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Funchal

$412+ Cheap flights from Chicago (CHI) to Funchal (FNC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FNC
Mar 21 — Mar 281
Sat 3/21
Sat 3/28
1 adult, Economy
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Cheap flight deals from Chicago to Funchal

Cheapest flights from Chicago to Funchal
Explore the most affordable flight options available from Chicago to Funchal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 19, 2026.

This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/154:30 pm
ORD
-
FNC
1 stop13h 55m
Multiple Airlines
Wed 4/221:35 pm
FNC
-
ORD
2 stops24h 50m
Multiple Airlines
Deal found 2/19$505
This Iberia deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/124:55 pm
ORD
-
FNC
1 stop13h 45m
Iberia
Mon 4/201:20 pm
FNC
-
ORD
2 stops38h 01m
Iberia
Deal found 2/18$516
This oojo deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:00 pm
ORD
-
FNC
1 stop19h 25m
TAP AIR PORTUGAL
Tue 11/34:10 am
FNC
-
ORD
1 stop16h 50m
TAP AIR PORTUGAL
Deal found 2/18$531
This Flysmarter deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:05 pm
ORD
-
FNC
1 stop17h 05m
British Airways
Mon 4/207:00 pm
FNC
-
ORD
1 stop26h 55m
British Airways
Deal found 2/17$535
This Mytrip deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:25 pm
ORD
-
FNC
2 stops23h 50m
Multiple Airlines
Thu 4/166:05 am
FNC
-
ORD
2 stops18h 10m
Multiple Airlines
Deal found 2/17$539
This BusinessClass deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:30 pm
ORD
-
FNC
1 stop34h 50m
Multiple Airlines
Wed 2/252:10 pm
FNC
-
ORD
1 stop30h 45m
Multiple Airlines
Deal found 2/17$540
This Orbitz deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:30 pm
ORD
-
FNC
1 stop15h 40m
British Airways
Mon 3/95:05 pm
FNC
-
ORD
1 stop26h 45m
British Airways
Deal found 2/17$541
This British Airways deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:10 pm
ORD
-
FNC
1 stop15h 05m
British Airways
Thu 11/55:00 pm
FNC
-
ORD
1 stop31h 45m
British Airways
Deal found 2/18$542
This FlightHub deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:04 am
ORD
-
FNC
2 stops27h 16m
Scandinavian Airlines
Sat 4/255:40 pm
FNC
-
ORD
2 stops52h 30m
Scandinavian Airlines
Deal found 2/15$543

Find flight deals from Chicago to Funchal

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Funchal (FNC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$494
(KLM)

One-way from

$412
(FlightHub)

Popular in

December

Cheapest in

January

Average price

$692
Provider with most accurate pricing for Chicago (CHI)-Funchal Madeira flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Funchal Madeira flights.
Search Deals
From Chicago (CHI) to Funchal Madeira
Search Deals
One-way flight from Chicago (CHI) to Funchal Madeira
Search Deals
High demand for flights, 6% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated February 19, 2026.
Use the filters below to find and compare flights from Chicago to Funchal that are best for you.

Fly from

Chicago

Fly to

Funchal

Route

Depart

Return

Price

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 4/15

4:30 pm-12:25 pm

1 stop13h 55m

Funchal Madeira

Wed 4/22

1:35 pm-8:25 am

2 stops24h 50m

$505

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 4/17

6:04 am-3:20 pm

2 stops27h 16m

Funchal Madeira

Sat 4/25

5:40 pm-4:10 pm

2 stops52h 30m

$543

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 4/5

9:15 pm-11:25 am

1 stop32h 10m

Funchal Madeira

Tue 4/14

12:15 pm-1:50 pm

1 stop31h 35m

$582

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 4/22

6:00 pm-3:35 pm

1 stop15h 35m

Funchal Madeira

Thu 4/30

9:50 pm-4:00 pm

1 stop24h 10m

$586

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 5/10

6:00 pm-6:35 pm

1 stop18h 35m

Funchal Madeira

Sat 5/16

4:05 am-4:05 pm

1 stop18h 00m

$626

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Tue 3/17

6:01 pm-8:45 pm

2 stops21h 44m

Funchal Madeira

Thu 3/26

4:10 am-12:22 am

2 stops25h 12m

$636

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 4/3

7:05 pm-12:20 pm

1 stop35h 15m

Funchal Madeira

Tue 4/14

12:15 pm-1:50 pm

1 stop31h 35m

$645

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sat 4/4

6:05 pm-7:50 am

1 stop31h 45m

$412

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 4/5

6:00 pm-1:05 pm

1 stop13h 05m

$455

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 4/1

6:00 pm-3:35 pm

1 stop15h 35m

$455

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 14 results
1
2

Compare providers for flights from Chicago to Funchal

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Funchal in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Funchal flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Funchal flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Funchal flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Funchal flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Funchal flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Funchal

Have a flexible travel schedule? Discover the best time to fly to Funchal from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Funchal

What is the cheapest month to book a flight from Chicago to Funchal?

Currently, October is the cheapest month in which you can book a flight from Chicago to Funchal (average of $475). Flying from Chicago to Funchal in December is currently the most expensive (average of $966). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Chicago to Funchal?

Reviews of airlines servicing Funchal

Get insights into the airlines that provide service to Funchal. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Funchal. Reviews last updated February 19, 2026.
Peruse reviews from past customers who have flown with TAP AIR PORTUGAL from Chicago to Funchal to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
TAP AIR PORTUGAL
7.1
Good
2,144 reviews

Crew

7.8

Entertainment

6.3

Food

6.2

Boarding

7.0

Overall

7.1

Comfort

7.1

Reviews

1 / 20
8.0
Excellent

Michael,Dec 2025

FNC - LIS

Long wait standing after checking in at the gate Limited juice selection.
TAP AIR PORTUGAL
7.1
Good
2,144 reviews
TAP AIR PORTUGAL
7.1
Good
2,144 reviews

Crew

7.8

Entertainment

6.3

Food

6.2

Boarding

7.0

Overall

7.1

Comfort

7.1

Reviews

1 / 20
8.0
Excellent

Michael,Dec 2025

FNC - LIS

Long wait standing after checking in at the gate Limited juice selection.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Funchal. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Funchal from Chicago?

    If you book a flight to Funchal from Chicago, you will be flying to Madeira, which is the city’s only airport. Funchal Madeira (FNC) is located 9.0 mi from the center of Funchal. There are 0 flights from Chicago to Madeira per day from 1 airline.

  • What is the cheapest airline to fly from Chicago to Funchal round-trip?

    Our cheapest airline available from Chicago to Funchal is TAP AIR PORTUGAL. Our recent data shows that you can find tickets from as low as $548 on this airline. TAP AIR PORTUGAL is currently priced 35% below the average price you’ll pay for this route.

  • Can I find deals for flights from Chicago to Funchal that include hotel bookings?

    Yes. In addition to deals on Chicago to Funchal flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Funchal?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Funchal.

  • Can I find deals for business class flights from Chicago to Funchal?

    Yes. Cheapflights offers flight deals from Chicago to Funchal by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Funchal?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Funchal (average of $475). Flying from Chicago to Funchal in December is currently the most expensive (average of $966). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Funchal

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Funchal flights

Top airline flying from Chicago to Funchal

Discover the top airline that operate flights from Chicago to Funchal. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$548Average$899FlexibilityNo cancel feeOn-timeN/A

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