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Cheap flights from Chicago to Madrid from $157

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 8/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Madrid

Cheap round-trip flights

 Logo
7:15 am - 8:00 amORD-MAD
17h 45m1 stop
 Logo
7:35 pm - 4:15 pmMAD-ORD
27h 40m1 stop
Wed, Dec 3 - Wed, Dec 10
United Airlines Logo
12:50 pm - 7:00 amORD-MAD
12h 10m1 stop
United Airlines Logo
1:35 pm - 1:14 pmMAD-ORD
30h 39m2 stops
$341United Airlines
Find Deal
Tue, Oct 28 - Fri, Nov 14
 Logo
12:50 pm - 7:00 amORD-MAD
12h 10m1 stop
 Logo
10:10 am - 4:15 pmMAD-ORD
13h 05m1 stop
Tue, Oct 28 - Fri, Nov 14
 Logo
8:40 am - 6:40 amORD-MAD
15h 00m1 stop
 Logo
10:05 am - 3:55 pmMAD-ORD
12h 50m1 stop
Tue, Aug 19 - Fri, Sep 5
TAP AIR PORTUGAL Logo
8:50 pm - 10:15 amORD-MAD
30h 25m1 stop
TAP AIR PORTUGAL Logo
5:55 pm - 4:10 pmMAD-ORD
29h 15m1 stop
$347TAP AIR PORTUGAL
Find Deal
Thu, Aug 14 - Thu, Aug 21
TAP AIR PORTUGAL Logo
6:10 pm - 12:40 pmORD-MAD
11h 30m1 stop
TAP AIR PORTUGAL Logo
11:05 am - 4:40 pmMAD-ORD
12h 35m1 stop
$351TAP AIR PORTUGAL
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Mon, Aug 18 - Mon, Aug 25
Finnair Logo
5:45 pm - 7:55 amORD-MAD
8h 10mnonstop
Finnair Logo
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$354Finnair
Find Deal
Tue, Oct 28 - Fri, Nov 14
Iberia Logo
12:54 pm - 8:15 amORD-MAD
12h 21m1 stop
Iberia Logo
4:40 pm - 6:15 pmMAD-ORD
8h 35mnonstop
$355Iberia
Find Deal
Mon, Oct 6 - Tue, Oct 14
Iberia Logo
11:46 am - 5:40 amORD-MAD
10h 54m1 stop
Iberia Logo
1:45 pm - 8:17 pmMAD-ORD
13h 32m1 stop
$364Iberia
Find Deal
Wed, Oct 1 - Wed, Oct 15
British Airways Logo
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
British Airways Logo
10:40 am - 5:00 pmMAD-ORD
13h 20m1 stop
$390British Airways
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Tue, Nov 4 - Tue, Nov 18

TAP AIR PORTUGAL flights from Chicago to Madrid

Our best TAP AIR PORTUGAL deals on Chicago to Madrid flight tickets
TAP AIR PORTUGAL
Aug 14
ORD8:50 pmChicago O'Hare Intl
30h 25m
1 stop
MAD10:15 amMadrid Barajas
Aug 21
MAD5:55 pmMadrid Barajas
29h 15m
1 stop
ORD4:10 pmChicago O'Hare Intl
TAP AIR PORTUGAL
Aug 18
ORD6:10 pmChicago O'Hare Intl
11h 30m
1 stop
MAD12:40 pmMadrid Barajas
Aug 25
MAD11:05 amMadrid Barajas
12h 35m
1 stop
ORD4:40 pmChicago O'Hare Intl
TAP AIR PORTUGAL
Aug 11
ORD6:10 pmChicago O'Hare Intl
11h 30m
1 stop
MAD12:40 pmMadrid Barajas
Aug 20
MAD10:15 pmMadrid Barajas
21h 20m
1 stop
ORD12:35 pmChicago O'Hare Intl

Finnair flights from Chicago to Madrid

Our best Finnair deals on Chicago to Madrid flight tickets
Finnair
Oct 28
ORD5:45 pmChicago O'Hare Intl
8h 10m
MAD7:55 amMadrid Barajas
Nov 14
MAD11:35 amMadrid Barajas
9h 55m
ORD2:30 pmChicago O'Hare Intl
Finnair
Jul 9
ORD10:30 pmChicago O'Hare Intl
7h 55m
MAD1:25 pmMadrid Barajas
Jul 21
MAD9:35 pmMadrid Barajas
22h 55m
1 stop
ORD1:30 pmChicago O'Hare Intl
Finnair
Jul 9
ORD1:23 pmChicago O'Hare Intl
12h 42m
1 stop
MAD9:05 amMadrid Barajas
Jul 21
MAD9:35 pmMadrid Barajas
22h 55m
1 stop
ORD1:30 pmChicago O'Hare Intl

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 $514. 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 $547.

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 $758. 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 $897.

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 $808 when looking at flights departing in the afternoon. Flights to Madrid are more costly in the evening, with an average ticket price of $957. Departure times in the evening 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 $720 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 $615 on momondo.

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

There are 4 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 76% 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 July 2025, prices for Chicago to Madrid flights are approximately 46% 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

$157

Fastest flight time

8h 10m

Direct flights

Every day

Airports in Madrid

1 airport
The best one-way flight to Madrid from Chicago in the past 72 hours is $157. The best round-trip flight deal from Chicago to Madrid found on momondo in the last 72 hours is $340.
The fastest flight from Chicago to Madrid takes 8h 10m
Direct flights go from Chicago to Madrid every day.
There is 1 airport near Madrid: Madrid Barajas (MAD)

  • 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $366Free CancellationRating
7.1
1,912 reviews
Search TAP AIR PORTUGAL flights
Scandinavian AirlinesPriceFrom $387Free CancellationRating
7.3
1,416 reviews
Search Scandinavian Airlines flights
FinnairPriceFrom $453Free CancellationRating
7.6
1,306 reviews
Search Finnair flights
DeltaPriceFrom $455Free CancellationRating
8.0
7,983 reviews
Search Delta flights
IberiaPriceFrom $468Free CancellationRating
7.0
2,819 reviews
Search Iberia flights
KLMPriceFrom $477Free CancellationRating
7.8
1,366 reviews
Search KLM flights
Air CanadaPriceFrom $480Free CancellationRating
7.1
9,678 reviews
Search Air Canada flights
British AirwaysPriceFrom $481Free CancellationRating
6.6
7,093 reviews
Search British Airways flights
Aer LingusPriceFrom $484Free CancellationRating
7.1
1,144 reviews
Search Aer Lingus flights
American AirlinesPriceFrom $495Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • Alaska Airlines Flights From Chicago to Madrid

    Across 7 Alaska Airlines flights from Chicago to Madrid this week, the average price was $872, with the best Alaska Airlines deals starting from $650 round-trip. 10,000 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.

  • Finnair Flights From Chicago to Madrid

    $453 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 $633, however, with flight time and availability significantly affecting the price. Finnair (7.6/10 from 1,306 user reviews) flies into Madrid from Chicago 10 times in an average week so prices can vary.


Traveling to a place near Madrid?

Book flights to Madrid if you plan to visit one of these locations
Toledo
Getafe
Segovia
Fuenlabrada
San Lorenzo de El Escorial
Guadalajara
El Arenal

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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1 adult
Tue 7/8
Tue 7/15

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