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 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

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

As of October 2025, there are 11 flights per day flying from Chicago to Madrid. The most common time of day flights depart is 4:00PM, with 63% of flights taking off in the afternoon.

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.

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.

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 week?

As of October 2025, there are 77 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.

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.

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.

$181 Cheap Flights from Chicago to Madrid in 2025/26

Q: What is the typical price of a round-trip flight between Chicago and Madrid?

Prices are currently typical for flights on this route. Typical prices usually range from $464 to $685. The lowest price recently found on this route was $466.

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4:30 pm - 8:05 amMDW-MAD

32h 35m1 stop

6:00 am - 6:34 pmMAD-MDW

18h 34m2 stops

$466Delta

Find Deal

Sat, Mar 7 - Tue, Mar 17

5:10 pm - 12:40 pmORD-MAD

12h 30m1 stop

11:35 am - 2:30 pmMAD-ORD

9h 55mnonstop

$468British Airways

Find Deal

Fri, Nov 28 - Thu, Dec 4

5:45 pm - 7:55 amORD-MAD

8h 10mnonstop

11:35 am - 2:30 pmMAD-ORD

9h 55mnonstop

$469Iberia

Find Deal

Tue, Oct 28 - Sat, Jan 31

10:47 am - 10:15 amMDW-MAD

16h 28m2 stops

11:15 am - 11:49 pmMAD-MDW

19h 34m1 stop

$470Delta

Find Deal

Wed, Nov 26 - Fri, Dec 12

5:55 pm - 8:00 amORD-MAD

31h 05m1 stop

6:00 am - 8:10 pmMAD-ORD

21h 10m2 stops

$471United Airlines

Find Deal

Sat, Nov 15 - Thu, Dec 4

7:15 am - 7:00 amORD-MAD

17h 45m1 stop

5:55 am - 4:20 pmMAD-ORD

16h 25m1 stop

$472United Airlines

Find Deal

Wed, Mar 18 - Wed, Mar 25

4:45 pm - 7:55 amORD-MAD

8h 10mnonstop

11:35 am - 2:30 pmMAD-ORD

9h 55mnonstop

$474Finnair

Find Deal

Wed, Nov 12 - Thu, Nov 20

8:25 pm - 5:10 pmORD-MAD

13h 45m1 stop

7:40 am - 3:25 pmMAD-ORD

14h 45m1 stop

$486TAP AIR PORTUGAL

Find Deal

Sun, Nov 16 - Fri, Nov 21

4:45 pm - 7:55 amORD-MAD

8h 10mnonstop

11:35 am - 3:30 pmMAD-ORD

9h 55mnonstop

$487Iberia

Find Deal

Wed, Mar 4 - Wed, Mar 11

8:25 pm - 5:10 pmORD-MAD

13h 45m1 stop

7:40 am - 2:45 pmMAD-ORD

14h 05m1 stop

$491TAP AIR PORTUGAL

Find Deal

Sun, Nov 16 - Sun, Nov 23

Delta flights from Chicago to Madrid

Our best Delta deals on Chicago to Madrid flight tickets

Delta

Mar 7

MDW4:30 pmChicago Midway

32h 35m

1 stop

MAD8:05 amMadrid Barajas

Mar 17

MAD6:00 amMadrid Barajas

18h 34m

2 stops

MDW6:34 pmChicago Midway

$466

Find similar

Delta

Nov 26

MDW10:47 amChicago Midway

16h 28m

2 stops

MAD10:15 amMadrid Barajas

Dec 12

MAD11:15 amMadrid Barajas

19h 34m

1 stop

MDW11:49 pmChicago Midway

$470

Find similar

Delta

Feb 22

MDW1:00 pmChicago Midway

13h 15m

2 stops

MAD9:15 amMadrid Barajas

Mar 31

MAD6:00 amMadrid Barajas

19h 34m

2 stops

MDW6:34 pmChicago Midway

$471

Find similar

Virgin Atlantic flights from Chicago to Madrid

Our best Virgin Atlantic deals on Chicago to Madrid flight tickets

Virgin Atlantic

Nov 29

MDW10:47 amChicago Midway

15h 28m

1 stop

MAD9:15 amMadrid Barajas

Dec 6

MAD11:15 amMadrid Barajas

19h 34m

1 stop

MDW11:49 pmChicago Midway

$538

Find similar

Virgin Atlantic

Dec 3

MDW5:38 pmChicago Midway

31h 22m

2 stops

MAD8:00 amMadrid Barajas

Dec 7

MAD10:00 amMadrid Barajas

37h 43m

2 stops

MDW4:43 pmChicago Midway

$554

Find similar

Virgin Atlantic

Feb 11

MDW1:05 pmChicago Midway

13h 10m

1 stop

MAD9:15 amMadrid Barajas

Feb 23

MAD11:15 amMadrid Barajas

17h 31m

1 stop

MDW9:46 pmChicago Midway

$578

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sat 3/7

4:30 pm-8:05 am

1 stop32h 35m

Madrid Barajas

Tue 3/17

6:00 am-6:34 pm

2 stops18h 34m

$466

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Fri 11/28

5:10 pm-12:40 pm

1 stop12h 30m

Madrid Barajas

Thu 12/4

11:35 am-2:30 pm

Nonstop9h 55m

$468

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 10/28

5:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Sat 1/31

11:35 am-2:30 pm

Nonstop9h 55m

$469

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Wed 11/26

10:47 am-10:15 am

2 stops16h 28m

Madrid Barajas

Fri 12/12

11:15 am-11:49 pm

1 stop19h 34m

$470

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sat 11/15

5:55 pm-8:00 am

1 stop31h 05m

Madrid Barajas

Thu 12/4

6:00 am-8:10 pm

2 stops21h 10m

$471

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 3/18

7:15 am-7:00 am

1 stop17h 45m

Madrid Barajas

Wed 3/25

5:55 am-4:20 pm

1 stop16h 25m

$472

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 11/12

4:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Thu 11/20

11:35 am-2:30 pm

Nonstop9h 55m

$474

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 11/16

8:25 pm-5:10 pm

1 stop13h 45m

Madrid Barajas

Fri 11/21

7:40 am-3:25 pm

1 stop14h 45m

$486

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 3/4

4:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Wed 3/11

11:35 am-3:30 pm

Nonstop9h 55m

$487

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 11/16

8:25 pm-5:10 pm

1 stop13h 45m

Madrid Barajas

Sun 11/23

7:40 am-2:45 pm

1 stop14h 05m

$491

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 typical price of a round-trip flight between Chicago and Madrid?

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 $524. 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 $900.

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 $801 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 $690 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 $578 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 23% 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	7h 55m
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 $581.

The fastest flight from Chicago to Madrid takes 7h 55m

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 36.21% of the total bookings. Other popular models include Airbus A330 with 25.88%, Boeing 787-8 Dreamliner with 16.69%, and Boeing 787 Dreamliner with 16.21%.
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 39% 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 2,016 reviews	Search TAP AIR PORTUGAL flights
Air Canada	PriceFrom $366	Free Cancellation	Rating 7.1 10,307 reviews	Search Air Canada flights
Finnair	PriceFrom $374	Free Cancellation	Rating 7.6 1,332 reviews	Search Finnair flights
Scandinavian Airlines	PriceFrom $387	Free Cancellation	Rating 7.4 1,533 reviews	Search Scandinavian Airlines flights
United Airlines	PriceFrom $431	Free Cancellation	Rating 7.4 8,982 reviews	Search United Airlines flights
British Airways	PriceFrom $438	Free Cancellation	Rating 6.7 7,457 reviews	Search British Airways flights
Iberia	PriceFrom $459	Free Cancellation	Rating 7.0 2,994 reviews	Search Iberia flights
Aer Lingus	PriceFrom $474	Free Cancellation	Rating 7.2 1,341 reviews	Search Aer Lingus flights
KLM	PriceFrom $482	Free Cancellation	Rating 7.7 1,404 reviews	Search KLM flights

Alaska Airlines Flights From Chicago to Madrid
Across 7 Alaska Airlines flights from Chicago to Madrid this week, the average price was $796, with the best Alaska Airlines deals starting from $612 round-trip. 11,103 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.
Finnair Flights From Chicago to Madrid
$374 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 $619, however, with flight time and availability significantly affecting the price. Finnair (7.6/10 from 1,332 user reviews) flies into Madrid from Chicago 14 times in an average week so prices can vary.

Toledo

Segovia

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Fuenlabrada

San Lorenzo de El Escorial

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.

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Find better results for your trip to Spain

Cheap flights from Chicago to Madrid from $181

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 11/12. 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

Trusted and free

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Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Madrid

Cheap round-trip flights

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Cheap last minute flights

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Delta flights from Chicago to Madrid

Our best Delta deals on Chicago to Madrid flight tickets

Virgin Atlantic flights from Chicago to Madrid

Our best Virgin Atlantic 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 typical price of a round-trip flight between Chicago and Madrid?

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 $524. 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 23% 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 11 flights per day flying from Chicago to Madrid. The most common time of day flights depart is 4:00PM, with 63% 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 77 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