What percentage of Chicago to Madrid flights are direct?

In the trailing 90 days, approximately 8.5% of flights from Chicago to Madrid have been direct. The majority of flights on this route involve at least one stop. When connecting, flights typically have a median of 2 stopovers. Travelers seeking direct routes should be aware of their relative scarcity.

How many hours is the flight from Chicago to Madrid?

A direct flight from Chicago to Madrid typically takes around 8 hours and 15 minutes. For flights with one stop, the median duration is considerably longer, averaging 14 hours and 55 minutes. The air distance between Chicago and Madrid is approximately 6744 kilometers. Travelers should account for these differences when planning their journey.

How often do cheap flights from Chicago to Madrid come up?

Historically, cheap flights from Chicago to Madrid come up frequently. This route is classified as one with a consistent availability of deals. Travelers can typically find favorable prices without an extended wait. This indicates that Madrid is a popular and well-serviced destination from Chicago.

Flights From Chicago

To Madrid

Cheap Flights from Chicago to Madrid

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Deals from

Chicago

RatePunk searches hundreds of travel sites at once for deals on flights to Madrid

Prices updated 7 days ago

483 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Oct 26, 2026.)

Today’s best flight deals from Chicago to Madrid

Explore current cheapest deals departing from Chicago to Madrid

2026-11-15 – 2026-11-25
CHI - Madrid
77% AI deal score
$531
$568
Round trip
2026-11-04 – 2026-11-10
CHI - Madrid
77% AI deal score
$577
$568
Round trip
2026-12-06 – 2026-12-15
CHI - Madrid
81% AI deal score
$656
$568
Round trip
2026-12-02 – 2026-12-08
CHI - Madrid
82% AI deal score
$687
$568
Round trip
2027-03-03 – 2027-03-17
CHI - Madrid
78% AI deal score
$584
$568
Round trip
2027-01-31 – 2027-02-10
CHI - Madrid
77% AI deal score
$569
$573
Round trip
2026-11-25 – 2026-12-09
CHI - Madrid
76% AI deal score
$525
$573
Round trip
2026-11-25 – 2026-12-16
CHI - Madrid
76% AI deal score
$515
$573
Round trip
2026-11-25 – 2026-12-11
CHI - Madrid
76% AI deal score
$519
$573
Round trip
2027-03-28 – 2027-04-07
CHI - Madrid
79% AI deal score
$611
$573
Round trip

Chicago to Madrid: Overview

Insights for flights from Chicago to Madrid

Flights from Chicago to Madrid cover a substantial distance of 6,744 kilometers, classifying this as a long-haul international route. Right now, fares for cheap flights from Chicago to Madrid typically range from $782 to $1,238, with a median price of $1,003. Currently, prices are above the typical level, and 0% of recent fares were classified as a good price. New deals appear almost daily for this route.

When considering the cheapest time to fly from Chicago to Madrid, you'll find that December stands out with a median fare of $796. Following closely, June offers a median fare of $816, and January presents a median of $839. These months generally offer more favorable pricing compared to other times of the year.

For travelers from Chicago to Madrid, most itineraries connect at least once, with only 8.5% of recent fares being non-stop. When a connection is necessary, the typical number of stopovers is 2. This means that planning for at least one stop is common for this route.

A typical journey from Chicago to Madrid, including connections, takes approximately 16h 23m. For the limited direct flights from Chicago to Madrid, the non-stop flight time is around 8h 10m. However, since most itineraries involve stopovers, the overall travel duration is significantly longer.

How much is a round trip from Chicago to Madrid

Regular price: $458 - $1,415

Prices for flights from Chicago to Madrid are currently within the regular range.

The regular price range for flights from Chicago to Madrid is between $458 and $1415. The current lowest deal is $558 with TAP Portugal for travel from Nov 15-Nov 25.

now $558

Low $458

High $1,415

The cheapest time to fly from Chicago to Madrid

The cheapest month to fly from Chicago to Madrid is December, with a median price of $796. The most expensive month is August, with a median price of $1285. Prices are generally lower from January to December.

December

Cheapest

Flights from $796

August

Most Expensive

Flights from $1,285

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Madrid

Iberia Airlines

Last-minute flights going from Chicago to Madrid

Tue, Oct 27

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Swiss International Air Lines

$766

$1,021

One-way

Wed, Oct 28

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Aer Lingus

$771

$957

One-way

Fri, Oct 30

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

TAP Portugal

$567

$594

One-way

Sat, Oct 31

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$528

$1,199

One-way

Sun, Nov 1

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

TAP Portugal

$536

$622

One-way

Mon, Nov 2

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$501

$1,178

One-way

Biggest price drops on these dates for flights from Chicago to Madrid

4 nights

Dec 2 - Dec 6

$718 → $587

18%

6 nights

Dec 2 - Dec 8

$687 → $567

18%

7 nights

Dec 9 - Dec 16

$678 → $561

17%

4 nights

Dec 9 - Dec 13

$710 → $600

16%

Popular Airports to fly from Chicago to Madrid

Chicago - Madrid route insights

💸 Price insights

Recent fares are above the typical level.

Recent fares from Chicago to Madrid are above the typical level of $1003.

📅 Best time to fly

December is historically the cheapest month to fly.

Historically, December is the cheapest month to fly from Chicago to Madrid, with a median price of $796.

⏱️ Flight duration

Direct flights take 8h 10m.

Direct flights from Chicago to Madrid typically take 8h 10m, while connecting flights average 16h 23m.

✈️ Airlines & availability

Connecting flights are dominant on this route.

Only 8.5% of recent fares from Chicago to Madrid are direct, with connecting flights being dominant.

🏆 Airline highlight

Iberia Airlines offers direct flights.

Iberia Airlines is one of the airlines that offers direct flights on the Chicago to Madrid route.

🎯 Booking tip

Deals are frequent on this route.

Deals for flights from Chicago to Madrid are frequent, appearing multiple times within 30 days.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport is a major hub for flights from Chicago to Madrid, often offering competitive prices.

📍 ~25 km from Chicago city center (reachable by car or train).

💸 Flights from ~$560

Madrid main airports to arrive at

Adolfo Suárez Madrid–Barajas (MAD)

Cheapest

Adolfo Suárez Madrid–Barajas Airport is a primary arrival airport for flights to Madrid, Spain.

📍 ~14 km from Madrid (reachable by car, metro, bus, taxi).

💸 Flights from ~$565

Airports nearby Madrid used as alternative

Valencia (VLC)

Valencia Airport is a reliable alternative for both business and leisure travel with excellent high-speed rail connectivity.

📍 ~300 km from Madrid (reachable by high-speed train)

💸 Flights from ~$657

Business & First Class Flight Deals to Madrid

$1,506

Save $589

Scandinavian Airlines

Business Class

From ORD

Elite

Dec 24

Madrid, Spain

91% AI deal score

$2,124

$1,602

Save $522

Scandinavian Airlines

Business Class

From ORD

Elite

Mar 30

Madrid, Spain

90% AI deal score

$3,419

$2,608

Save $811

Icelandair, +1

Business Class

From ORD

Elite

Dec 31

Madrid, Spain

90% AI deal score

$2,111

$1,595

Save $516

Scandinavian Airlines

Business Class

From ORD

Elite

Jan 10

Madrid, Spain

90% AI deal score

$2,080

$1,610

Save $470

TAP Portugal

Business Class

From ORD

Elite

Feb 22

Madrid, Spain

90% AI deal score

$2,235

$1,722

Save $513

Scandinavian Airlines

Business Class

From ORD

Elite

Apr 19

Madrid, Spain

90% AI deal score

$2,249

$1,843

Save $406

Finnair

Business Class

From ORD

Elite

Feb 21

Madrid, Spain

89% AI deal score

$2,248

$1,879

Save $369

Finnair

Business Class

Frequently Asked Questions About Flights to Madrid

Historically, booking your flight 60+ days in advance typically yields the cheapest prices for flights from Chicago to Madrid, with an average price of $1018. Prices tend to increase significantly closer to the departure date. For instance, flights booked 28-59 days out average $1020, while those booked 0-6 days before departure average $1442. Planning ahead by at least two months can result in substantial savings.

Across the trailing quarter, a good price for a flight from Chicago to Madrid is considered to be $782 or less. The median price for this route historically stands at $1003. Prices can vary, with 75% of deals observed being $1238 or less. Aiming for a price at or below the $782 threshold indicates a particularly favorable deal.

Historically, December has been the cheapest month to fly from Chicago to Madrid, with a median price of $796. June also offers competitive prices, with a median of $816. The annual median price for this route is $1003, indicating that these months offer notable savings compared to the yearly average.

Related routes

More routes from Chicago

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Flights to Madrid from other cities

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Chicago to Madrid: Overview

Insights for flights from Chicago to Madrid

How much is a round trip from Chicago to Madrid

Regular price: $458 - $1,415

Prices for flights from Chicago to Madrid are currently within the regular range.

The regular price range for flights from Chicago to Madrid is between $458 and $1415. The current lowest deal is $558 with TAP Portugal for travel from Nov 15-Nov 25.

now $558

Low $458

High $1,415

The cheapest time to fly from Chicago to Madrid

December

Cheapest

Flights from $796

August

Most Expensive

Flights from $1,285

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Madrid

Iberia Airlines

Last-minute flights going from Chicago to Madrid

Tue, Oct 27

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Swiss International Air Lines

$766

$1,021

One-way

Wed, Oct 28

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Aer Lingus

$771

$957

One-way

Fri, Oct 30

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

TAP Portugal

$567

$594

One-way

Sat, Oct 31

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$528

$1,199

One-way

Sun, Nov 1

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

TAP Portugal

$536

$622

One-way

Mon, Nov 2

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$501

$1,178

One-way

Biggest price drops on these dates for flights from Chicago to Madrid

4 nights

Dec 2 - Dec 6

$718 → $587

18%

6 nights

Dec 2 - Dec 8

$687 → $567

18%

7 nights

Dec 9 - Dec 16

$678 → $561

17%

4 nights

Dec 9 - Dec 13

$710 → $600

16%

Popular Airports to fly from Chicago to Madrid

Chicago - Madrid route insights

💸 Price insights

Recent fares are above the typical level.

Recent fares from Chicago to Madrid are above the typical level of $1003.

📅 Best time to fly

December is historically the cheapest month to fly.

Historically, December is the cheapest month to fly from Chicago to Madrid, with a median price of $796.

⏱️ Flight duration

Direct flights take 8h 10m.

Direct flights from Chicago to Madrid typically take 8h 10m, while connecting flights average 16h 23m.

✈️ Airlines & availability

Connecting flights are dominant on this route.

Only 8.5% of recent fares from Chicago to Madrid are direct, with connecting flights being dominant.

🏆 Airline highlight

Iberia Airlines offers direct flights.

Iberia Airlines is one of the airlines that offers direct flights on the Chicago to Madrid route.

🎯 Booking tip

Deals are frequent on this route.

Deals for flights from Chicago to Madrid are frequent, appearing multiple times within 30 days.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport is a major hub for flights from Chicago to Madrid, often offering competitive prices.

📍 ~25 km from Chicago city center (reachable by car or train).

💸 Flights from ~$560

Madrid main airports to arrive at

Adolfo Suárez Madrid–Barajas (MAD)

Cheapest

Adolfo Suárez Madrid–Barajas Airport is a primary arrival airport for flights to Madrid, Spain.

📍 ~14 km from Madrid (reachable by car, metro, bus, taxi).

💸 Flights from ~$565

Airports nearby Madrid used as alternative

Valencia (VLC)

Valencia Airport is a reliable alternative for both business and leisure travel with excellent high-speed rail connectivity.

Madrid, Spain

89% AI deal score

$2,248

$1,879

Save $369

Finnair

Business Class

Frequently Asked Questions About Flights to Madrid

Cheap Flights from Chicago to Madrid

Today’s best flight deals from Chicago to Madrid

Chicago to Madrid: Overview

Insights for flights from Chicago to Madrid

How much is a round trip from Chicago to Madrid

The cheapest time to fly from Chicago to Madrid

Direct flights from Chicago to Madrid

Last-minute flights going from Chicago to Madrid

Biggest price drops on these dates for flights from Chicago to Madrid

Popular Airports to fly from Chicago to Madrid

Chicago - Madrid route insights

Recent fares are above the typical level.

December is historically the cheapest month to fly.

Direct flights take 8h 10m.

Connecting flights are dominant on this route.

Iberia Airlines offers direct flights.

Deals are frequent on this route.

Chicago main airports to depart from

Madrid main airports to arrive at

Airports nearby Madrid used as alternative

Business & First Class Flight Deals to Madrid

Best Elite deals to Madrid

Feb 10

Jan 24

Apr 02

Mar 28

Dec 06

Dec 24

Mar 30

Dec 31

Jan 10

Feb 22

Apr 19

Feb 21

Frequently Asked Questions About Flights to Madrid

How early should I book Chicago to Madrid flights to get the cheapest price?

What is a good price for a flight from Chicago to Madrid?

What's the cheapest month to fly from Chicago to Madrid?

What percentage of Chicago to Madrid flights are direct?

How many hours is the flight from Chicago to Madrid?

How often do cheap flights from Chicago to Madrid come up?

Related routes

More routes from Chicago

Flights to Madrid from other cities

Chicago to Madrid: Overview

Insights for flights from Chicago to Madrid

How much is a round trip from Chicago to Madrid

The cheapest time to fly from Chicago to Madrid

Direct flights from Chicago to Madrid

Last-minute flights going from Chicago to Madrid

Biggest price drops on these dates for flights from Chicago to Madrid

Popular Airports to fly from Chicago to Madrid

Chicago - Madrid route insights

Recent fares are above the typical level.

December is historically the cheapest month to fly.

Direct flights take 8h 10m.

Connecting flights are dominant on this route.

Iberia Airlines offers direct flights.

Deals are frequent on this route.

Chicago main airports to depart from

Madrid main airports to arrive at

Airports nearby Madrid used as alternative

Business & First Class Flight Deals to Madrid

Best Elite deals to Madrid

Feb 10

Jan 24

Apr 02

Mar 28

Dec 06

Dec 24

Mar 30

Dec 31

Jan 10

Feb 22

Apr 19

Feb 21

Frequently Asked Questions About Flights to Madrid

How early should I book Chicago to Madrid flights to get the cheapest price?

What is a good price for a flight from Chicago to Madrid?

What's the cheapest month to fly from Chicago to Madrid?