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$400+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
MAD — CHI
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
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 79 days in advance, depart on a Monday or Thursday and return on a Wednesday

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 July 11, 2025.

Round-trip from

$640
(SWISS)

One-way from

$400
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$828

Good round-trip deal

$822 or less

Good one-way deal

$784 or less
From Madrid Barajas to Chicago (CHI)
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One-way flight from Madrid Barajas to Chicago (CHI)
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Highest demand for flights based on searches. 11% potential increase in price ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Madrid Barajas to Chicago (CHI).
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Price to beat on a one-way flight from Madrid Barajas to Chicago (CHI).
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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 July 11, 2025.

This lol.travel deal was found by Cheapflights users on 7/9. 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.
Mon 12/151:45 pmMAD - ORD
1 stop13h 20mUnited Airlines
Sat 12/275:55 pmORD - MAD
1 stop15h 45mUnited Airlines
Deal found 7/9$638
This TAP AIR PORTUGAL deal was found by Cheapflights users on 7/10. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:10 pmMAD - ORD
1 stop24h 50mTAP AIR PORTUGAL
Wed 12/317:10 pmORD - MAD
1 stop11h 55mTAP AIR PORTUGAL
Deal found 7/10$640
This Lufthansa deal was found by Cheapflights users on 7/10. 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.
Fri 10/176:00 amMAD - ORD
1 stop13h 55mLufthansa
Thu 10/3011:35 pmORD - MAD
2 stops18h 00mLufthansa
Deal found 7/10$642
This Delta deal was found by Cheapflights users on 7/10. 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.
Tue 8/266:00 amMAD - MDW
2 stops19h 37mDelta
Mon 4/201:05 pmMDW - MAD
1 stop13h 30mDelta
Deal found 7/10$644
This Delta deal was found by Cheapflights users on 7/10. 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 9/2512:40 pmMAD - ORD
2 stops18h 12mDelta
Tue 10/146:10 pmORD - MAD
2 stops15h 35mDelta
Deal found 7/10$644
This deal was found by Cheapflights users on 7/10. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1811:35 amMAD - ORD
Nonstop9h 55mIberia
Tue 11/254:45 pmORD - MAD
Nonstop8h 10mIberia
Deal found 7/10$645
This Mytrip deal was found by Cheapflights users on 7/9. 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.
Mon 10/131:30 pmMAD - ORD
3 stops35h 07mMultiple Airlines
Sat 10/255:10 pmORD - MAD
3 stops21h 10mMultiple Airlines
Deal found 7/9$646
This Flighttix deal was found by Cheapflights users on 7/9. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1312:45 pmMAD - ORD
2 stops13h 44mAir Canada
Sat 10/259:12 pmORD - MAD
2 stops27h 48mAir Canada
Deal found 7/9$656
This KLM deal was found by Cheapflights users on 7/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1910:05 amMAD - MDW
1 stop18h 31mKLM
Tue 9/3012:43 pmMDW - MAD
1 stop13h 52mKLM
Deal found 7/10$658
This Gotogate deal was found by Cheapflights users on 7/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/810:40 amMAD - ORD
1 stop14h 15mAer Lingus
Sat 12/203:55 pmORD - MAD
1 stop11h 05mAer Lingus
Deal found 7/10$661
This British Airways deal was found by Cheapflights users on 7/10. 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.
Tue 8/124:40 pmMAD - ORD
Nonstop9h 10mBritish Airways
Tue 8/268:35 pmORD - MAD
1 stop16h 20mBritish Airways
Deal found 7/10$662
This SWISS deal was found by Cheapflights users on 7/10. 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.
Thu 8/287:35 pmMAD - ORD
2 stops23h 20mSWISS
Thu 9/114:00 pmORD - MAD
2 stops19h 45mSWISS
Deal found 7/10$670

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 July 11, 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

Mon 12/15

1:45 pm-8:05 pm

1 stop13h 20m

Chicago O'Hare Intl

Sat 12/27

5:55 pm-4:40 pm

1 stop15h 45m

$638

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Sat 12/20

9:10 pm-3:00 pm

1 stop24h 50m

Chicago O'Hare Intl

Wed 12/31

7:10 pm-2:05 pm

1 stop11h 55m

$640

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Fri 10/17

6:00 am-12:55 pm

1 stop13h 55m

Chicago O'Hare Intl

Thu 10/30

11:35 pm-11:35 pm

2 stops18h 00m

$642

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 8/26

6:00 am-6:37 pm

2 stops19h 37m

Chicago Midway

Mon 4/20

1:05 pm-9:35 am

1 stop13h 30m

$644

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Thu 9/25

12:40 pm-11:52 pm

2 stops18h 12m

Chicago O'Hare Intl

Tue 10/14

6:10 pm-4:45 pm

2 stops15h 35m

$644

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Tue 11/18

11:35 am-2:30 pm

Nonstop9h 55m

Chicago O'Hare Intl

Tue 11/25

4:45 pm-7:55 am

Nonstop8h 10m

$645

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 10/13

1:30 pm-5:37 pm

3 stops35h 07m

Chicago O'Hare Intl

Sat 10/25

5:10 pm-9:20 pm

3 stops21h 10m

$646

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 10/13

12:45 pm-7:29 pm

2 stops13h 44m

Chicago O'Hare Intl

Sat 10/25

9:12 pm-7:00 am

2 stops27h 48m

$656

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 9/19

10:05 am-9:36 pm

1 stop18h 31m

Chicago Midway

Tue 9/30

12:43 pm-9:35 am

1 stop13h 52m

$658

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

Mon 12/8

10:40 am-5:55 pm

1 stop14h 15m

Chicago O'Hare Intl

Sat 12/20

3:55 pm-10:00 am

1 stop11h 05m

$661

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

Showing 1-10 of 23 results
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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

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 June 27, 2025.

To ensure you get the cheapest price possible for a flight from Madrid to Chicago, you should look to book at least 79 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, August is the cheapest month in which you can book a flight from Madrid to Chicago (average of $245). Flying from Madrid to Chicago in March is currently the most expensive (average of $321). 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 July 11, 2025.

It’s optimal to fly from Madrid to Chicago in the evening. By choosing this option you can save up to 22% on the cost of your flight, compared to a flight in the afternoon.

Weekly flight availability from Madrid to Chicago

Explore weekly flight availability from Madrid to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 11, 2025.

The most flights from MAD to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (11 on average).

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

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 July 11, 2025.
See what other customers who have flown with Delta, KLM, and Finnair 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.
Delta
8.0
Very good
7,951 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very good
7,951 reviews
Delta
8.0
Very good
7,951 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
KLM
7.8
Good
1,372 reviews
Delta
8.0
Very good
7,951 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Finnair
7.6
Good
1,312 reviews
Delta
8.0
Very good
7,951 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Air France
7.5
Good
1,467 reviews
Delta
8.0
Very good
7,951 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
SWISS
7.5
Good
1,655 reviews
Delta
8.0
Very good
7,951 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

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 11 flights from Barajas to Chicago per day from 5 different airlines.

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

    SWISS, at $640, was found to be the cheapest airline from Madrid to Chicago.Alternate airlines to your destination round-trip include Delta and KLM. SWISS is 3% cheaper than the average price of flights available within the next 90 days to this destination.

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

    The cheapest airlines for a one-way flight from Madrid to Chicago are Aer Lingus ($475), TAP AIR PORTUGAL ($476), and Air Serbia ($477).

  • 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 (72%), Alaska Airlines (72%) and American Airlines (72%).

  • What are the cheapest flights from Madrid to Chicago?

    On average you can expect to pay $1,302 for a flight from Madrid to Chicago. The cheapest flight overall is $597 while the most popular route, (Madrid Barajas - Chicago O'Hare Intl) is currently priced at $490.

  • 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, August is the cheapest month in which you can book a flight from Madrid to Chicago (average of $245). Flying from Madrid to Chicago in March is currently the most expensive (average of $321). 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 Madrid?

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

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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 5 airlines flying from Madrid to Chicago

Discover the top 5 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 July 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
IberiaCheapest$462Average$665FlexibilityNo cancel feeOn-time77%
FinnairCheapest$477Average$630FlexibilityNo cancel feeOn-time76%
British AirwaysCheapest$523Average$706FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$563Average$746FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$584Average$813FlexibilityNo cancel feeOn-time71%

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