What percentage of Chicago to Madrid flights are direct?

Historically, approximately 13% of flights from Chicago to Madrid are direct. For travelers opting for connecting flights, the median number of stopovers is typically two. This indicates that a significant majority of routes involve at least one stop. Those prioritizing non-stop travel should be aware of the lower availability of direct options.

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. This translates to a median duration of 490 minutes for non-stop journeys. For flights with one stop, the travel time increases significantly, with a median duration of 12 hours and 43 minutes, or 763 minutes. The total distance covered on this route is approximately 6744 kilometers.

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

Historically, cheap flights from Chicago to Madrid are classified as frequent. This suggests that opportunities for finding good deals on this route arise regularly across the trailing quarter. Travelers have a consistent chance to find competitive prices for their journey. The frequent availability indicates that patience and regular monitoring can lead to favorable booking outcomes.

Flights From Chicago

To Madrid

Cheap Flights from Chicago to Madrid

Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Chicago

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

Prices updated 1 day ago

461 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Sep 14, 2026.)

Today’s best flight deals from Chicago to Madrid

Explore current cheapest deals departing from Chicago to Madrid

2026-10-23 – 2026-10-29
CHI - Madrid
80% AI deal score
$579
$523
Round trip
2026-11-08 – 2026-11-15
CHI - Madrid
79% AI deal score
$549
$523
Round trip
2026-12-02 – 2026-12-06
CHI - Madrid
90% AI deal score
$724
$523
Round trip
2026-10-03 – 2026-10-29
CHI - Madrid
78% AI deal score
$537
$524
Round trip
2027-02-10 – 2027-02-14
CHI - Madrid
80% AI deal score
$578
$524
Round trip
2027-02-19 – 2027-02-28
CHI - Madrid
80% AI deal score
$578
$524
Round trip
2026-11-15 – 2026-11-25
CHI - Madrid
78% AI deal score
$538
$525
Round trip
2026-11-04 – 2026-11-12
CHI - Madrid
77% AI deal score
$534
$525
Round trip
2026-11-11 – 2026-11-18
CHI - Madrid
79% AI deal score
$550
$525
Round trip
2026-11-13 – 2026-11-20
CHI - Madrid
79% AI deal score
$551
$525
Round trip

Chicago to Madrid: Overview

Insights for flights from Chicago to Madrid

A flight from Chicago to Madrid covers a substantial distance of 6,744 km, classifying it as a long-haul journey. This means you should expect a significant travel time, often involving connections, to reach your destination.

For travelers seeking cheap flights from Chicago to Madrid, fares typically range from $815–$1,640, with a median of $1,200. Right now, fares are below the typical level, with only 2% of recent fares classified as a good price. New deals appear almost daily, so setting a price alert can help you monitor fluctuations.

When is the cheapest time to fly from Chicago to Madrid? The most affordable months to travel are February, with a median fare of $330, and March, where the median fare is $380. January also offers competitive pricing, 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 connections is 2, which significantly impacts the overall travel duration.

How long is the flight from Chicago to Madrid? A typical journey from Chicago to Madrid, including connections, takes approximately 16h 0m. While direct flights from Chicago to Madrid have a flight time of 8h 10m, the prevalence of connecting itineraries means most travelers will experience a longer overall travel day.

How much is a round trip from Chicago to Madrid

Regular price: $471 - $1,364

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 $471 and $1364. The current lowest deal is $520 with TAP Portugal for travel from Nov 8-Nov 15.

now $520

Low $471

High $1,364

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 USD. The most expensive month is June, with a median price of 1671 USD. 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

Iberia Airlines

Last-minute flights going from Chicago to Madrid

Fri, Sep 18

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$847

$612

One-way

Sun, Sep 20

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$650

$577

One-way

Mon, Sep 21

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$652

$560

One-way

Tue, Sep 22

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$674

$563

One-way

Wed, Sep 23

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$666

$560

One-way

Wed, Sep 23

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$667

$563

One-way

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

3 nights

Sep 18 - Sep 21

$847 → $615

27%

4 nights

Dec 2 - Dec 6

$724 → $525

28%

8 nights

Mar 23 - Mar 31

$735 → $554

25%

4 nights

Dec 9 - Dec 13

$731 → $552

24%

Popular Airports to fly from Chicago to Madrid

Chicago - Madrid route insights

💸 Price insights

Recent fares are below the typical level.

Recent fares are below the typical level, with 2% of recent fares considered good deals.

📅 Best time to fly

February is historically the cheapest month to fly.

Historically, February ($330), March ($380), and January ($595) offer the lowest median prices.

⏱️ Flight duration

Direct flights take 8h 10m; connecting flights average 16h 0m.

Direct flights typically take 8h 10m, while connecting flights average 16h 0m.

✈️ Airlines & availability

Connecting flights are dominant for this long-haul route.

Only 13% of recent flights are direct, with connecting flights having a median of 2 stopovers.

🏆 Airline highlight

Iberia Airlines offers direct flights on this route.

Iberia Airlines is a direct carrier option for flights from Chicago to Madrid.

🎯 Booking tip

Deals are frequent, appearing every 30 days.

Deals on flights for this route are frequent, typically appearing every 30 days.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport is a major hub, offering many flight options from Chicago to Madrid.

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

💸 Flights from ~$519

Madrid main airports to arrive at

Adolfo Suárez Madrid–Barajas (MAD)

Cheapest

Adolfo Suárez Madrid–Barajas Airport is a key arrival point for flights to Madrid.

📍 ~14 km from city center (reachable by car, metro, bus, taxi)

💸 Flights from ~$526

Airports nearby Madrid used as alternative

Valencia (VLC)

Valencia (VLC) is a major international airport and a reliable alternative for both business and leisure travel.

📍 ~300 km from Madrid (reachable by high-speed train, then local train to airport)

💸 Flights from ~$638

Business & First Class Flight Deals to Madrid

Discover luxury on the budget with premium cabin class on flights from Chicago to Madrid.

Elite

Best Elite deals to Madrid

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Jan 15

Madrid, Spain

93% AI deal score

$2,189

$1,420

Save $769

TAP Portugal

Business Class

From ORD

Elite

Oct 21

Madrid, Spain

93% AI deal score

$2,656

$1,745

Save $911

TAP Portugal

Business Class

From ORD

Elite

Oct 23

Madrid, Spain

92% AI deal score

$5,054

$2,937

Save $2,117

Icelandair, +1

Business Class

From ORD

Elite

Oct 26

Madrid, Spain

91% AI deal score

$5,129

$3,087

Save $2,042

Icelandair, +1

Business Class

From ORD

Elite

Nov 10

Madrid, Spain

90% AI deal score

$1,891

$1,473

Save $418

Scandinavian Airlines

Business Class

From ORD

Elite

Dec 05

Madrid, Spain

90% AI deal score

$2,133

$1,705

Save $428

United Airlines

Business Class

From ORD

Elite

Feb 17

Madrid, Spain

90% AI deal score

$2,305

$1,788

Save $517

Air Canada

Business Class

From ORD

Elite

Dec 09

Madrid, Spain

90% AI deal score

$2,384

$1,847

Save $537

Finnair

Business Class

From ORD

Elite

Dec 07

Madrid, Spain

90% AI deal score

$2,298

$1,847

Save $451

Finnair

Business Class

From ORD

Elite

Dec 07

Madrid, Spain

90% AI deal score

$2,384

$1,847

Save $537

Finnair

Business Class

From ORD

Elite

Jan 15

Madrid, Spain

89% AI deal score

$2,099

$1,703

Save $396

United Airlines

Business Class

From ORD

Elite

Dec 01

Madrid, Spain

89% AI deal score

$2,215

$1,780

Save $435

Air Canada

Business Class

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, however, sees prices rise significantly, averaging about $1442. Even booking 60+ days out tends to be more expensive, with an average price of $1167. For the best value, travelers should aim to secure their tickets within the 28-59 day window.

Across the trailing quarter, a good price for a flight from Chicago to Madrid is considered to be $815 or less. This threshold represents the lowest 25% of prices observed. The median price for this route historically stands at $1200, while prices in the higher range can reach up to $1640. Travelers aiming for a budget-friendly trip should target fares at or below the $815 mark.

Historically, February is the cheapest month to fly from Chicago to Madrid, with a median price of $330. March also offers competitive pricing, with a median of $380. January, while still cheaper than the annual median, has a higher median price of $595. In contrast, the annual median price for this route is $1200, making these months significantly more affordable.

Related routes

More routes from Chicago

Flights from Chicago to Kansas City Flights from Chicago to Manchester Flights from Chicago to Manila Flights from Chicago to Memphis Flights from Chicago to Mexico City Flights from Chicago to Miami Flights from Chicago to Milan Flights from Chicago to Minneapolis Flights from Chicago to Montego Bay Flights from Chicago to Morelia Flights from Chicago to Munich Flights from Chicago to New Orleans

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: $471 - $1,364

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 $471 and $1364. The current lowest deal is $520 with TAP Portugal for travel from Nov 8-Nov 15.

now $520

Low $471

High $1,364

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

Direct flights from Chicago to Madrid

Iberia Airlines

Last-minute flights going from Chicago to Madrid

Fri, Sep 18

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$847

$612

One-way

Sun, Sep 20

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$650

$577

One-way

Mon, Sep 21

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$652

$560

One-way

Tue, Sep 22

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$674

$563

One-way

Wed, Sep 23

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$666

$560

One-way

Wed, Sep 23

⌛ Last-Minute

ORD - Madrid

Chicago (ORD) - Madrid (MAD)

Iberia Airlines

$667

$563

One-way

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

3 nights

Sep 18 - Sep 21

$847 → $615

27%

4 nights

Dec 2 - Dec 6

$724 → $525

28%

8 nights

Mar 23 - Mar 31

$735 → $554

25%

4 nights

Dec 9 - Dec 13

$731 → $552

24%

Popular Airports to fly from Chicago to Madrid

Chicago - Madrid route insights

💸 Price insights

Recent fares are below the typical level.

Recent fares are below the typical level, with 2% of recent fares considered good deals.

📅 Best time to fly

February is historically the cheapest month to fly.

Historically, February ($330), March ($380), and January ($595) offer the lowest median prices.

⏱️ Flight duration

Direct flights take 8h 10m; connecting flights average 16h 0m.

Direct flights typically take 8h 10m, while connecting flights average 16h 0m.

✈️ Airlines & availability

Connecting flights are dominant for this long-haul route.

Only 13% of recent flights are direct, with connecting flights having a median of 2 stopovers.

🏆 Airline highlight

Iberia Airlines offers direct flights on this route.

Iberia Airlines is a direct carrier option for flights from Chicago to Madrid.

🎯 Booking tip

Deals are frequent, appearing every 30 days.

Deals on flights for this route are frequent, typically appearing every 30 days.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport is a major hub, offering many flight options from Chicago to Madrid.

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

💸 Flights from ~$519

Madrid main airports to arrive at

Adolfo Suárez Madrid–Barajas (MAD)

Cheapest

Adolfo Suárez Madrid–Barajas Airport is a key arrival point for flights to Madrid.

📍 ~14 km from city center (reachable by car, metro, bus, taxi)

💸 Flights from ~$526

Airports nearby Madrid used as alternative

Valencia (VLC)

Valencia (VLC) is a major international airport and a reliable alternative for both business and leisure travel.

Madrid, Spain

89% AI deal score

$2,215

$1,780

Save $435

Air Canada

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 below the typical level.

February is historically the cheapest month to fly.

Direct flights take 8h 10m; connecting flights average 16h 0m.

Connecting flights are dominant for this long-haul route.

Iberia Airlines offers direct flights on this route.

Deals are frequent, appearing every 30 days.

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

Jan 15

Oct 21

Oct 23

Oct 26

Nov 10

Dec 05

Feb 17

Dec 09

Dec 07

Dec 07

Jan 15

Dec 01

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 below the typical level.

February is historically the cheapest month to fly.

Direct flights take 8h 10m; connecting flights average 16h 0m.

Connecting flights are dominant for this long-haul route.

Iberia Airlines offers direct flights on this route.

Deals are frequent, appearing every 30 days.

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

Jan 15

Oct 21

Oct 23

Oct 26

Nov 10

Dec 05

Feb 17

Dec 09

Dec 07

Dec 07

Jan 15

Dec 01

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?