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.

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 offers the lowest fares from Chicago to Madrid?

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

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

As of November 2025, there are 7 flights per day flying from Chicago to Madrid. The most common time of day flights depart is 5:00PM, with 100% of flights taking off in the afternoon.

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: 56% of momondo users choosing 1-stop flights on this route connected there.

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

As of November 2025, there are 49 flights per week flying from Chicago to Madrid. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

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.

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 November 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.

$242 Cheap Flights from Chicago to Madrid in 2025/26

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6:30 pm - 2:50 pmORD-MAD

13h 20m1 stop

9:35 pm - 8:15 pmMAD-ORD

29h 40m2 stops

$449Iberia

Find Deal

mié., dic. 31 - jue., ene. 8

9:45 pm - 7:10 pmORD-MAD

14h 25m1 stop

12:00 pm - 2:55 pmMAD-ORD

9h 55mnonstop

$450British Airways

Find Deal

mar., ene. 13 - vie., ene. 23

12:50 pm - 7:00 amORD-MAD

12h 10m1 stop

6:25 am - 8:10 pmMAD-ORD

19h 45m2 stops

$451Multiple Airlines

Find Deal

lun., mar. 16 - mar., mar. 24

5:20 pm - 11:30 amORD-MAD

11h 10m1 stop

10:00 am - 5:45 pmMAD-ORD

14h 45m1 stop

$452Multiple Airlines

Find Deal

mar., ene. 13 - jue., ene. 22

8:15 pm - 8:00 amORD-MAD

28h 45m2 stops

6:25 am - 2:55 pmMAD-ORD

15h 30m2 stops

$453Air Canada

Find Deal

lun., dic. 1 - mar., dic. 9

12:50 pm - 8:00 amORD-MAD

12h 10m1 stop

6:25 am - 2:55 pmMAD-ORD

15h 30m2 stops

$454Multiple Airlines

Find Deal

mié., ene. 14 - mié., feb. 18

8:25 pm - 5:10 pmORD-MAD

13h 45m1 stop

7:40 am - 3:00 pmMAD-ORD

14h 20m1 stop

$456TAP AIR PORTUGAL

Find Deal

dom., ene. 11 - mié., feb. 18

6:14 pm - 3:20 pmMDW-MAD

14h 06m2 stops

11:15 am - 10:44 pmMAD-MDW

18h 29m1 stop

$457Delta

Find Deal

mar., ene. 13 - mar., feb. 17

10:29 am - 11:30 amORD-MAD

18h 01m2 stops

11:15 am - 6:54 pmMAD-ORD

14h 39m1 stop

$457Delta

Find Deal

mar., ene. 13 - jue., feb. 19

1:28 pm - 11:30 amMDW-MAD

15h 02m2 stops

10:00 am - 10:44 pmMAD-MDW

19h 44m2 stops

$461Delta

Find Deal

mié., ene. 14 - mié., feb. 18

British Airways flights from Chicago to Madrid

Our best British Airways deals on Chicago to Madrid flight tickets

British Airways

Jan 13

ORD9:45 pmChicago O'Hare Intl

14h 25m

1 stop

MAD7:10 pmMadrid Barajas

Jan 23

MAD12:00 pmMadrid Barajas

9h 55m

ORD2:55 pmChicago O'Hare Intl

$450

Find similar

British Airways

Dec 2

ORD6:25 pmChicago O'Hare Intl

19h 25m

1 stop

MAD8:50 pmMadrid Barajas

Dec 8

MAD3:05 pmMadrid Barajas

29h 45m

1 stop

ORD1:50 pmChicago O'Hare Intl

$460

Find similar

British Airways

Nov 28

ORD6:25 pmChicago O'Hare Intl

12h 50m

1 stop

MAD2:15 pmMadrid Barajas

Dec 10

MAD12:00 pmMadrid Barajas

9h 55m

ORD2:55 pmChicago O'Hare Intl

$470

Find similar

Delta flights from Chicago to Madrid

Our best Delta deals on Chicago to Madrid flight tickets

Delta

Jan 12

ORD5:20 pmChicago O'Hare Intl

15h 00m

1 stop

MAD3:20 pmMadrid Barajas

Jan 22

MAD10:00 amMadrid Barajas

18h 35m

1 stop

ORD9:35 pmChicago O'Hare Intl

$452

Find similar

Delta

Jan 13

MDW6:14 pmChicago Midway

14h 06m

2 stops

MAD3:20 pmMadrid Barajas

Feb 17

MAD11:15 amMadrid Barajas

18h 29m

1 stop

MDW10:44 pmChicago Midway

$457

Find similar

Delta

Jan 14

MDW1:28 pmChicago Midway

15h 02m

2 stops

MAD11:30 amMadrid Barajas

Feb 18

MAD10:00 amMadrid Barajas

19h 44m

2 stops

MDW10:44 pmChicago Midway

$461

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

mié. 12/31

6:30 pm-2:50 pm

1 stop13h 20m

Madrid Barajas

jue. 1/8

9:35 pm-8:15 pm

2 stops29h 40m

$449

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

mar. 1/13

9:45 pm-7:10 pm

1 stop14h 25m

Madrid Barajas

vie. 1/23

12:00 pm-2:55 pm

Nonstop9h 55m

$450

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

lun. 3/16

12:50 pm-7:00 am

1 stop12h 10m

Madrid Barajas

mar. 3/24

6:25 am-8:10 pm

2 stops19h 45m

$451

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

mar. 1/13

5:20 pm-11:30 am

1 stop11h 10m

Madrid Barajas

jue. 1/22

10:00 am-5:45 pm

1 stop14h 45m

$452

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

lun. 12/1

8:15 pm-8:00 am

2 stops28h 45m

Madrid Barajas

mar. 12/9

6:25 am-2:55 pm

2 stops15h 30m

$453

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

mié. 1/14

12:50 pm-8:00 am

1 stop12h 10m

Madrid Barajas

mié. 2/18

6:25 am-2:55 pm

2 stops15h 30m

$454

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

dom. 1/11

8:25 pm-5:10 pm

1 stop13h 45m

Madrid Barajas

mié. 2/18

7:40 am-3:00 pm

1 stop14h 20m

$456

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

mar. 1/13

6:14 pm-3:20 pm

2 stops14h 06m

Madrid Barajas

mar. 2/17

11:15 am-10:44 pm

1 stop18h 29m

$457

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

mar. 1/13

10:29 am-11:30 am

2 stops18h 01m

Madrid Barajas

jue. 2/19

11:15 am-6:54 pm

1 stop14h 39m

$457

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

mié. 1/14

1:28 pm-11:30 am

2 stops15h 02m

Madrid Barajas

mié. 2/18

10:00 am-10:44 pm

2 stops19h 44m

$461

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 October to fly from Chicago, when ticket prices are also cheap, with an average price of $553.

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 $747. 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 $924.

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 $807 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 $692 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 $581 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 November 2025, prices for Chicago to Madrid flights are approximately 21% 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 $656.

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 November 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 40.12% of the total bookings. Other popular models include Airbus A330 with 25.91%, Boeing 787 Dreamliner with 15.22%, and Boeing 787-8 Dreamliner with 14.92%.
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 2,903 reviews	Search JetBlue flights
TAP AIR PORTUGAL	PriceFrom $288	Free Cancellation	Rating 7.1 2,066 reviews	Search TAP AIR PORTUGAL flights
Finnair	PriceFrom $364	Free Cancellation	Rating 7.6 1,334 reviews	Search Finnair flights
Air Canada	PriceFrom $366	Free Cancellation	Rating 7.1 10,462 reviews	Search Air Canada flights
Scandinavian Airlines	PriceFrom $387	Free Cancellation	Rating 7.4 1,583 reviews	Search Scandinavian Airlines flights
United Airlines	PriceFrom $433	Free Cancellation	Rating 7.4 9,019 reviews	Search United Airlines flights
British Airways	PriceFrom $438	Free Cancellation	Rating 6.7 7,532 reviews	Search British Airways flights
Iberia	PriceFrom $461	Free Cancellation	Rating 7.0 3,025 reviews	Search Iberia flights
Aer Lingus	PriceFrom $474	Free Cancellation	Rating 7.2 1,376 reviews	Search Aer Lingus flights
Lufthansa	PriceFrom $479	Free Cancellation	Rating 6.8 7,576 reviews	Search Lufthansa flights

Alaska Airlines Flights From Chicago to Madrid
Across 7 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. 11,316 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.
Finnair Flights From Chicago to Madrid
$364 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 1,334 user reviews) flies into Madrid from Chicago 7 times in an average week so prices can vary.

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San Lorenzo de El Escorial

Cuenca

Guadalajara

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

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.

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Find better results for your trip to Spain

Cheap flights from Chicago to Madrid from $242

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 1/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Chicago to Madrid

Cheap round-trip flights

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British Airways flights from Chicago to Madrid

Our best British Airways deals on Chicago to Madrid flight tickets

Delta flights from Chicago to Madrid

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 October to fly from Chicago, when ticket prices are also cheap, with an average price of $553.

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 November 2025, prices for Chicago to Madrid flights are approximately 21% 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: 56% 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 November 2025, there are 7 flights per day flying from Chicago to Madrid. The most common time of day flights depart is 5:00PM, with 100% of flights taking off in the afternoon.

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

As of November 2025, there are 49 flights per week flying from Chicago to Madrid. The most common day of the week flights depart is Mon, with 14% 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.