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Cheap flights from Chicago to Madrid from $258

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 7/27. 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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0 bags

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Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Madrid.
Scandinavian Airlines Logo
7:15 pm - 12:10 pmORD-MAD
33h 55m1 stop
Scandinavian Airlines Logo
6:35 pm - 4:10 pmMAD-ORD
28h 35m1 stop
$471Scandinavian Airlines
Find Deal
dom., ago. 31 - dom., sep. 7
Scandinavian Airlines Logo
7:15 pm - 12:10 pmORD-MAD
33h 55m1 stop
Scandinavian Airlines Logo
6:35 pm - 4:10 pmMAD-ORD
28h 35m1 stop
$482Scandinavian Airlines
Find Deal
dom., sep. 21 - dom., sep. 28
TAP AIR PORTUGAL Logo
6:00 pm - 3:25 pmORD-MAD
14h 25m1 stop
TAP AIR PORTUGAL Logo
7:40 am - 12:35 pmMAD-ORD
11h 55m1 stop
$489TAP AIR PORTUGAL
Find Deal
dom., sep. 28 - jue., oct. 23
Iberia Logo
4:30 pm - 7:55 amORD-MAD
8h 25mnonstop
Iberia Logo
11:35 am - 2:15 pmMAD-ORD
9h 40mnonstop
$495Iberia
Find Deal
mar., may. 6 - mar., may. 20
Iberia Logo
4:30 pm - 7:55 amORD-MAD
8h 25mnonstop
Iberia Logo
1:45 pm - 8:33 pmMAD-ORD
13h 48m1 stop
$500Iberia
Find Deal
mar., may. 6 - mar., may. 20
Finnair Logo
4:30 pm - 7:55 amORD-MAD
8h 25mnonstop
Finnair Logo
11:35 am - 2:15 pmMAD-ORD
9h 40mnonstop
$545Finnair
Find Deal
mar., may. 6 - mar., may. 20
Finnair Logo
1:23 pm - 9:05 amORD-MAD
12h 42m1 stop
Finnair Logo
11:35 am - 2:15 pmMAD-ORD
9h 40mnonstop
$552Finnair
Find Deal
mar., ago. 5 - mié., ago. 20
TAP AIR PORTUGAL Logo
6:10 pm - 12:40 pmORD-MAD
11h 30m1 stop
TAP AIR PORTUGAL Logo
10:20 pm - 4:10 pmMAD-ORD
24h 50m1 stop
$558TAP AIR PORTUGAL
Find Deal
lun., ago. 11 - jue., ago. 21
American Airlines Logo
11:45 am - 5:40 amORD-MAD
10h 55m1 stop
American Airlines Logo
12:40 pm - 7:30 pmMAD-ORD
13h 50m1 stop
$570American Airlines
Find Deal
mié., sep. 24 - jue., oct. 2
American Airlines Logo
8:20 pm - 4:15 pmORD-MAD
12h 55m1 stop
American Airlines Logo
1:00 pm - 7:35 pmMAD-ORD
13h 35m1 stop
$628American Airlines
Find Deal
vie., abr. 25 - mar., may. 6

Scandinavian Airlines flights from Chicago to Madrid

Our best Scandinavian Airlines deals on Chicago to Madrid flight tickets
Scandinavian Airlines
Aug 31
ORD7:15 pmChicago O'Hare Intl
33h 55m
1 stop
MAD12:10 pmMadrid Barajas
Sep 7
MAD6:35 pmMadrid Barajas
28h 35m
1 stop
ORD4:10 pmChicago O'Hare Intl
Scandinavian Airlines
Sep 21
ORD7:15 pmChicago O'Hare Intl
33h 55m
1 stop
MAD12:10 pmMadrid Barajas
Sep 28
MAD6:35 pmMadrid Barajas
28h 35m
1 stop
ORD4:10 pmChicago O'Hare Intl
Scandinavian Airlines
Sep 1
ORD7:15 pmChicago O'Hare Intl
33h 55m
1 stop
MAD12:10 pmMadrid Barajas
Sep 8
MAD12:55 pmMadrid Barajas
34h 15m
1 stop
ORD4:10 pmChicago O'Hare Intl

TAP AIR PORTUGAL flights from Chicago to Madrid

Our best TAP AIR PORTUGAL deals on Chicago to Madrid flight tickets
TAP AIR PORTUGAL
Sep 28
ORD6:00 pmChicago O'Hare Intl
14h 25m
1 stop
MAD3:25 pmMadrid Barajas
Oct 23
MAD7:40 amMadrid Barajas
11h 55m
1 stop
ORD12:35 pmChicago O'Hare Intl
TAP AIR PORTUGAL
Aug 11
ORD6:10 pmChicago O'Hare Intl
11h 30m
1 stop
MAD12:40 pmMadrid Barajas
Aug 21
MAD10:20 pmMadrid Barajas
24h 50m
1 stop
ORD4:10 pmChicago O'Hare Intl
TAP AIR PORTUGAL
Sep 27
ORD6:15 pmChicago O'Hare Intl
14h 05m
1 stop
MAD3:20 pmMadrid Barajas
Oct 8
MAD10:15 pmMadrid Barajas
21h 20m
1 stop
ORD12:35 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 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 $513. 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 $544.

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 $755. 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 $948.

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

Flying to Madrid from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $812 when looking at flights departing in the morning. Flights to Madrid are more costly in the evening, with an average ticket price of $1,012. 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 26 weeks ahead of your departure date. In general, you can expect to find flights to Madrid for around $756 when searching 26 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 $647 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.

How have Chicago to Madrid flight prices changed over time?

As of April 2025, prices for Chicago to Madrid flights are approximately 22% more expensive 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

$258

Fastest flight time

7h 50m

Direct flights

Every day

Airports in Madrid

1 airport
The best one-way flight to Madrid from Chicago in the past 72 hours is $258. The best round-trip flight deal from Chicago to Madrid found on momondo in the last 72 hours is $471.
The fastest flight from Chicago to Madrid takes 7h 50m
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 7h 50m.

  • 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 $355Free CancellationRating
7.1
1,831 reviews
Search TAP AIR PORTUGAL flights
Scandinavian AirlinesPriceFrom $384Free CancellationRating
7.3
1,328 reviews
Search Scandinavian Airlines flights
FinnairPriceFrom $449Free CancellationRating
7.6
1,267 reviews
Search Finnair flights
IberiaPriceFrom $461Free CancellationRating
7.0
2,655 reviews
Search Iberia flights
DeltaPriceFrom $465Free CancellationRating
8.0
7,898 reviews
Search Delta flights
Air CanadaPriceFrom $470Free CancellationRating
7.0
9,022 reviews
Search Air Canada flights
KLMPriceFrom $477Free CancellationRating
7.8
1,323 reviews
Search KLM flights
British AirwaysPriceFrom $479Free CancellationRating
6.6
6,715 reviews
Search British Airways flights
American AirlinesPriceFrom $491Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Aer LingusPriceFrom $503Free CancellationRating
7.0
1,060 reviews
Search Aer Lingus flights
  • Alaska Airlines Flights From Chicago to Madrid

    Across 6 Alaska Airlines flights from Chicago to Madrid this week, the average price was $923, with the best Alaska Airlines deals starting from $672 round-trip. 9,823 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.

  • Finnair Flights From Chicago to Madrid

    $449 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 $653, however, with flight time and availability significantly affecting the price. Finnair (7.6/10 from 1,267 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
Segovia
Getafe
Fuenlabrada
San Lorenzo de El Escorial
Cuenca
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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