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$296+ Cheap flights from Madrid, Spain (MAD) to Chicago (CHI)

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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
MAD — CHI
Dec 1 — Dec 81
Mon 12/1
Mon 12/8
1 adult, Economy
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Cheapflights Tip: The best prices from Madrid Barajas to Chicago are usually found in February or November, booked 56 days in advance, depart on a Monday or Thursday and return on a Wednesday

Find flight deals from Madrid to Chicago

Cheapest flights from Madrid to Chicago
Explore the most affordable flight options available from Madrid to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 1, 2025.

This Expedia deal was found by Cheapflights users on 10/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:35 amMAD - ORD
Nonstop9h 55mBritish Airways
Mon 12/84:45 pmORD - MAD
Nonstop8h 10mBritish Airways
Deal found 10/29$489
This Booking.com deal was found by Cheapflights users on 10/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:55 amMAD - ORD
2 stops16h 00mAir Canada
Wed 12/312:50 pmORD - MAD
1 stop12h 10mAir Canada
Deal found 10/29$490
This Flysmarter deal was found by Cheapflights users on 10/29. 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.
Fri 12/57:25 amMAD - ORD
2 stops17h 23mAir Canada
Sun 12/77:20 amORD - MAD
2 stops17h 40mAir Canada
Deal found 10/29$494
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/171:45 pmMAD - ORD
1 stop13h 20mMultiple Airlines
Wed 12/316:50 pmORD - MAD
1 stop31h 30mMultiple Airlines
Deal found 10/30$495
This lol.travel deal was found by Cheapflights users on 10/31. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amMAD - ORD
2 stops15h 55mAir Canada
Thu 11/2712:50 pmORD - MAD
1 stop12h 10mAir Canada
Deal found 10/31$497
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 amMAD - ORD
1 stop15h 20mDelta
Mon 12/85:20 pmORD - MAD
1 stop11h 10mDelta
Deal found 10/30$498
This Booking.com deal was found by Cheapflights users on 10/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2412:00 pmMAD - ORD
Nonstop9h 55mFinnair
Mon 12/85:40 pmORD - MAD
Nonstop8h 10mFinnair
Deal found 10/29$501
This oojo deal was found by Cheapflights users on 10/30. 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.
Tue 12/235:00 pmMAD - ORD
1 stop30h 45mScandinavian Airlines
Wed 12/317:20 pmORD - MAD
1 stop13h 50mScandinavian Airlines
Deal found 10/30$502
This Delta deal was found by Cheapflights users on 10/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amMAD - MDW
2 stops19h 18mDelta
Thu 11/279:34 amMDW - MAD
2 stops18h 56mDelta
Deal found 10/31$503
This United Airlines deal was found by Cheapflights users on 10/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amMAD - ORD
1 stop14h 10mUnited Airlines
Thu 11/272:30 pmORD - MAD
1 stop11h 45mUnited Airlines
Deal found 10/31$504
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 amMAD - MDW
2 stops19h 18mDelta
Mon 12/81:14 pmMDW - MAD
2 stops15h 16mDelta
Deal found 10/28$505
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:15 amMAD - MDW
1 stop19h 32mDelta
Sat 2/71:28 pmMDW - MAD
2 stops15h 02mDelta
Deal found 10/30$509

Cheap flight deals from Madrid to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Madrid (MAD) to Chicago (CHI). 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 November 1, 2025.

Most accurate provider

OneTravel
3 stars

Most trusted provider

OneTravel
3 stars

Round-trip from

$489
(Expedia)

One-way from

$296
(Kiwi.com)

Popular in

January

Cheapest in

February

Average price

$566

Good round-trip deal

$559 or less

Good one-way deal

$451 or less
Provider with most accurate pricing for Madrid Barajas-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madrid Barajas-Chicago (CHI) flights.
Search Deals
From Madrid Barajas to Chicago (CHI)
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One-way flight from Madrid Barajas to Chicago (CHI)
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Madrid Barajas to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Madrid Barajas to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madrid to Chicago 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 November 1, 2025.
Use the filters below to find and compare flights from Madrid to Chicago that are best for you.

Fly from

Madrid

Fly to

Chicago

Route

Depart

Return

Price

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 11/22

9:10 pm-2:45 pm

1 stop24h 35m

Chicago O'Hare Intl

Wed 12/10

7:10 pm-8:20 pm

1 stop18h 10m

$494

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 11/24

6:00 am-2:20 pm

1 stop15h 20m

Chicago O'Hare Intl

Mon 12/8

10:36 am-9:10 am

2 stops15h 34m

$499

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 11/24

7:05 am-2:20 pm

1 stop14h 15m

Chicago O'Hare Intl

Mon 12/8

5:20 pm-11:30 am

1 stop11h 10m

$500

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 12/12

6:00 am-2:20 pm

1 stop15h 20m

Chicago O'Hare Intl

Sat 1/17

10:24 am-11:30 am

2 stops18h 06m

$500

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Wed 12/3

6:00 am-2:20 pm

1 stop15h 20m

Chicago O'Hare Intl

Mon 12/8

1:23 pm-11:30 am

2 stops15h 07m

$500

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 11/15

6:00 am-2:20 pm

1 stop15h 20m

Chicago O'Hare Intl

Mon 11/24

10:35 am-9:10 am

2 stops15h 35m

$500

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 2/27

6:00 am-2:20 pm

1 stop15h 20m

Chicago O'Hare Intl

Fri 3/6

5:20 pm-5:40 pm

1 stop17h 20m

$500

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 12/12

6:00 am-2:20 pm

1 stop15h 20m

Chicago O'Hare Intl

Sat 2/7

1:58 pm-11:30 am

2 stops14h 32m

$500

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 4/27

6:00 am-2:20 pm

1 stop15h 20m

Chicago O'Hare Intl

Mon 5/25

7:00 am-7:40 am

1 stop17h 40m

$501

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 11/24

6:00 am-6:18 pm

2 stops19h 18m

Chicago Midway

Mon 12/8

1:50 pm-11:30 am

2 stops14h 40m

$503

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 38 results
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Compare providers for flights from Madrid to Chicago

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 Madrid to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
OvagoPrice Accuracy2 starsTrust Score*2 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
OneTravelPrice Accuracy3 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 Madrid-Chicago flights, users find the pricing of OneTravel to be most consistent on Cheapflights vs. OneTravel Users can find the same prices on Madrid-Chicago flight deals on Cheapflights vs. OneTravel >95% of the time. Price accuracy is based on data collected from Madrid-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madrid-Chicago flights, Cheapflights users trust OneTravel the most. OneTravel 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 Madrid-Chicago 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 Madrid to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Madrid 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 Madrid to Chicago

How far ahead should I book a flight from Madrid to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Madrid to Chicago. Price data was last updated on October 31, 2025.

To ensure you get the cheapest price possible for a flight from Madrid to Chicago, you should look to book at least 56 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Madrid to Chicago (average of $370). Flying from Madrid to Chicago in July is currently the most expensive (average of $616). 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.

What is the cheapest time of day to fly from MAD to CHI?

Find hourly flight availability from Madrid to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 1, 2025.

It’s optimal to fly from Madrid to Chicago in the evening. By choosing this option you can save up to 56% on the cost of your flight, compared to a flight at noon.

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

The best insider tips for Madrid to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Madrid to Chicago trip
Airports
MAD

For a smooth departure, use automated kiosks at MAD for faster check-in, especially with Iberia. Security lines move quickly even during peak times.

Read more about MADby Lori Zaino
ORD

At ORD, prepare for long walks to immigration in Terminal 5 after international flights. Free shuttles connect terminals, but expect lengthy waits.

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Lori Zaino

Lori Zaino

Expert on MAD

Lori Zaino

Lori Zaino

US-born but now based in Spain, Lori's visited 60 countries---and written about them for publications like CNN, Forbes, The Points Guy, NBC, and TripAdvisor. She loves combining affordable adventures with luxury travel experiences and feels equally at home salsa dancing in Colombia, sipping wine in a French castle, or backpacking through Malaysia.

Read more

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 1, 2025.
See what other customers who have flown with Finnair, American Airlines, and TAP AIR PORTUGAL from Madrid to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Finnair
7.6
Good
1,333 reviews

Boarding

7.6

Crew

8.1

Entertainment

6.9

Food

6.7

Comfort

7.4

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.
Finnair
7.6
Good
1,333 reviews
Finnair
7.6
Good
1,333 reviews

Boarding

7.6

Crew

8.1

Entertainment

6.9

Food

6.7

Comfort

7.4

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.
American Airlines
7.2
Good
11,031 reviews
Finnair
7.6
Good
1,333 reviews

Boarding

7.6

Crew

8.1

Entertainment

6.9

Food

6.7

Comfort

7.4

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.
TAP AIR PORTUGAL
7.1
Good
2,041 reviews
Finnair
7.6
Good
1,333 reviews

Boarding

7.6

Crew

8.1

Entertainment

6.9

Food

6.7

Comfort

7.4

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.
Iberia
7.0
Good
3,005 reviews
Finnair
7.6
Good
1,333 reviews

Boarding

7.6

Crew

8.1

Entertainment

6.9

Food

6.7

Comfort

7.4

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.
British Airways
6.7
Okay
7,489 reviews
Finnair
7.6
Good
1,333 reviews

Boarding

7.6

Crew

8.1

Entertainment

6.9

Food

6.7

Comfort

7.4

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Related info for your journey

Find useful and relevant information for your journey from Madrid to Chicago. 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 from for flights from Madrid to Chicago?

    If you book a flight to Chicago from Madrid, you will be flying from Barajas, which is the city’s only airport. Madrid Barajas (MAD) is located 8.5 mi from the center of Madrid. There are 2 flights from Barajas to Chicago per day from 6 different airlines.

  • How long is the flight from Madrid to Chicago?

    Departing from Madrid to Chicago will take you 15h 20m. The distance between Madrid and Chicago is about 4188 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Madrid to Chicago round-trip?

    American Airlines, at $437, was found to be the cheapest airline from Madrid to Chicago.Alternate airlines to your destination round-trip include TAP AIR PORTUGAL and Iberia. American Airlines is 33% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from Madrid to Chicago?

    The top 3 most reliable airlines when flying from Madrid to Chicago are Qatar Airways (66%), Alaska Airlines (66%) and Aer Lingus (66%).

  • What are the cheapest flights from Madrid to Chicago?

    On average you can expect to pay $1,386 for a flight from Madrid to Chicago. The cheapest flight overall is $395 while the most popular route, (Madrid Barajas - Chicago O'Hare Intl) is currently priced at $449.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Madrid to Chicago (average of $370). Flying from Madrid to Chicago in July is currently the most expensive (average of $616). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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Alternative routes for Madrid to Chicago

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

Top 6 airlines flying from Madrid to Chicago

Discover the top 6 airlines that operate flights from Madrid to Chicago. 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 November 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$437Average$646FlexibilityNo cancel feeOn-time71%
TAP AIR PORTUGALCheapest$445Average$614FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$462Average$639FlexibilityNo cancel feeOn-time77%
FinnairCheapest$477Average$630FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$505Average$653FlexibilityNo cancel feeOn-time69%
British AirwaysCheapest$542Average$706FlexibilityNo cancel feeOn-time70%

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