HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madeira

$435+ Cheap flights from Chicago (CHI) to Madeira

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 7/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FNC
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Madeira with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Madeira

Keep the following information in mind while searching for Chicago to Madeira flight deals. Data was last updated April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$699
(Trip.com)

One-way from

$435
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$1,053
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 Madeira
Search Deals
One-way flight from Chicago (CHI) to Madeira
Search Deals
High demand for flights, 3% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Chicago to Madeira

Cheapest flights from Chicago to Madeira
Explore the most affordable flight options available from Chicago to Madeira. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 3, 2025.

This Priceline deal was found by Cheapflights users on 4/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/126:00 pmORD - FNC
1 stop18h 25mTAP AIR PORTUGAL
Tue 10/212:25 pmFNC - ORD
1 stop31h 45mTAP AIR PORTUGAL
Deal found 4/1$610
This Orbitz deal was found by Cheapflights users on 3/31. 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 5/711:45 amORD - FNC
2 stops18h 40mIberia
Sat 5/1712:15 pmFNC - ORD
1 stop32h 00mIberia
Deal found 3/31$634
This Gurufare deal was found by Cheapflights users on 4/2. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/299:45 pmORD - FNC
1 stop31h 45mBritish Airways
Sat 12/64:45 pmFNC - ORD
1 stop32h 00mBritish Airways
Deal found 4/2$663
This SWISS deal was found by Cheapflights users on 4/1. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/42:20 pmORD - FNC
1 stop36h 55mSWISS
Mon 5/1210:45 amFNC - ORD
1 stop35h 10mSWISS
Deal found 4/1$816
This Mytrip deal was found by Cheapflights users on 4/1. 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.
Wed 4/235:45 pmORD - FNC
2 stops17h 05mMultiple Airlines
Sat 4/2612:10 amFNC - ORD
3 stops37h 54mMultiple Airlines
Deal found 4/1$839
This Lufthansa deal was found by Cheapflights users on 4/2. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2410:30 pmORD - FNC
1 stop34h 10mLufthansa
Wed 10/15:20 pmFNC - ORD
1 stop25h 35mLufthansa
Deal found 4/2$929
This KAYAK deal was found by Cheapflights users on 4/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/87:15 pmORD - FNC
2 stops39h 35mScandinavian Airlines
Sat 5/175:40 pmFNC - ORD
2 stops52h 30mScandinavian Airlines
Deal found 4/1$1,039
This United Airlines deal was found by Cheapflights users on 4/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/284:45 pmORD - FNC
1 stop10h 00mUnited Airlines
Sun 9/711:30 amFNC - ORD
2 stops15h 46mUnited Airlines
Deal found 4/2$1,069
This Air Canada deal was found by Cheapflights users on 4/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/243:40 pmORD - FNC
2 stops15h 45mAir Canada
Wed 10/15:50 amFNC - ORD
3 stops19h 39mAir Canada
Deal found 4/2$1,139

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated April 3, 2025.
Use the filters below to find and compare flights from Chicago to Madeira that are best for you.

Fly from

Chicago

Fly to

Madeira

Route

Depart

Return

Price

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 5/7

11:45 am-12:25 pm

2 stops18h 40m

Funchal Madeira

Sat 5/17

12:15 pm-2:15 pm

1 stop32h 00m

$634

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 5/7

9:15 pm-12:05 pm

1 stop32h 50m

Funchal Madeira

Sat 5/17

1:10 pm-3:55 pm

1 stop32h 45m

$690

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sun 5/4

2:20 pm-9:15 am

1 stop36h 55m

Funchal Madeira

Mon 5/12

10:45 am-3:55 pm

1 stop35h 10m

$816

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 4/23

5:45 pm-4:50 pm

2 stops17h 05m

Funchal Madeira

Sat 4/26

12:10 am-8:04 am

3 stops37h 54m

$839

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 5/7

10:30 pm-2:40 pm

1 stop34h 10m

Funchal Madeira

Sat 5/17

5:25 pm-12:30 pm

1 stop25h 05m

$969

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Fri 5/9

6:00 pm-11:40 am

1 stop11h 40m

Funchal Madeira

Thu 5/15

7:25 pm-4:10 pm

1 stop26h 45m

$987

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 5/8

7:15 pm-4:50 pm

2 stops39h 35m

Funchal Madeira

Sat 5/17

5:40 pm-4:10 pm

2 stops52h 30m

$1,039

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Wed 5/14

8:40 am-1:25 pm

2 stops22h 45m

Funchal Madeira

Wed 5/21

5:50 am-7:30 pm

3 stops19h 40m

$1,539

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Thu 5/8

4:20 pm-9:40 am

1 stop35h 20m

Funchal Madeira

Sat 5/17

10:25 am-11:17 pm

2 stops18h 52m

$2,223

ChicagoFunchal

ORD - FNC

ORDFNC

Chicago O'Hare Intl

Sat 5/3

5:10 pm-6:10 pm

2 stops43h 00m

$525

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 16 results
1
2

Best time to book a flight from Chicago to Madeira

Have a flexible travel schedule? Discover the best time to fly to Madeira 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 Madeira

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Madeira (average of $598). Flying from Chicago to Madeira in June is currently the most expensive (average of $1,089). 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.

Rainfall in Madeira by month

Plan your trip to Madeira by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Madeira ranges from 0.1 - 4.3 inches per month. December is typically the wettest month, when rainfall can reach 4.3 in. July is typically the driest time to visit Madeira when rainfall is around 0.1 in.

Temperature in Madeira by month

Plan your trip to Madeira by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Madeira, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Madeira

Get insights into the airlines that provide service to Madeira. 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 Madeira. Reviews last updated April 3, 2025.
KLM
7.8
Good
1,323 reviews

Boarding

7.8

Entertainment

7.2

Comfort

7.7

Overall

7.8

Food

7.3

Crew

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
KLM
7.8
Good
1,323 reviews
KLM
7.8
Good
1,323 reviews

Boarding

7.8

Entertainment

7.2

Comfort

7.7

Overall

7.8

Food

7.3

Crew

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
SWISS
7.5
Good
1,574 reviews
KLM
7.8
Good
1,323 reviews

Boarding

7.8

Entertainment

7.2

Comfort

7.7

Overall

7.8

Food

7.3

Crew

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
United Airlines
7.4
Good
8,616 reviews
KLM
7.8
Good
1,323 reviews

Boarding

7.8

Entertainment

7.2

Comfort

7.7

Overall

7.8

Food

7.3

Crew

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
Turkish Airlines
7.3
Good
3,750 reviews
KLM
7.8
Good
1,323 reviews

Boarding

7.8

Entertainment

7.2

Comfort

7.7

Overall

7.8

Food

7.3

Crew

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.
TAP AIR PORTUGAL
7.1
Good
1,833 reviews
KLM
7.8
Good
1,323 reviews

Boarding

7.8

Entertainment

7.2

Comfort

7.7

Overall

7.8

Food

7.3

Crew

8.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LBA - AMS

Overall, the flight from Leeds Bradford to Amsterdam was at expected. The crew were efficient at boarding and professional on board. The only issue was extremely slow check in at Leeds Bradford which was very frustrating.

Related info for your journey

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

  • What are the cheapest airlines to fly from Chicago to Madeira one-way?

    The cheapest airline one-way is British Airways, with whom users have recently found tickets for as low as $525. However, be on the lookout for offers from TAP AIR PORTUGAL and Iberia, as they are both options that can get you from Chicago to Madeira for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Madeira 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 Madeira?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Madeira (average of $598). Flying from Chicago to Madeira in June is currently the most expensive (average of $1,089). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Chicago to Madeira

Discover the top 2 airlines that operate flights from Chicago to Madeira. 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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$547Average$1,053FlexibilityNo cancel feeOn-time70%
TAP AIR PORTUGALCheapest$614Average$952FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.