Which layover airport has the shortest travel time from Chicago to Madrid?

Flights connecting via Philadelphia (PHL) have the shortest average one-way travel time: 9h 37m.

Which layover airport has the shortest connection time from Chicago to Madrid?

Charlotte (CLT) has the shortest average layover time for this route: 1h 31m.

What is the cheapest airline that flies from Chicago to Madrid Barajas?

TAP AIR PORTUGAL is the most popular carrier operating from Chicago to Madrid Barajas

Which airport is the most popular layover for flights between Chicago and Madrid?

Lisbon (LIS) was the most common stop: 58% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Madrid?

Iberia, Finnair and American Airlines are the top three most popular airlines that fly to Madrid from Chicago according to our data. Iberia is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Madrid. Keep in mind that there are 17 different airlines that fly to Madrid on a routine basis, so you have a few additional options to choose from.

How many flights depart from Chicago to Madrid on average per day?

As of October 2025, there are 5 flights per day flying from Chicago to Madrid. The most common time of day flights depart is 5:00PM, with 94% of flights taking off in the afternoon.

How many flights depart from Chicago to Madrid on average per week?

As of October 2025, there are 41 flights per week flying from Chicago to Madrid. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

Which layover airport offers the lowest fares from Chicago to Madrid?

Flights via Boston (BOS) offer the lowest average round-trip price of $180.

When did momondo last update prices for flights from Chicago to Madrid Barajas Airport?

Prices for flights from Chicago to Madrid Barajas Airport refresh daily.

How many operators does momondo search for flights from Chicago to Madrid Barajas Airport?

The number of operators available for flights from Chicago to Madrid Barajas Airport is 17 as of October 2025.

How old do you have to be to fly from Chicago to Madrid Barajas Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Madrid Barajas Airport.

What documentation or ID do you need to fly to Madrid Barajas Airport?

The required travel and health documents for your Madrid Barajas Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madrid Barajas Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$229 Cheap Flights from Chicago to Madrid in 2025/26

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6:50 pm - 6:45 pmORD-MAD

16h 55m1 stop

7:35 pm - 4:20 pmMAD-ORD

27h 45m1 stop

$465SWISS

Find Deal

Tue, Nov 4 - Wed, Nov 19

6:00 am - 8:00 amMDW-MAD

19h 00m2 stops

6:00 am - 6:00 pmMAD-MDW

19h 00m2 stops

$466Delta

Find Deal

Wed, Dec 3 - Wed, Dec 10

5:20 pm - 3:20 pmORD-MAD

15h 00m1 stop

6:00 am - 3:10 pmMAD-ORD

16h 10m1 stop

$466Delta

Find Deal

Wed, Nov 5 - Wed, Nov 19

5:20 pm - 3:20 pmORD-MAD

15h 00m1 stop

6:00 am - 3:10 pmMAD-ORD

16h 10m1 stop

$467Delta

Find Deal

Wed, Nov 5 - Wed, Nov 19

5:10 pm - 12:40 pmORD-MAD

12h 30m1 stop

11:35 am - 2:30 pmMAD-ORD

9h 55mnonstop

$468British Airways

Find Deal

Wed, Nov 19 - Tue, Dec 9

5:10 pm - 12:40 pmORD-MAD

12h 30m1 stop

11:35 am - 2:30 pmMAD-ORD

9h 55mnonstop

$469British Airways

Find Deal

Sat, Nov 15 - Thu, Dec 4

5:40 pm - 8:50 amORD-MAD

8h 10mnonstop

12:00 pm - 2:55 pmMAD-ORD

9h 55mnonstop

$474Finnair

Find Deal

Wed, Nov 19 - Tue, Dec 9

9:15 pm - 11:30 pmORD-MAD

20h 15m1 stop

6:00 pm - 3:00 pmMAD-ORD

28h 00m1 stop

$500TAP AIR PORTUGAL

Find Deal

Fri, Oct 31 - Tue, Nov 18

7:55 pm - 7:55 amORD-MAD

29h 00m1 stop

12:00 pm - 2:55 pmMAD-ORD

9h 55mnonstop

$514Iberia

Find Deal

Sat, Nov 8 - Sat, Nov 22

5:10 pm - 12:40 pmORD-MAD

12h 30m1 stop

12:00 pm - 2:55 pmMAD-ORD

9h 55mnonstop

$515Iberia

Find Deal

Fri, Jan 16 - Sat, Jan 24

SWISS flights from Chicago to Madrid

Our best SWISS deals on Chicago to Madrid flight tickets

SWISS

Nov 4

ORD6:50 pmChicago O'Hare Intl

16h 55m

1 stop

MAD6:45 pmMadrid Barajas

Nov 19

MAD7:35 pmMadrid Barajas

27h 45m

1 stop

ORD4:20 pmChicago O'Hare Intl

$465

Find similar

SWISS

Nov 7

ORD6:50 pmChicago O'Hare Intl

16h 55m

1 stop

MAD6:45 pmMadrid Barajas

Nov 12

MAD10:10 amMadrid Barajas

13h 10m

1 stop

ORD4:20 pmChicago O'Hare Intl

$515

Find similar

Delta flights from Chicago to Madrid

Our best Delta deals on Chicago to Madrid flight tickets

Delta

Dec 3

MDW6:00 amChicago Midway

19h 00m

2 stops

MAD8:00 amMadrid Barajas

Dec 10

MAD6:00 amMadrid Barajas

19h 00m

2 stops

MDW6:00 pmChicago Midway

$466

Find similar

Delta

Nov 5

ORD5:20 pmChicago O'Hare Intl

15h 00m

1 stop

MAD3:20 pmMadrid Barajas

Nov 19

MAD6:00 amMadrid Barajas

16h 10m

1 stop

ORD3:10 pmChicago O'Hare Intl

$467

Find similar

Delta

Oct 29

ORD9:42 amChicago O'Hare Intl

15h 18m

2 stops

MAD7:00 amMadrid Barajas

Nov 5

MAD12:35 pmMadrid Barajas

33h 35m

1 stop

ORD3:10 pmChicago O'Hare Intl

$469

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 11/4

6:50 pm-6:45 pm

1 stop16h 55m

Madrid Barajas

Wed 11/19

7:35 pm-4:20 pm

1 stop27h 45m

$465

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Wed 12/3

6:00 am-8:00 am

2 stops19h 00m

Madrid Barajas

Wed 12/10

6:00 am-6:00 pm

2 stops19h 00m

$466

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 11/5

5:20 pm-3:20 pm

1 stop15h 00m

Madrid Barajas

Wed 11/19

6:00 am-3:10 pm

1 stop16h 10m

$466

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 11/5

5:20 pm-3:20 pm

1 stop15h 00m

Madrid Barajas

Wed 11/19

6:00 am-3:10 pm

1 stop16h 10m

$467

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 11/19

5:10 pm-12:40 pm

1 stop12h 30m

Madrid Barajas

Tue 12/9

11:35 am-2:30 pm

Nonstop9h 55m

$468

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sat 11/15

5:10 pm-12:40 pm

1 stop12h 30m

Madrid Barajas

Thu 12/4

11:35 am-2:30 pm

Nonstop9h 55m

$469

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 11/19

5:40 pm-8:50 am

Nonstop8h 10m

Madrid Barajas

Tue 12/9

12:00 pm-2:55 pm

Nonstop9h 55m

$474

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Fri 10/31

9:15 pm-11:30 pm

1 stop20h 15m

Madrid Barajas

Tue 11/18

6:00 pm-3:00 pm

1 stop28h 00m

$500

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sat 11/8

7:55 pm-7:55 am

1 stop29h 00m

Madrid Barajas

Sat 11/22

12:00 pm-2:55 pm

Nonstop9h 55m

$514

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Fri 1/16

5:10 pm-12:40 pm

1 stop12h 30m

Madrid Barajas

Sat 1/24

12:00 pm-2:55 pm

Nonstop9h 55m

$515

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How to get the cheapest flight ticket from Chicago to Madrid

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

Other information

What is the cheapest month to fly to Madrid?

The month of February is, on average, the cheapest month to fly to Madrid from Chicago, with most prices found around $525. If you don’t want to visit Madrid in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $555.

What is the cheapest day to depart on your flight to Madrid?

The cheapest day to depart on your flight to Madrid is on a Wednesday when prices can be found for as low as $748. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Madrid on Saturday is $921.

What is the cheapest time of day to depart on your flight to Madrid?

Flying to Madrid from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $806 when looking at flights departing in the afternoon. Flights to Madrid are more costly at noon, with an average ticket price of $897. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Madrid Barajas flight route?

Fly from Chicago O'Hare Intl to Madrid Barajas for the best Chicago - Madrid Barajas flight prices

How far in advance should I book a flight to Madrid?

You are more likely to see cheaper flights to Madrid from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Madrid for around $691 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Madrid from Chicago for as low as $579 on momondo.

What cabin class options are available on Chicago to Madrid Barajas flights?

There are 3 cabin classes available to choose from on Chicago to Madrid Barajas flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Madrid flights?

You could potentially save up to 87% on your flight if you consider stops on a Chicago to Madrid flight.

How have Chicago to Madrid flight prices changed over time?

As of October 2025, prices for Chicago to Madrid flights are approximately 12% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Madrid

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Madrid according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Madrid (CHI to MAD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Madrid

Best Price Found	$478
Fastest flight time	8h 05m
Direct flights	Every day
Airports in Madrid	1 airport

The best one-way flight to Madrid from Chicago in the past 72 hours is $478. The best round-trip flight deal from Chicago to Madrid found on momondo in the last 72 hours is $654.

The fastest flight from Chicago to Madrid takes 8h 05m

Direct flights go from Chicago to Madrid every day.

There is 1 airport near Madrid: Madrid Barajas (MAD)

Search flight deals

How far is Chicago to Madrid Barajas by plane?
A flight from Chicago to Madrid Barajas will travel around 4175.7 mi. In terms of flight time, this usually takes a little over 8h 10m.
When did momondo last update prices for flights from Chicago to Madrid Barajas Airport?
Prices for flights from Chicago to Madrid Barajas Airport refresh daily.
How many operators does momondo search for flights from Chicago to Madrid Barajas Airport?
The number of operators available for flights from Chicago to Madrid Barajas Airport is 17 as of October 2025.
How old do you have to be to fly from Chicago to Madrid Barajas Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Madrid Barajas Airport.
What documentation or ID do you need to fly to Madrid Barajas Airport?
The required travel and health documents for your Madrid Barajas Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Madrid Barajas Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Madrid?
Based on momondo bookings for flights between Chicago and Madrid, the leading plane model is Airbus A330-300, making up 38.86% of the total bookings. Other popular models include Airbus A330 with 25.86%, Boeing 787 Dreamliner with 15.75%, and Boeing 787-8 Dreamliner with 15.64%.
What is the most popular airline from Chicago to Madrid?
Based on momondo bookings for flights between Chicago and Madrid, the leading airline is Iberia, making up 38% of the total bookings. Other popular airlines include Finnair with 15%, British Airways with 12%, and TAP AIR PORTUGAL with 12%.

Best airlines flying from Chicago to Madrid

Compare and see reviews for airlines that fly from Chicago to Madrid with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $120	Free Cancellation	Rating 7.2 2,907 reviews	Search JetBlue flights
TAP AIR PORTUGAL	PriceFrom $288	Free Cancellation	Rating 7.1 2,035 reviews	Search TAP AIR PORTUGAL flights
Air Canada	PriceFrom $366	Free Cancellation	Rating 7.1 10,371 reviews	Search Air Canada flights
Finnair	PriceFrom $367	Free Cancellation	Rating 7.6 1,333 reviews	Search Finnair flights
Scandinavian Airlines	PriceFrom $387	Free Cancellation	Rating 7.4 1,543 reviews	Search Scandinavian Airlines flights
United Airlines	PriceFrom $433	Free Cancellation	Rating 7.4 9,001 reviews	Search United Airlines flights
British Airways	PriceFrom $438	Free Cancellation	Rating 6.7 7,483 reviews	Search British Airways flights
Iberia	PriceFrom $461	Free Cancellation	Rating 7.0 3,001 reviews	Search Iberia flights
Aer Lingus	PriceFrom $474	Free Cancellation	Rating 7.2 1,361 reviews	Search Aer Lingus flights
Lufthansa	PriceFrom $479	Free Cancellation	Rating 6.8 7,538 reviews	Search Lufthansa flights

Alaska Airlines Flights From Chicago to Madrid
Across 6 Alaska Airlines flights from Chicago to Madrid this week, the average price was $821, with the best Alaska Airlines deals starting from $612 round-trip. 11,205 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.
Finnair Flights From Chicago to Madrid
$367 is the best Finnair flight deal from Chicago to Madrid found on momondo over the last 72 hours. The average Finnair ticket price found was closer to $632, however, with flight time and availability significantly affecting the price. Finnair (7.6/10 from 1,333 user reviews) flies into Madrid from Chicago 6 times in an average week so prices can vary.

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Madrid?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Madrid. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Madrid with flexible booking policies on momondo?

Flights from Chicago to Madrid with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Madrid?

Once all potential Chicago to Madrid flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Madrid right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Madrid, momondo offers a useful price alert feature which will track prices for flights to Madrid from Chicago and alert you when they change.

An easier way to manage your Madrid trip

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Cheap flights from Chicago to Madrid from $229

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Madrid departing on 2/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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SWISS flights from Chicago to Madrid

Our best SWISS deals on Chicago to Madrid flight tickets

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Our best Delta deals on Chicago to Madrid flight tickets

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

See travel insights to Madrid from

How to get the cheapest flight ticket from Chicago to Madrid

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Madrid?

The month of February is, on average, the cheapest month to fly to Madrid from Chicago, with most prices found around $525. If you don’t want to visit Madrid in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $555.

What is the cheapest day to depart on your flight to Madrid?

What is the cheapest time of day to depart on your flight to Madrid?

What is the cheapest Chicago to Madrid Barajas flight route?

Fly from Chicago O'Hare Intl to Madrid Barajas for the best Chicago - Madrid Barajas flight prices

How far in advance should I book a flight to Madrid?

What cabin class options are available on Chicago to Madrid Barajas flights?

There are 3 cabin classes available to choose from on Chicago to Madrid Barajas flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Madrid flights?

You could potentially save up to 87% on your flight if you consider stops on a Chicago to Madrid flight.

How have Chicago to Madrid flight prices changed over time?

As of October 2025, prices for Chicago to Madrid flights are approximately 12% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Madrid Barajas?

TAP AIR PORTUGAL is the most popular carrier operating from Chicago to Madrid Barajas

What airlines fly to Madrid?

Which airport is the most popular layover for flights between Chicago and Madrid?

Lisbon (LIS) was the most common stop: 58% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Madrid?

Flights via Boston (BOS) offer the lowest average round-trip price of $180.

Which layover airport has the shortest travel time from Chicago to Madrid?

Flights connecting via Philadelphia (PHL) have the shortest average one-way travel time: 9h 37m.

Which layover airport has the shortest connection time from Chicago to Madrid?

Charlotte (CLT) has the shortest average layover time for this route: 1h 31m.

How many flights depart from Chicago to Madrid on average per day?

As of October 2025, there are 5 flights per day flying from Chicago to Madrid. The most common time of day flights depart is 5:00PM, with 94% of flights taking off in the afternoon.

How many flights depart from Chicago to Madrid on average per week?

As of October 2025, there are 41 flights per week flying from Chicago to Madrid. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

When to book flights from Chicago to Madrid

Cheap Chicago to Madrid (CHI to MAD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Madrid

Best Price Found

Fastest flight time

Direct flights

Airports in Madrid

How far is Chicago to Madrid Barajas by plane?

When did momondo last update prices for flights from Chicago to Madrid Barajas Airport?

How many operators does momondo search for flights from Chicago to Madrid Barajas Airport?

How old do you have to be to fly from Chicago to Madrid Barajas Airport?

What documentation or ID do you need to fly to Madrid Barajas Airport?

What is the most popular plane model from Chicago to Madrid?

What is the most popular airline from Chicago to Madrid?

Best airlines flying from Chicago to Madrid

Compare and see reviews for airlines that fly from Chicago to Madrid with momondo

Alaska Airlines Flights From Chicago to Madrid

Finnair Flights From Chicago to Madrid

Traveling to a place near Madrid?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Madrid?

Can I find flights from Chicago to Madrid with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Madrid?

I’m not ready to book a flight from Chicago to Madrid right now. Can momondo alert me if prices change?

An easier way to manage your Madrid trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.