What percentage of Chicago to Madrid flights are direct?

Over the trailing 90 days, approximately 13% of flights from Chicago to Madrid are direct. For flights that include stopovers, travelers typically encounter a median of 2 stopovers. The majority of available options for this route involve at least one connection.

How many hours is the flight from Chicago to Madrid?

A direct flight from Chicago to Madrid typically takes around 8 hours and 10 minutes. For flights with one stop, the median duration increases to approximately 12 hours and 43 minutes. The total distance covered on this route is 6744 kilometers.

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 having a high occurrence of deals. Travelers can typically find favorable pricing options with regularity across the trailing quarter.

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 2 days ago

405 airlines compared

80%+ AI score for best value

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

Today’s best flight deals from Chicago to Madrid

Explore current cheapest deals departing from Chicago to Madrid

2026-10-01 – 2026-10-15
CHI - Madrid
80% AI deal score
$565
$516
Round trip
2026-10-08 – 2026-10-14
CHI - Madrid
81% AI deal score
$590
$516
Round trip
2026-10-16 – 2026-10-25
CHI - Madrid
81% AI deal score
$583
$516
Round trip
2026-10-23 – 2026-10-31
CHI - Madrid
81% AI deal score
$579
$516
Round trip
2026-08-09 – 2026-08-29
CHI - Madrid
83% AI deal score
$630
$518
Round trip
2026-08-09 – 2026-08-19
CHI - Madrid
88% AI deal score
$668
$518
Round trip
2026-08-23 – 2026-08-30
CHI - Madrid
89% AI deal score
$681
$518
Round trip
2026-08-14 – 2026-08-26
CHI - Madrid
84% AI deal score
$650
$518
Round trip
2026-08-21 – 2026-08-29
CHI - Madrid
89% AI deal score
$670
$518
Round trip
2026-08-16 – 2026-08-30
CHI - Madrid
83% AI deal score
$648
$518
Round trip

Chicago to Madrid: Overview

Insights for flights from Chicago to Madrid

The journey from Chicago to Madrid covers a substantial distance of 6744 km, classifying it as a long-haul flight. This means you should anticipate a significant travel duration, often involving connections, to reach your destination.

For travelers seeking cheap flights from Chicago to Madrid, fares typically range from $815–$1640, with a median price of $1200. Right now, current fares are below the typical level, which can present a good opportunity. Only 2% of recent fares were classified as a good price, indicating that finding exceptionally low prices can be challenging.

When is the cheapest time to fly from Chicago to Madrid? You'll find the lowest median fares in February, at $330. March also offers competitive prices, with a median of $380. January follows as another relatively affordable month, with a median fare of $595.

Most itineraries for flights from Chicago to Madrid connect at least once, with only 13% of recent fares being non-stop. For connecting flights, the typical number of stopovers is 2, which can significantly extend travel time.

How long is the flight from Chicago to Madrid? A typical journey, including connections, takes approximately 8h 10m. Since most itineraries involve stopovers, this median duration accounts for the additional time spent in transit.

How much is a round trip from Chicago to Madrid

Regular price: $521 - $1,315

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

The regular price range for flights from Chicago to Madrid is $521 to $1315. The current lowest deal is $515 with TAP Portugal for travel from Sep 23-Sep 30.

now $515

Low $521

High $1,315

The cheapest time to fly from Chicago to Madrid

The cheapest month to fly from Chicago to Madrid is February, with a median price of $330. The most expensive month is June, with a median price of $1671. Prices are generally lower from January to November.

February

Cheapest

Flights from $330

June

Most Expensive

Flights from $1,671

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Madrid

Finnair

Last-minute flights going from Chicago to Madrid

Sun, Aug 9

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

TAP Portugal

$640

$545

One-way

Sun, Aug 9

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

TAP Portugal

$669

$545

One-way

Mon, Aug 10

⌛ Last-Minute

RFD - Madrid

Chicago (RFD) - Madrid (MAD)

Allegiant Air

$850

$684

One-way

Fri, Aug 14

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

TAP Portugal

$660

$532

One-way

Fri, Aug 14

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

TAP Portugal

$668

$546

One-way

Fri, Aug 14

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

TAP Portugal

$702

$590

One-way

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

13 nights

Dec 11 - Dec 24

$791 → $525

34%

4 nights

Dec 2 - Dec 6

$766 → $515

33%

3 nights

Aug 16 - Aug 19

$985 → $735

25%

9 nights

Dec 4 - Dec 13

$758 → $527

31%

Popular Airports to fly from Chicago to Madrid

Chicago - Madrid route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Chicago to Madrid are below the typical level at $515.

📅 Best time to fly

February is historically cheapest at $330

Historically, February is the cheapest month to fly from Chicago to Madrid, with a median price of $330.

⏱️ Flight duration

Direct flights average 8h 10m

Direct flights from Chicago to Madrid typically average 8h 10m, while connecting flights average 16h 0m.

✈️ Airlines & availability

Connecting flights are dominant

Only 13% of recent flights from Chicago to Madrid are direct, with connecting flights dominant.

🏆 Airline highlight

Finnair offers direct flights

Finnair is one airline that offers direct flights from Chicago to Madrid.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from Chicago to Madrid are frequent, appearing often over the last 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 with competitive pricing.

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

💸 Flights from ~$565

Madrid main airports to arrive at

Adolfo Suárez Madrid–Barajas (MAD)

Cheapest

Adolfo Suárez Madrid–Barajas Airport is the primary international gateway for flights arriving in Madrid.

📍 ~15 km from Madrid city center (reachable by car, metro, bus, and train).

💸 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 ~$578

Business & First Class Flight Deals to Madrid

92% AI deal score

$4,711

$2,826

Save $1,885

Frequently Asked Questions About Flights to Madrid

Historically, the lowest prices for flights from Chicago to Madrid are found when booking 28-59 days in advance. During this period, the average price is typically around $753. Booking within 0-6 days of departure sees prices rise significantly, averaging $1442. Even booking 60+ days out tends to be more expensive, with an average price of $1167.

Across the trailing quarter, a good price for a flight from Chicago to Madrid is considered to be $815 or less. The median price for this route historically stands at $1200. Prices can go higher, with 75% of observed prices being $1640 or less over the trailing 90 days.

Historically, February is the cheapest month to fly from Chicago to Madrid, with a median price of $330. March also offers competitive prices, with a median of $380. The annual median price for this route is $1200, making these months significantly more affordable for travelers.

Related routes

More routes from Chicago

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Flights to Madrid from other cities

Flights from Campeche to Madrid Flights from Cartagena to Madrid Flights from Catania to Madrid Flights from Cedar Rapids to Madrid Flights from Champaign to Madrid Flights from Chania to Madrid Flights from Charleston to Madrid Flights from Charlotte to Madrid Flights from Cleveland to Madrid Flights from Colorado Springs to Madrid Flights from Columbus to Madrid Flights from Copenhagen to Madrid

Chicago to Madrid: Overview

Insights for flights from Chicago to Madrid

How much is a round trip from Chicago to Madrid

Regular price: $521 - $1,315

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

The regular price range for flights from Chicago to Madrid is $521 to $1315. The current lowest deal is $515 with TAP Portugal for travel from Sep 23-Sep 30.

now $515

Low $521

High $1,315

The cheapest time to fly from Chicago to Madrid

February

Cheapest

Flights from $330

June

Most Expensive

Flights from $1,671

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec