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Cheap flights from Chicago to Madrid from $247

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 2/1. 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.
8:25 pm - 8:20 pmORD-MAD
16h 55m1 stop
6:00 pm - 3:30 pmMAD-ORD
28h 30m1 stop
$403TAP AIR PORTUGAL
Find Deal
Sun, Feb 2 - Sat, Feb 8
8:20 pm - 8:20 pmORD-MAD
17h 00m1 stop
10:20 am - 3:30 pmMAD-ORD
12h 10m1 stop
$434TAP AIR PORTUGAL
Find Deal
Fri, Feb 7 - Sun, Feb 9
8:25 pm - 8:20 pmORD-MAD
16h 55m1 stop
10:20 am - 3:30 pmMAD-ORD
12h 10m1 stop
$437TAP AIR PORTUGAL
Find Deal
Sun, Feb 16 - Sun, Feb 23
5:20 pm - 9:55 amORD-MAD
9h 35m1 stop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$453Iberia
Find Deal
Sun, Jan 12 - Wed, Jan 29
11:40 am - 6:05 amORD-MAD
11h 25m1 stop
1:15 pm - 8:04 pmMAD-ORD
13h 49m1 stop
$458Iberia
Find Deal
Tue, Jan 28 - Wed, Feb 12
5:00 pm - 11:40 amORD-MAD
11h 40m1 stop
10:45 am - 5:56 pmMAD-ORD
14h 11m1 stop
$478British Airways
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
$499Finnair
Find Deal
Wed, Jan 22 - Wed, Jan 29
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$500Finnair
Find Deal
Sun, Jan 19 - Thu, Feb 6
10:00 pm - 6:15 pmORD-MAD
13h 15m1 stop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$511American Airlines
Find Deal
Mon, Jan 13 - Wed, Jan 22
10:00 pm - 4:45 pmORD-MAD
11h 45m1 stop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$512British Airways
Find Deal
Wed, Jan 8 - Fri, Jan 17
5:50 am - 8:50 amORD-MAD
44h 00m2 stops
Sat, Feb 1
2:02 pm - 11:00 pmORD-MAD
49h 58m3 stops
Tue, Jan 28
2:02 pm - 8:15 amORD-MAD
35h 13m2 stops
Tue, Jan 28
7:15 pm - 2:05 pmORD-MAD
11h 50m1 stop
$324TAP AIR PORTUGAL
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Wed, Jan 15
8:25 pm - 11:20 amORD-MAD
31h 55m1 stop
$326TAP AIR PORTUGAL
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Sun, Feb 9
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
$498Iberia
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Tue, Dec 31
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
$547Iberia
Find Deal
Fri, Feb 28
10:05 pm - 12:55 pmORD-MAD
7h 50mnonstop
$561Finnair
Find Deal
Mon, Apr 21
5:45 pm - 7:55 amORD-MAD
8h 10mnonstop
$572Finnair
Find Deal
Thu, Mar 27
4:30 pm - 7:55 amORD-MAD
8h 25mnonstop
$838American Airlines
Find Deal
Sat, Jun 14
7:05 pm - 9:20 amORD-MAD
31h 15m1 stop
10:05 am - 4:15 pmMAD-ORD
13h 10m1 stop
$678SWISS
Find Deal
Sun, Dec 29 - Wed, Jan 15
9:45 pm - 4:45 pmORD-MAD
12h 00m1 stop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$680British Airways
Find Deal
Sat, Dec 28 - Wed, Jan 15
7:05 pm - 9:20 amORD-MAD
31h 15m1 stop
12:15 pm - 8:05 amMAD-ORD
26h 50m1 stop
Sun, Dec 29 - Wed, Jan 15
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$777Iberia
Find Deal
Sat, Dec 28 - Wed, Jan 15
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$1,039Finnair
Find Deal
Sun, Dec 29 - Wed, Jan 15
10:00 pm - 4:55 pmORD-MAD
11h 55m1 stop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$1,040American Airlines
Find Deal
Sun, Dec 29 - Wed, Jan 15
8:25 pm - 2:05 pmORD-MAD
10h 40m1 stop
12:10 pm - 7:44 amMAD-ORD
26h 34m3 stops
$1,095TAP AIR PORTUGAL
Find Deal
Sun, Dec 29 - Mon, Jan 13
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
1:15 pm - 8:04 pmMAD-ORD
13h 49m1 stop
$1,174Iberia
Find Deal
Fri, Dec 27 - Tue, Jan 14
8:25 pm - 11:20 pmORD-MAD
19h 55m1 stop
6:00 pm - 3:30 pmMAD-ORD
28h 30m1 stop
$1,308TAP AIR PORTUGAL
Find Deal
Sun, Dec 29 - Tue, Dec 31
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$1,494Finnair
Find Deal
Mon, Dec 30 - Thu, Jan 9
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 3:30 pmMAD-ORD
9h 55mnonstop
$489Iberia
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
$492British Airways
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
$493Finnair
Find Deal
Sun, Feb 2 - Thu, Feb 13
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$495Finnair
Find Deal
Mon, Jan 13 - Wed, Jan 22
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$510American Airlines
Find Deal
Wed, Feb 12 - Tue, Feb 18
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$520American Airlines
Find Deal
Sun, Jan 12 - Wed, Jan 29
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$622Alaska Airlines
Find Deal
Sun, Jan 26 - Fri, Jan 31
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$672Alaska Airlines
Find Deal
Sun, Feb 2 - Sat, Feb 8
5:45 pm - 7:55 amORD-MAD
8h 10mnonstop
5:10 pm - 6:45 pmMAD-ORD
8h 35mnonstop
Tue, Mar 25 - Tue, Apr 8
4:45 pm - 7:55 amORD-MAD
8h 10mnonstop
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
Tue, Feb 18 - Sat, Feb 22

TAP AIR PORTUGAL flights from Chicago to Madrid

Our best TAP AIR PORTUGAL deals on Chicago to Madrid flight tickets
TAP AIR PORTUGAL
Feb 2
ORD8:25 pmChicago O'Hare Intl
16h 55m
1 stop
MAD8:20 pmMadrid Barajas
Feb 8
MAD6:00 pmMadrid Barajas
28h 30m
1 stop
ORD3:30 pmChicago O'Hare Intl
TAP AIR PORTUGAL
Feb 7
ORD8:20 pmChicago O'Hare Intl
17h 00m
1 stop
MAD8:20 pmMadrid Barajas
Feb 9
MAD10:20 amMadrid Barajas
12h 10m
1 stop
ORD3:30 pmChicago O'Hare Intl
TAP AIR PORTUGAL
Feb 16
ORD8:25 pmChicago O'Hare Intl
16h 55m
1 stop
MAD8:20 pmMadrid Barajas
Feb 23
MAD10:20 amMadrid Barajas
12h 10m
1 stop
ORD3:30 pmChicago O'Hare Intl

United Airlines flights from Chicago to Madrid

Our best United Airlines deals on Chicago to Madrid flight tickets
United Airlines
Jan 19
ORD7:20 amChicago O'Hare Intl
19h 15m
1 stop
MAD9:35 amMadrid Barajas
Feb 7
MAD12:15 pmMadrid Barajas
31h 55m
2 stops
ORD1:10 pmChicago O'Hare Intl
United Airlines
Mar 25
ORD3:35 pmChicago O'Hare Intl
12h 00m
1 stop
MAD9:35 amMadrid Barajas
Apr 8
MAD1:00 pmMadrid Barajas
31h 15m
2 stops
ORD1:15 pmChicago O'Hare Intl
United Airlines
Mar 11
ORD7:20 amChicago O'Hare Intl
20h 15m
1 stop
MAD9:35 amMadrid Barajas
Mar 21
MAD12:15 pmMadrid Barajas
13h 40m
1 stop
ORD7:55 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 $537. 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 $560.

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 $677. 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 $869.

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 $683 when looking at flights departing in the evening. 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?

The ideal time to book your flight to Madrid is 42 days in advance when prices tend to average $783. 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 $510.

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 42% 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 December 2024, prices for Chicago to Madrid flights are approximately 16% 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

$247

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 $247. The best round-trip flight deal from Chicago to Madrid found on momondo in the last 72 hours is $403.
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 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 $355Free CancellationRating
7.1
1,883 reviews
Search TAP AIR PORTUGAL flights
FinnairPriceFrom $440Free CancellationRating
7.7
1,286 reviews
Search Finnair flights
Air CanadaPriceFrom $451Free CancellationRating
7.0
8,430 reviews
Search Air Canada flights
IberiaPriceFrom $453Free CancellationRating
7.0
2,646 reviews
Search Iberia flights
British AirwaysPriceFrom $465Free CancellationRating
6.6
6,808 reviews
Search British Airways flights
DeltaPriceFrom $475Free CancellationRating
8.0
8,570 reviews
Search Delta flights
KLMPriceFrom $489Free CancellationRating
7.8
1,344 reviews
Search KLM flights
American AirlinesPriceFrom $495Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Aer LingusPriceFrom $511Free CancellationRating
7.1
1,074 reviews
Search Aer Lingus flights
United AirlinesPriceFrom $514Free CancellationRating
7.4
9,003 reviews
Search United Airlines flights
  • Alaska Airlines Flights From Chicago to Madrid

    Across 5 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. 9,552 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 $666, however, with flight time and availability significantly affecting the price. Finnair (7.7/10 from 1,286 user reviews) flies into Madrid from Chicago 5 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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