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Cheap flights from Chicago to Madrid from $168

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 8/18. 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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Cheap round-trip flights

TAP AIR PORTUGAL Logo
6:00 pm - 12:40 pmORD-MAD
11h 40m1 stop
TAP AIR PORTUGAL Logo
10:15 pm - 4:10 pmMAD-ORD
24h 55m1 stop
$275TAP AIR PORTUGAL
Find Deal
Sun, Sep 21 - Tue, Sep 30
TAP AIR PORTUGAL Logo
6:10 pm - 12:40 pmORD-MAD
11h 30m1 stop
TAP AIR PORTUGAL Logo
7:40 am - 4:30 pmMAD-ORD
15h 50m1 stop
$292TAP AIR PORTUGAL
Find Deal
Mon, Sep 15 - Fri, Sep 26
Finnair Logo
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
Finnair Logo
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$344Finnair
Find Deal
Mon, Dec 1 - Tue, Dec 9
United Airlines Logo
4:20 pm - 9:15 amORD-MAD
10h 55m1 stop
United Airlines Logo
1:35 pm - 2:40 pmMAD-ORD
32h 05m2 stops
$345United Airlines
Find Deal
Mon, Oct 27 - Fri, Nov 14
United Airlines Logo
9:10 pm - 8:05 amORD-MAD
28h 55m1 stop
United Airlines Logo
1:35 pm - 11:18 amMAD-ORD
28h 43m1 stop
$346United Airlines
Find Deal
Mon, Oct 27 - Fri, Nov 14
Iberia Logo
4:30 pm - 7:55 amORD-MAD
8h 25mnonstop
Iberia Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
$349Iberia
Find Deal
Sun, Sep 21 - Tue, Sep 30
Iberia Logo
10:25 pm - 1:25 pmORD-MAD
8h 00mnonstop
Iberia Logo
4:40 pm - 6:15 pmMAD-ORD
8h 35mnonstop
$350Iberia
Find Deal
Tue, Sep 23 - Thu, Oct 23
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
KLM Logo
10:35 am - 8:00 amMDW-MAD
15h 25m1 stop
KLM Logo
11:00 am - 9:44 pmMAD-MDW
17h 44m1 stop
$368KLM
Find Deal
Mon, Oct 27 - Thu, Nov 6
KLM Logo
10:31 am - 9:35 amMDW-MAD
16h 04m1 stop
KLM Logo
10:05 am - 9:44 pmMAD-MDW
18h 39m1 stop
$449KLM
Find Deal
Sun, Aug 17 - Wed, Aug 27

United Airlines flights from Chicago to Madrid

Our best United Airlines deals on Chicago to Madrid flight tickets
United Airlines
Oct 27
ORD4:20 pmChicago O'Hare Intl
10h 55m
1 stop
MAD9:15 amMadrid Barajas
Nov 14
MAD1:35 pmMadrid Barajas
32h 05m
2 stops
ORD2:40 pmChicago O'Hare Intl
United Airlines
Oct 27
ORD9:10 pmChicago O'Hare Intl
28h 55m
1 stop
MAD8:05 amMadrid Barajas
Nov 14
MAD1:35 pmMadrid Barajas
28h 43m
1 stop
ORD11:18 amChicago O'Hare Intl
United Airlines
Jul 15
ORD8:40 amChicago O'Hare Intl
15h 00m
1 stop
MAD6:40 amMadrid Barajas
Jul 25
MAD6:00 amMadrid Barajas
15h 55m
1 stop
ORD2:55 pmChicago O'Hare Intl

Delta flights from Chicago to Madrid

Our best Delta deals on Chicago to Madrid flight tickets
Delta
Oct 29
MDW9:30 amChicago Midway
15h 30m
2 stops
MAD7:00 amMadrid Barajas
Nov 12
MAD10:00 amMadrid Barajas
18h 44m
2 stops
MDW9:44 pmChicago Midway
Delta
Nov 19
MDW1:00 pmChicago Midway
15h 30m
2 stops
MAD11:30 amMadrid Barajas
Dec 5
MAD11:00 amMadrid Barajas
17h 44m
1 stop
MDW9:44 pmChicago Midway
Delta
Oct 27
MDW10:35 amChicago Midway
15h 25m
1 stop
MAD8:00 amMadrid Barajas
Nov 14
MAD6:00 amMadrid Barajas
19h 36m
2 stops
MDW6:36 pmChicago Midway

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 $756. 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 $904.

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 $956. 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 72% 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

$168

Fastest flight time

8h 00m

Direct flights

Every day

Airports in Madrid

1 airport
The best one-way flight to Madrid from Chicago in the past 72 hours is $168. The best round-trip flight deal from Chicago to Madrid found on momondo in the last 72 hours is $275.
The fastest flight from Chicago to Madrid takes 8h 00m
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 00m.

  • 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
1,914 reviews
Search TAP AIR PORTUGAL flights
Scandinavian AirlinesPriceFrom $387Free CancellationRating
7.3
1,413 reviews
Search Scandinavian Airlines flights
FinnairPriceFrom $448Free CancellationRating
7.6
1,312 reviews
Search Finnair flights
DeltaPriceFrom $455Free CancellationRating
8.0
7,954 reviews
Search Delta flights
IberiaPriceFrom $468Free CancellationRating
7.0
2,825 reviews
Search Iberia flights
United AirlinesPriceFrom $477Free CancellationRating
7.4
8,842 reviews
Search United Airlines flights
British AirwaysPriceFrom $480Free CancellationRating
6.6
7,103 reviews
Search British Airways flights
Air CanadaPriceFrom $480Free CancellationRating
7.1
9,691 reviews
Search Air Canada flights
KLMPriceFrom $482Free CancellationRating
7.8
1,370 reviews
Search KLM flights
Aer LingusPriceFrom $484Free CancellationRating
7.1
1,151 reviews
Search Aer Lingus 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

    $448 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 1,312 user reviews) flies into Madrid from Chicago 14 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
Mon 7/14
Mon 7/21

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