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$421+ 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 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
MAD — CHI
mai 6 — mai 131
mar. 5/6
mar. 5/13
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 18 days in advance, depart on a Thursday or Monday 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 mai 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$545
(Cheapflightsfares)

One-way from

$422
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$593

Good round-trip deal

$675 or less

Good one-way deal

$608 or less
Provider with most accurate pricing for Madrid Barajas-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Madrid Barajas-Chicago (CHI) flights.
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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. 18% potential increase in price ($146 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in May 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 mai 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/1211:35 amMAD - ORD
Nonstop9h 40mAmerican Airlines
lun. 5/264:40 pmORD - MAD
1 stop10h 50mAmerican Airlines
Deal found 4/29$541
This ITA Airways deal was found by Cheapflights users on 4/29. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/85:55 amMAD - ORD
1 stop14h 15mITA Airways
lun. 9/153:00 pmORD - MAD
1 stop26h 10mITA Airways
Deal found 4/29$542
This Delta deal was found by Cheapflights users on 4/30. 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.
mer. 10/226:00 amMAD - ORD
1 stop15h 40mDelta
mar. 10/285:45 pmORD - MAD
2 stops15h 40mDelta
Deal found 4/30$543
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/611:35 amMAD - ORD
Nonstop9h 40mIberia
mar. 5/1311:45 amORD - MAD
1 stop13h 30mIberia
Deal found 4/29$545
This Delta deal was found by Cheapflights users on 4/30. 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.
mer. 10/226:00 amMAD - MDW
2 stops19h 36mDelta
mar. 10/285:59 pmMDW - MAD
2 stops17h 01mDelta
Deal found 4/30$548
This Finnair deal was found by Cheapflights users on 4/29. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/1212:40 pmMAD - ORD
1 stop18h 16mFinnair
lun. 5/264:30 pmORD - MAD
Nonstop8h 25mFinnair
Deal found 4/29$553
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/171:20 pmMAD - ORD
1 stop14h 05mUnited Airlines
jeu. 1/1510:00 amORD - MAD
2 stops15h 00mUnited Airlines
Deal found 4/28$563
This lol.travel deal was found by Cheapflights users on 4/29. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/36:05 amMAD - ORD
2 stops15h 40mAir Canada
dim. 12/711:20 amORD - MAD
1 stop13h 45mAir Canada
Deal found 4/29$566
This TAP AIR PORTUGAL deal was found by Cheapflights users on 4/29. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/87:40 amMAD - ORD
1 stop16h 00mTAP AIR PORTUGAL
ven. 9/126:00 pmORD - MAD
1 stop11h 40mTAP AIR PORTUGAL
Deal found 4/29$567
This British Airways deal was found by Cheapflights users on 4/30. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/124:40 pmMAD - ORD
Nonstop9h 10mBritish Airways
lun. 5/2610:15 pmORD - MAD
Nonstop8h 10mBritish Airways
Deal found 4/30$569
This Gotogate deal was found by Cheapflights users on 4/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/267:35 pmMAD - ORD
1 stop23h 35mSWISS
lun. 6/97:05 pmORD - MAD
1 stop31h 15mSWISS
Deal found 4/30$600
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/206:00 amMAD - ORD
2 stops21h 12mMultiple Airlines
mar. 5/272:20 pmORD - MAD
1 stop12h 00mMultiple Airlines
Deal found 4/29$601

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 mai 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

lun. 5/12

11:35 am-2:15 pm

Nonstop9h 40m

Chicago O'Hare Intl

lun. 5/26

4:40 pm-10:30 am

1 stop10h 50m

$541

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

lun. 9/8

5:55 am-1:10 pm

1 stop14h 15m

Chicago O'Hare Intl

lun. 9/15

3:00 pm-12:10 am

1 stop26h 10m

$542

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

mer. 10/22

6:00 am-2:40 pm

1 stop15h 40m

Chicago O'Hare Intl

mar. 10/28

5:45 pm-3:25 pm

2 stops15h 40m

$543

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

mer. 10/22

6:00 am-6:36 pm

2 stops19h 36m

Chicago Midway

mar. 10/28

5:59 pm-5:00 pm

2 stops17h 01m

$548

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

sam. 5/17

11:35 am-2:15 pm

Nonstop9h 40m

Chicago O'Hare Intl

lun. 5/26

11:45 am-8:15 am

1 stop13h 30m

$550

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

lun. 5/12

12:40 pm-11:56 pm

1 stop18h 16m

Chicago O'Hare Intl

lun. 5/26

4:30 pm-7:55 am

Nonstop8h 25m

$553

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

jeu. 5/15

12:45 pm-8:12 pm

1 stop14h 27m

Chicago O'Hare Intl

mer. 5/28

8:40 am-6:40 am

1 stop15h 00m

$563

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

lun. 9/8

7:40 am-4:40 pm

1 stop16h 00m

Chicago O'Hare Intl

jeu. 9/11

6:00 pm-3:20 pm

1 stop14h 20m

$567

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

lun. 5/12

4:40 pm-6:50 pm

Nonstop9h 10m

Chicago O'Hare Intl

lun. 5/26

10:15 pm-1:25 pm

Nonstop8h 10m

$569

MadridChicago

MAD - ORD

MADORD

Madrid Barajas

lun. 9/8

12:30 pm-11:49 am

2 stops30h 19m

Chicago O'Hare Intl

mar. 9/16

7:11 am-6:40 am

1 stop16h 29m

$597

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 35 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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
AranGrantPrice 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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Madrid-Chicago flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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.

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 from MAD, use automated kiosks for check-in and consider Fast Track security to save time during peak hours.

Read more about MADby Lori Zaino
ORD

Upon arrival at ORD, consider taking the 'L' train for a quick and reliable trip to downtown Chicago, avoiding traffic delays.

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 April 25, 2025.

To ensure you get the cheapest price possible for a flight from Madrid to Chicago, you should look to book at least 18 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 mai 1, 2025.

It’s optimal to fly from Madrid to Chicago in the evening. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight at noon.

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 mai 1, 2025.

The most flights from MAD to CHI are scheduled on a Tuesday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July 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 23.0 F).

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 mai 1, 2025.
Peruse reviews from past customers who have flown with Delta, KLM and LOT from Madrid to Chicago to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
KLM
7.8
Good
1,334 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
LOT
7.6
Good
1,069 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Finnair
7.6
Good
1,275 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
SWISS
7.5
Good
1,588 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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

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

    Iberia, at $545, was found to be the cheapest airline from Madrid to Chicago.Alternate airlines to your destination round-trip include American Airlines and Delta. Iberia is 17% 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 ($432), TAP AIR PORTUGAL ($451), and Iberia ($495).

  • 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 (75%), Alaska Airlines (75%) and American Airlines (61%).

  • What are the cheapest flights from Madrid to Chicago?

    On average you can expect to pay $1,203 for a flight from Madrid to Chicago. The cheapest flight overall is $546 while the most popular route, (Madrid Barajas - Chicago O'Hare Intl) is currently priced at $488.

  • 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
Hammond
Benton Harbor
Porter
Lansing
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 mai 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$405Average$555FlexibilityNo cancel feeOn-timeN/A
FinnairCheapest$456Average$618FlexibilityNo cancel feeOn-time76%
IberiaCheapest$462Average$656FlexibilityNo cancel feeOn-time77%
American AirlinesCheapest$474Average$777FlexibilityNo cancel feeOn-time71%
British AirwaysCheapest$523Average$670FlexibilityNo cancel feeOn-time70%

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