD2:20 pmChicago O'Hare Intl
$591
Find similar

TAP AIR PORTUGAL flights from Chicago to Funchal

Our best TAP AIR PORTUGAL deals on Chicago to Funchal flight tickets
TAP AIR PORTUGAL
Dec 5
ORD8:15 pmChicago O'Hare Intl
18h 10m
1 stop
FNC8:25 pmFunchal Madeira
Dec 11
FNC4:10 amFunchal Madeira
17h 05m
1 stop
ORD3:15 pmChicago O'Hare Intl
$527
Find similar
TAP AIR PORTUGAL
Oct 16
ORD6:00 pmChicago O'Hare Intl
13h 25m
1 stop
FNC1:25 pmFunchal Madeira
Oct 23
FNC5:50 amFunchal Madeira
12h 45m
1 stop
ORD12:35 pmChicago O'Hare Intl
$570
Find similar
TAP AIR PORTUGAL
Oct 16
ORD6:00 pmChicago O'Hare Intl
11h 40m
1 stop
FNC11:40 amFunchal Madeira
Oct 24
FNC4:05 amFunchal Madeira
18h 05m
1 stop
ORD4:10 pmChicago O'Hare Intl
$720
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Funchal 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 September 15, 2025.
Use the filters below to find and compare flights from Chicago to Funchal that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 12/5

8:15 pm-8:25 pm

1 stop18h 10m

Funchal Madeira

Thu 12/11

4:10 am-3:15 pm

1 stop17h 05m

$527

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 11/13

2:30 pm-5:10 pm

2 stops20h 40m

Funchal Madeira

Thu 11/20

10:20 am-2:20 pm

1 stop34h 00m

$541

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 11/13

2:30 pm-5:10 pm

2 stops20h 40m

Funchal Madeira

Thu 11/20

10:20 am-12:02 am

2 stops19h 42m

$551

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 11/6

5:10 pm-4:20 pm

1 stop17h 10m

Funchal Madeira

Mon 11/17

4:55 pm-1:50 pm

1 stop26h 55m

$555

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 10/16

6:00 pm-1:25 pm

1 stop13h 25m

Funchal Madeira

Thu 10/23

5:50 am-12:35 pm

1 stop12h 45m

$570

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 12/5

5:50 pm-5:50 pm

2 stops18h 00m

Funchal Madeira

Fri 12/12

6:00 pm-2:20 pm

1 stop26h 20m

$591

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 11/14

6:03 pm-5:50 pm

2 stops17h 47m

Funchal Madeira

Sat 11/22

6:40 pm-4:52 pm

2 stops28h 12m

$601

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 10/29

7:50 pm-8:40 pm

2 stops19h 50m

Funchal Madeira

Wed 11/5

6:25 pm-8:05 pm

2 stops31h 40m

$619

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 11/6

11:48 am-4:20 pm

2 stops22h 32m

Funchal Madeira

Mon 11/17

4:55 pm-1:50 pm

1 stop26h 55m

$630

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 11/23

6:03 pm-9:35 am

2 stops57h 32m

Funchal Madeira

Sun 11/30

10:10 am-2:20 pm

1 stop34h 10m

$645

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Funchal from

How to get the cheapest flight ticket from Chicago to Funchal

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 typical price of a round-trip flight between Chicago and Funchal?

What is the cheapest month to fly to Funchal?

The cheapest month to fly to Funchal from Chicago is in November. Flight prices, which tend to average around $655, 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 Funchal from Chicago during October instead. Flights to Funchal in October, while not as cheap as those in November, still average around $699.

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

The cheapest day to depart from Chicago to Funchal is on a Wednesday when prices can be found for as low as $768. The most expensive day to fly to Funchal is Friday, with ticket prices averaging around $1,261.

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

Our most recent data shows that the best time of day to fly to Funchal is at noon. Flights from Chicago to Funchal during this time can be as low as $648. Flights in the afternoon are often more expensive with an average ticket price of $1,012.

When to book flights from Chicago to Funchal

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Funchal according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Funchal (CHI to FNC) flight deals and tips

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

Direct flights

None
There are no direct flights from Chicago to Funchal. There are no popular flight routes from Chicago to Funchal.
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  • How far is Chicago to Funchal Madeira by plane?

    The straight-line distance from Chicago to Funchal Madeira is 3828.3 mi. In terms of flight time, this usually takes a little over 11h 40m.

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

    Prices for flights from Chicago to Funchal Madeira Airport refresh daily.

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

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

    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 to Funchal Madeira Airport.

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

    The required travel and health documents for your Funchal Madeira Airport 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 Funchal Madeira Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Funchal?

Best airlines flying from Chicago to Funchal

Compare and see reviews for airlines that fly from Chicago to Funchal with momondo
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $594Free CancellationRating
7.1
1,975 reviews
Search TAP AIR PORTUGAL flights

Traveling to a place near Funchal?

Book flights to Funchal if you plan to visit one of these locations
Machico
Santa Cruz
Porto Moniz
São Vicente
Câmara de Lobos
Ponta do Sol

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Funchal from Chicago.

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

Flights from Chicago to Funchal with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Funchal.

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

Yes. momondo can track prices for Chicago to Funchal 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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Find better results for your trip to Portugal

Airports servicing Madeira

Porto Santo Airport