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$383+ 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 7/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAD
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Madrid Barajas are usually found in February or January, booked 89 days in advance, depart on a Wednesday or Tuesday and return on a Monday

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 June 12, 2025.

Round-trip from

$567
(United Airlines)

One-way from

$383
(Cheapflightsfares)

Popular in

June

Cheapest in

February

Average price

$999

Good round-trip deal

$600 or less

Good one-way deal

$501 or less
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. 20% potential increase in price ($183 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This KLM deal was found by Cheapflights users on 6/12. 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.
Mon 10/2010:35 amMDW - MAD
1 stop16h 00mKLM
Sat 11/110:00 amMAD - MDW
1 stop17h 44mKLM
Deal found 6/12$568
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 8/3010:40 amORD - MAD
1 stop13h 00mUnited Airlines
Sat 12/131:20 pmMAD - ORD
1 stop28h 19mUnited Airlines
Deal found 6/11$568
This Air Canada deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1510:40 amORD - MAD
1 stop13h 00mAir Canada
Sat 8/2312:45 pmMAD - ORD
2 stops13h 44mAir Canada
Deal found 6/11$569
This Austrian Airlines deal was found by Cheapflights users on 6/12. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/64:20 pmORD - MAD
2 stops23h 05mAustrian Airlines
Mon 10/201:05 pmMAD - ORD
2 stops31h 15mAustrian Airlines
Deal found 6/12$570
This Delta deal was found by Cheapflights users on 6/10. 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 9/26:17 pmMDW - MAD
2 stops15h 08mDelta
Thu 12/1110:00 amMAD - MDW
2 stops18h 44mDelta
Deal found 6/10$571
This Cheapflightsfares deal was found by Cheapflights users on 6/12. 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.
Thu 11/1310:35 pmORD - MAD
2 stops18h 00mLufthansa
Tue 11/186:35 pmMAD - ORD
2 stops25h 35mLufthansa
Deal found 6/12$571
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/223:35 pmORD - MAD
1 stop33h 30mMultiple Airlines
Sun 11/307:35 pmMAD - ORD
1 stop27h 40mMultiple Airlines
Deal found 6/10$576
This Gurufare deal was found by Cheapflights users on 6/9. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/99:15 pmORD - MAD
1 stop12h 05mBritish Airways
Tue 8/194:40 pmMAD - ORD
Nonstop9h 10mBritish Airways
Deal found 6/9$580
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Thu 10/1610:35 pmORD - MAD
Nonstop7h 50mAmerican Airlines
Mon 10/2712:30 pmMAD - ORD
1 stop14h 55mAmerican Airlines
Deal found 6/11$583
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/104:30 pmORD - MAD
Nonstop8h 25mFinnair
Tue 8/1911:35 amMAD - ORD
Nonstop9h 40mFinnair
Deal found 6/10$585
This Delta deal was found by Cheapflights users on 6/11. 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.
Wed 10/15:10 pmORD - MAD
1 stop11h 10mDelta
Sat 10/116:00 amMAD - ORD
2 stops17h 34mDelta
Deal found 6/11$589
This oojo deal was found by Cheapflights users on 6/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/316:00 pmORD - MAD
1 stop11h 40mTAP AIR PORTUGAL
Sat 8/3011:05 amMAD - ORD
1 stop12h 25mTAP AIR PORTUGAL
Deal found 6/9$599

Cheapflights Fare Finder

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 June 12, 2025.
Use the filters below to find and compare flights from Chicago to Madrid that are best for you.

Fly from

Chicago

Fly to

Madrid

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sat 8/30

10:40 am-6:40 am

1 stop13h 00m

Madrid Barajas

Sat 12/13

1:20 pm-10:39 am

1 stop28h 19m

$568

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Fri 8/15

9:55 am-6:40 am

2 stops13h 45m

Madrid Barajas

Sat 8/23

12:45 pm-6:41 pm

1 stop12h 56m

$569

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 10/6

4:20 pm-10:25 pm

2 stops23h 05m

Madrid Barajas

Mon 10/20

1:05 pm-1:20 pm

2 stops31h 15m

$570

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Tue 9/2

6:17 pm-4:25 pm

2 stops15h 08m

Madrid Barajas

Thu 12/11

10:00 am-9:44 pm

2 stops18h 44m

$571

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Thu 11/13

10:35 pm-11:35 pm

2 stops18h 00m

Madrid Barajas

Tue 11/18

6:35 pm-1:10 pm

2 stops25h 35m

$571

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sat 11/22

3:35 pm-8:05 am

1 stop33h 30m

Madrid Barajas

Sun 11/30

7:35 pm-4:15 pm

1 stop27h 40m

$576

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sun 8/17

12:43 pm-9:35 am

1 stop13h 52m

Madrid Barajas

Sat 8/30

10:05 am-9:12 pm

1 stop18h 07m

$577

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sun 8/17

10:11 am-9:35 am

1 stop16h 24m

Madrid Barajas

Sat 8/30

10:05 am-9:12 pm

1 stop18h 07m

$578

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sat 8/9

9:15 pm-4:20 pm

1 stop12h 05m

Madrid Barajas

Tue 8/19

4:40 pm-6:50 pm

Nonstop9h 10m

$580

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Thu 10/16

10:35 pm-1:25 pm

Nonstop7h 50m

Madrid Barajas

Mon 10/27

12:30 pm-9:25 pm

1 stop14h 55m

$583

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 42 results
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The best insider tips for Chicago to Madrid 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 Chicago to Madrid trip
Airports
ORD

For a smooth departure from ORD, consider using the 'L' train to avoid traffic delays. It's a reliable option from downtown Chicago.

Read more about ORDby Ramsey Qubein
MAD

Upon arrival at MAD, use the Express Airport Bus for a quick ride to central spots like Atocha and Cibeles.

Read more about MADby Lori Zaino
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 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Madrid

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 June 9, 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 89 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 $1,057). 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 June 12, 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 afternoon, which can drop the price by up to 17% 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. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Madrid

Explore weekly flight availability from Chicago to Madrid. 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 June 12, 2025.

The most flights from CHI to MAD are scheduled on a Monday (10 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (10 on average).

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 June 12, 2025.
To help decide which airline to fly from Chicago to Madrid, see what other customers have to say about Delta, KLM and Austrian Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,358 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Austrian Airlines
7.6
Good
802 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Finnair
7.6
Good
1,290 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air France
7.5
Good
1,463 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 10 flights from Chicago to Barajas per day from 16 different airlines.

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

    United Airlines, at $567, was found to be the cheapest airline from Chicago to Madrid.Alternate airlines to your destination round-trip include Air Canada and Delta. You may be able to fly from Chicago to Madrid for 20% 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 $383. However, be on the lookout for offers from Air Canada and United Airlines, 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 (71%), Finnair (71%) or Iberia (71%) 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 $1,802, our data indicates the cheapest price to be $401. The most popular route (Chicago O'Hare Intl - Madrid Barajas), is priced around $395.

  • 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 Londres are currently the most popular points of interest in Lisbon at the moment. Chiado, Praça do Marquês de Pombal and Londres are located about 4.5 mi, 3.6 mi, and 2.3 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 $21 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 $68.

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

    Flights departing from Chicago and landing in Madrid layover in London least frequently.

  • 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 $1,057). 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$366Average$566FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$387Average$490FlexibilityNo cancel feeOn-time77%
FinnairCheapest$463Average$640FlexibilityNo cancel feeOn-time76%
DeltaCheapest$465Average$790FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$467Average$776FlexibilityNo cancel feeOn-time77%
KLMCheapest$477Average$683FlexibilityNo cancel feeOn-time75%
British AirwaysCheapest$480Average$659FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$480Average$692FlexibilityNo cancel feeOn-time67%
Aer LingusCheapest$484Average$731FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$490Average$797FlexibilityNo cancel feeOn-time71%

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