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Cheap flights from Chicago to Madrid from $239

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 1/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Madrid

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Madrid that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Madrid.

Cheap last minute flights

Planning a quick getaway from Chicago to Madrid? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Madrid, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Madrid

Find recent round-trip train or bus tickets from Chicago to Madrid.

All round-trip flight deals to Madrid

The cheapest plane tickets to Madrid found on KAYAK recently.
7:15 pm - 8:20 pmORD-MAD
18h 05m1 stop
7:40 am - 3:30 pmMAD-ORD
14h 50m1 stop
$315TAP AIR PORTUGAL
Find Deal
Wed, Jan 22 - Wed, Jan 29
8:20 pm - 11:20 pmORD-MAD
20h 00m1 stop
6:00 pm - 3:30 pmMAD-ORD
28h 30m1 stop
$335TAP AIR PORTUGAL
Find Deal
Fri, Jan 17 - Sat, Jan 25
7:15 pm - 11:20 amORD-MAD
33h 05m1 stop
6:00 pm - 3:30 pmMAD-ORD
28h 30m1 stop
$347TAP AIR PORTUGAL
Find Deal
Wed, Jan 22 - Tue, Jan 28
11:40 am - 7:55 amORD-MAD
13h 15m1 stop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$439Iberia
Find Deal
Tue, Jan 28 - Wed, Feb 12
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 3:30 pmMAD-ORD
9h 55mnonstop
$441Iberia
Find Deal
Sun, Mar 2 - Wed, Mar 12
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$446Finnair
Find Deal
Mon, Jan 13 - Wed, Jan 29
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$447Finnair
Find Deal
Wed, Jan 22 - Wed, Jan 29
12:25 pm - 5:45 amORD-MAD
10h 20m1 stop
10:45 am - 5:56 pmMAD-ORD
14h 11m1 stop
$465American Airlines
Find Deal
Mon, Jan 13 - Wed, Jan 29
10:00 pm - 4:50 pmORD-MAD
11h 50m1 stop
1:15 pm - 8:04 pmMAD-ORD
13h 49m1 stop
$502British Airways
Find Deal
Mon, Jan 6 - Wed, Jan 15
5:00 pm - 11:40 amORD-MAD
11h 40m1 stop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$512British Airways
Find Deal
Fri, Feb 28 - Fri, Mar 7
5:50 am - 8:55 amORD-MAD
44h 05m2 stops
Sat, Jan 11
6:06 pm - 11:05 amORD-MAD
57h 59m2 stops
Sun, Jan 26
8:25 pm - 2:05 pmORD-MAD
10h 40m1 stop
$316TAP AIR PORTUGAL
Find Deal
Sun, Feb 23
8:25 pm - 5:10 pmORD-MAD
13h 45m1 stop
$317TAP AIR PORTUGAL
Find Deal
Sun, Feb 16
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
$369Finnair
Find Deal
Wed, Jan 22
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
$393Iberia
Find Deal
Wed, Feb 12
9:45 pm - 4:50 pmORD-MAD
12h 05m1 stop
$395Iberia
Find Deal
Mon, Dec 30
6:35 pm - 1:25 pmORD-MAD
11h 50m1 stop
$396British Airways
Find Deal
Mon, Jan 27
9:45 pm - 9:45 amORD-MAD
29h 00m1 stop
$404British Airways
Find Deal
Tue, Dec 24
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
$506Finnair
Find Deal
Tue, Dec 3
3:55 pm - 11:05 amORD-MAD
12h 10m1 stop
11:50 am - 5:55 pmMAD-ORD
13h 05m1 stop
$494Aer Lingus
Find Deal
Mon, Dec 2 - Wed, Dec 11
8:25 pm - 11:20 amORD-MAD
31h 55m1 stop
10:20 am - 3:30 pmMAD-ORD
12h 10m1 stop
$501TAP AIR PORTUGAL
Find Deal
Sun, Dec 1 - Wed, Dec 11
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$709Finnair
Find Deal
Mon, Dec 2 - Thu, Dec 12
10:05 pm - 4:50 pmORD-MAD
11h 45m1 stop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$710British Airways
Find Deal
Mon, Dec 2 - Thu, Dec 12
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
10:45 am - 5:42 pmMAD-ORD
13h 57m1 stop
$719Iberia
Find Deal
Mon, Dec 2 - Tue, Dec 17
10:05 pm - 4:50 pmORD-MAD
11h 45m1 stop
1:15 pm - 8:05 pmMAD-ORD
13h 50m1 stop
$720British Airways
Find Deal
Mon, Dec 2 - Tue, Dec 17
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$759Finnair
Find Deal
Sat, Nov 30 - Thu, Dec 12
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$809Iberia
Find Deal
Sat, Nov 30 - Sun, Dec 8
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$959American Airlines
Find Deal
Thu, Nov 28 - Thu, Dec 5
12:13 pm - 9:55 amORD-MAD
14h 42m1 stop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$963American Airlines
Find Deal
Thu, Nov 28 - Wed, Dec 4
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 3:30 pmMAD-ORD
9h 55mnonstop
$441Iberia
Find Deal
Sun, Mar 2 - Wed, Mar 12
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$446Finnair
Find Deal
Mon, Jan 13 - Wed, Jan 29
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$450Finnair
Find Deal
Tue, Dec 31 - Wed, Jan 15
10:15 pm - 1:20 pmORD-MAD
8h 05mnonstop
4:35 pm - 6:50 pmMAD-ORD
9h 15mnonstop
$460British Airways
Find Deal
Tue, Apr 1 - Wed, Apr 9
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$470Iberia
Find Deal
Sun, Jan 19 - Wed, Jan 29
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$476Finnair
Find Deal
Wed, Feb 12 - Wed, Feb 19
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$477Finnair
Find Deal
Sun, Jan 19 - Wed, Jan 29
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$489American Airlines
Find Deal
Sun, Jan 19 - Wed, Jan 29
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 3:30 pmMAD-ORD
9h 55mnonstop
$490American Airlines
Find Deal
Sun, Mar 2 - Tue, Mar 11
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$508British Airways
Find Deal
Fri, Jan 17 - Fri, Jan 24

Virgin Atlantic flights from Chicago to Madrid

Our best Virgin Atlantic deals on Chicago to Madrid flight tickets
Virgin Atlantic
Jan 19
MDW6:00 amChicago Midway
19h 00m
2 stops
MAD8:00 amMadrid Barajas
Jan 29
MAD10:00 amMadrid Barajas
19h 20m
2 stops
MDW10:20 pmChicago Midway
Virgin Atlantic
Jan 13
ORD7:05 amChicago O'Hare Intl
18h 55m
2 stops
MAD9:00 amMadrid Barajas
Jan 29
MAD10:00 amMadrid Barajas
20h 59m
2 stops
ORD11:59 pmChicago O'Hare Intl
Virgin Atlantic
Dec 6
MDW12:44 pmChicago Midway
13h 16m
1 stop
MAD9:00 amMadrid Barajas
Dec 10
MAD10:00 amMadrid Barajas
19h 06m
2 stops
MDW10:06 pmChicago Midway

Delta flights from Chicago to Madrid

Our best Delta deals on Chicago to Madrid flight tickets
Delta
Dec 31
ORD8:00 amChicago O'Hare Intl
17h 00m
1 stop
MAD8:00 amMadrid Barajas
Jan 14
MAD10:00 amMadrid Barajas
14h 50m
1 stop
ORD5:50 pmChicago O'Hare Intl
Delta
Feb 23
MDW2:08 pmChicago Midway
15h 07m
2 stops
MAD12:15 pmMadrid Barajas
Mar 5
MAD10:00 amMadrid Barajas
19h 20m
2 stops
MDW10:20 pmChicago Midway
Delta
Jan 8
ORD5:20 pmChicago O'Hare Intl
15h 05m
1 stop
MAD3:25 pmMadrid Barajas
Feb 4
MAD10:00 amMadrid Barajas
19h 36m
1 stop
ORD10:36 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 $530. If you don’t want to visit Madrid in February, then you should wait until November to fly from Chicago, when ticket prices are also cheap, with an average price of $557.

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 $686. 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 Thursday as prices are generally higher than usual. According to our data, the average ticket price to Madrid on Thursday is $894.

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

Flying to Madrid from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as $679 when looking at flights departing in the evening. Flights to Madrid are more costly at noon, with an average ticket price of $899. 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?

The ideal time to book your flight to Madrid is 32 days in advance when prices tend to average $772. Keep in mind that you might also find cheap flights to Madrid outside of this time window. In fact, momondo users recently found flights from Chicago to Madrid for $607.

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 34% 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 2024, prices for Chicago to Madrid flights are approximately 15% 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

$239

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 $239. The best round-trip flight deal from Chicago to Madrid found on momondo in the last 72 hours is $315.
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)

  • 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 $357Free CancellationRating
7.1
1,887 reviews
Search TAP AIR PORTUGAL flights
FinnairPriceFrom $440Free CancellationRating
7.7
1,295 reviews
Search Finnair flights
IberiaPriceFrom $451Free CancellationRating
7.0
2,669 reviews
Search Iberia flights
Air CanadaPriceFrom $451Free CancellationRating
7.0
8,270 reviews
Search Air Canada flights
British AirwaysPriceFrom $468Free CancellationRating
6.6
6,831 reviews
Search British Airways flights
DeltaPriceFrom $475Free CancellationRating
8.0
8,730 reviews
Search Delta flights
KLMPriceFrom $489Free CancellationRating
7.8
1,343 reviews
Search KLM flights
American AirlinesPriceFrom $495Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Aer LingusPriceFrom $511Free CancellationRating
7.1
1,083 reviews
Search Aer Lingus flights
United AirlinesPriceFrom $525Free CancellationRating
7.4
9,146 reviews
Search United Airlines flights
  • Alaska Airlines Flights From Chicago to Madrid

    Across 7 Alaska Airlines flights from Chicago to Madrid this week, the average price was $932, with the best Alaska Airlines deals starting from $650 round-trip. 9,481 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.

  • Finnair Flights From Chicago to Madrid

    $440 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 $662, however, with flight time and availability significantly affecting the price. Finnair (7.7/10 from 1,295 user reviews) flies into Madrid from Chicago 7 times in an average week so prices can vary.


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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