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$324+ Cheap flights from Chicago (CHI) to Madrid, Spain (MAD)

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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAD
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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The best prices from Chicago to Madrid Barajas are usually found in February or January, booked 86 days in advance, depart on a Wednesday or Sunday and return on a Thursday

Cheap flight deals from Chicago to Madrid

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Madrid (MAD). 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 January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$465
(Booking.com)

One-way from

$324
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$550

Good round-trip deal

$642 or less

Good one-way deal

$509 or less
Provider with most accurate pricing for Chicago (CHI)-Madrid Barajas flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Madrid Barajas flights.
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From Chicago (CHI) to Madrid Barajas
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One-way flight from Chicago (CHI) to Madrid Barajas
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Highest demand for flights based on searches. 27% potential increase in price ($289 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Madrid Barajas.
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Price to beat on a one-way flight from Chicago (CHI) to Madrid Barajas.
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Find flight deals from Chicago to Madrid

Cheapest flights from Chicago to Madrid
Explore the most affordable flight options available from Chicago to Madrid. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 30, 2025.

This Booking.com deal was found by Cheapflights users on 1/29. 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.
Sun 3/28:25 pmORD - MAD
1 stop16h 55mTAP AIR PORTUGAL
Tue 3/119:10 pmMAD - ORD
1 stop25h 20mTAP AIR PORTUGAL
Deal found 1/29$465
This United Airlines deal was found by Cheapflights users on 1/28. 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.
Tue 4/17:00 amORD - MAD
1 stop17h 50mUnited Airlines
Tue 4/81:00 pmMAD - ORD
2 stops31h 15mUnited Airlines
Deal found 1/28$468
This Finnair deal was found by Cheapflights users on 1/28. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/164:45 pmORD - MAD
Nonstop8h 10mFinnair
Mon 2/2411:35 amMAD - ORD
Nonstop9h 55mFinnair
Deal found 1/28$471
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/174:18 pmORD - MAD
1 stop10h 37mIberia
Sun 3/211:35 amMAD - ORD
Nonstop9h 55mIberia
Deal found 1/28$476
This Finnair deal was found by Cheapflights users on 1/28. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/3011:42 amORD - MAD
1 stop11h 18mMultiple Airlines
Mon 4/710:15 amMAD - ORD
1 stop14h 35mMultiple Airlines
Deal found 1/28$477
This Priceline deal was found by Cheapflights users on 1/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/17:20 amORD - MAD
1 stop17h 30mAir Canada
Tue 4/81:00 pmMAD - ORD
1 stop29h 32mAir Canada
Deal found 1/28$481
This Orbitz deal was found by Cheapflights users on 1/29. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/56:35 pmORD - MAD
1 stop18h 15mBritish Airways
Sun 2/911:35 amMAD - ORD
Nonstop9h 55mBritish Airways
Deal found 1/29$483
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/57:05 pmORD - MAD
1 stop31h 15mSWISS
Tue 2/117:35 pmMAD - ORD
1 stop27h 40mSWISS
Deal found 1/29$495
This Virgin Atlantic deal was found by Cheapflights users on 1/28. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1810:19 amMDW - MAD
2 stops14h 41mVirgin Atlantic
Wed 2/2611:00 amMAD - MDW
1 stop18h 20mVirgin Atlantic
Deal found 1/28$500
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/31:26 pmMDW - MAD
2 stops15h 04mDelta
Tue 3/1110:00 amMAD - MDW
1 stop18h 23mDelta
Deal found 1/29$512
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/34:58 pmORD - MAD
2 stops17h 02mDelta
Tue 3/119:00 amMAD - ORD
1 stop14h 43mDelta
Deal found 1/29$512
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1810:25 pmORD - MAD
1 stop19h 10mLufthansa
Tue 3/2512:05 pmMAD - ORD
1 stop13h 20mLufthansa
Deal found 1/29$526

Find flights from Chicago to Madrid within your budget

Customize your flight search to find flights from Chicago to Madrid 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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 3/2

8:25 pm-8:20 pm

1 stop16h 55m

Madrid Barajas

Tue 3/11

9:10 pm-4:30 pm

1 stop25h 20m

$465

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 4/1

7:00 am-7:50 am

1 stop17h 50m

Madrid Barajas

Tue 4/8

1:00 pm-1:15 pm

2 stops31h 15m

$468

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 2/16

4:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Mon 2/24

11:35 am-2:30 pm

Nonstop9h 55m

$471

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 2/17

4:18 pm-9:55 am

1 stop10h 37m

Madrid Barajas

Sun 3/2

11:35 am-2:30 pm

Nonstop9h 55m

$476

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 3/30

11:42 am-6:00 am

1 stop11h 18m

Madrid Barajas

Mon 4/7

10:15 am-5:50 pm

1 stop14h 35m

$477

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 4/1

7:20 am-7:50 am

1 stop17h 30m

Madrid Barajas

Tue 4/8

1:00 pm-11:32 am

1 stop29h 32m

$481

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 2/10

6:35 pm-1:30 pm

1 stop11h 55m

Madrid Barajas

Mon 2/24

1:15 pm-8:08 pm

1 stop13h 53m

$492

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 2/16

7:05 pm-6:45 pm

1 stop16h 40m

Madrid Barajas

Wed 2/26

10:05 am-4:15 pm

1 stop13h 10m

$497

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Tue 2/18

10:19 am-8:00 am

2 stops14h 41m

Madrid Barajas

Wed 2/26

11:00 am-10:20 pm

1 stop18h 20m

$500

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 2/9

4:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Tue 2/18

11:35 am-2:30 pm

Nonstop9h 55m

$510

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 42 results
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Compare providers for flights from Chicago to Madrid

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 Madrid in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy1 starTrust Score*2 stars
CheapOairPrice Accuracy1 starTrust 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-Madrid flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Madrid flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Madrid flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Madrid 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-Madrid 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 Madrid

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

Travel insights for flights from Chicago to Madrid

Get recent, data-driven insights about flights from Chicago to Madrid including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Madrid. Price data was last updated on January 24, 2025.

The price you pay for your flight from Chicago to Madrid may vary depending on when you book. For the best chance of a lower fare, look to book 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, November is the cheapest month in which you can book a flight from Chicago to Madrid (average of $543). Flying from Chicago to Madrid in June is currently the most expensive (average of $1,129). 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 CHI to MAD?

Find hourly flight availability from Chicago to Madrid. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 30, 2025.

When flying from Chicago to Madrid, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 21% versus a flight in the evening.

What is the cheapest day to fly from Chicago to Madrid?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Madrid. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Madrid flight should consider departing on Wednesday mornings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Madrid by month

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

In terms of precipitation, rainfall in Madrid ranges from 0.4 - 2.4 inches per month. November is typically the wettest month, when rainfall can reach 2.4 in. July is typically the driest time to visit Madrid when rainfall is around 0.4 in.

Temperature in Madrid by month

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

If weather is an important factor for your trip to Madrid, 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 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Madrid

Get insights into the airlines that provide service to Madrid. 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 Madrid. Reviews last updated January 30, 2025.
To help decide which airline to fly from Chicago to Madrid, see what other customers have to say about Delta, KLM and Finnair. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,454 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,454 reviews
Delta
8.0
Very good
8,454 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM
7.8
Good
1,335 reviews
Delta
8.0
Very good
8,454 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Finnair
7.6
Good
1,285 reviews
Delta
8.0
Very good
8,454 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Austrian Airlines
7.5
Good
786 reviews
Delta
8.0
Very good
8,454 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

SWISS
7.5
Good
1,584 reviews
Delta
8.0
Very good
8,454 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

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

    If you book a flight to Madrid from Chicago, you will be flying to Barajas, which is the city’s only airport. Madrid Barajas (MAD) is located 8.5 mi from the center of Madrid. There are 5 flights from Chicago to Barajas per day from 15 different airlines.

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

    TAP AIR PORTUGAL, at $465, was found to be the cheapest airline from Chicago to Madrid.Alternate airlines to your destination round-trip include United Airlines and Finnair. You may be able to fly from Chicago to Madrid for 38% less than the average price by searching for these airlines.

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

    The cheapest airline one-way is TAP AIR PORTUGAL, with whom users have recently found tickets for as low as $324. However, be on the lookout for offers from Aer Lingus and Lufthansa, as they are both options that can get you from Chicago to Madrid for a low price.

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

    Consider American Airlines (37%), Qatar Airways (37%) or Alaska Airlines (37%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Madrid.

  • What are the cheapest flights from Chicago to Madrid?

    Looking for the cheapest flight from Chicago to Madrid? While on average our users pay $1,675, our data indicates the cheapest price to be $420. The most popular route (Chicago O'Hare Intl - Madrid Barajas), is priced around $454.

  • Where are the most common layover locations when flying from Chicago to Madrid?

    Most of the time, Chicago to Madrid flights that have layovers will stop in Lisbon. New York is the second most popular location for layovers on flights from Chicago to Madrid.

  • What are some popular things to do or see while on a layover in Lisbon?

    Chiado, Praça do Marquês de Pombal, and Centro Cultural de Belém are currently the most popular points of interest in Lisbon at the moment. Chiado, Praça do Marquês de Pombal and Centro Cultural de Belém are located about 4.5 mi, 3.6 mi, and 6.9 mi, respectively from Lisbon Humberto Delgado if you are interested in checking them out. Travelers can book a car rental at Lisbon Humberto Delgado for about $19 per day to make their sightseeing more efficient.

  • What are some popular points of interest to see during a layover in New York?

    Most New York visitors opt to spend their time at Times Square, New York City Center, and Madison Square Garden. Times Square, New York City Center, and Madison Square Garden can be visited by traveling about 13.6 mi, 13.6 mi, and 13.6 mi respectively from New York John F Kennedy Intl. Those on a layover in New York in need of a rental car can book one at New York John F Kennedy Intl for about $61.

  • Where are the least popular layover locations for Chicago to Madrid flights?

    Flights departing from Chicago and landing in Madrid layover in Dublin least frequently. New York sees the next fewest layovers on Chicago to Madrid flights.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Chicago to Madrid (average of $543). Flying from Chicago to Madrid in June is currently the most expensive (average of $1,129). 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

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Alternative routes for Chicago to Madrid

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

Top 10 airlines flying from Chicago to Madrid

Discover the top 10 airlines that operate flights from Chicago to Madrid. 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$355Average$487FlexibilityNo cancel feeOn-timeN/A
FinnairCheapest$441Average$658FlexibilityNo cancel feeOn-time76%
Air CanadaCheapest$451Average$690FlexibilityNo cancel feeOn-time67%
IberiaCheapest$452Average$794FlexibilityNo cancel feeOn-time77%
DeltaCheapest$465Average$866FlexibilityNo cancel feeOn-timeN/A
British AirwaysCheapest$470Average$677FlexibilityNo cancel feeOn-time70%
KLMCheapest$477Average$667FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$491Average$802FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$503Average$676FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$514Average$834FlexibilityNo cancel feeOn-time69%
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