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Cheap flights from Illinois to Madrid from $165

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Madrid departing on 10/29. 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
7:10 pm - 2:05 pmORD-MAD
11h 55m1 stop
TAP AIR PORTUGAL Logo
9:10 pm - 3:15 pmMAD-ORD
25h 05m1 stop
$321TAP AIR PORTUGAL
Find Deal
Wed, Nov 12 - Thu, Nov 20
TAP AIR PORTUGAL Logo
7:10 pm - 2:05 pmORD-MAD
11h 55m1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 3:15 pmMAD-ORD
28h 15m1 stop
$323TAP AIR PORTUGAL
Find Deal
Wed, Nov 12 - Thu, Nov 20
TAP AIR PORTUGAL Logo
8:15 pm - 11:30 pmORD-MAD
20h 15m1 stop
TAP AIR PORTUGAL Logo
7:40 am - 3:15 pmMAD-ORD
14h 35m1 stop
$333TAP AIR PORTUGAL
Find Deal
Fri, Nov 7 - Fri, Nov 14
United Airlines Logo
12:50 pm - 7:00 amORD-MAD
12h 10m1 stop
United Airlines Logo
1:35 pm - 7:25 pmMAD-ORD
36h 50m2 stops
$340United Airlines
Find Deal
Tue, Oct 28 - Fri, Nov 14
Logo
8:40 am - 6:40 amORD-MAD
15h 00m1 stop
Logo
7:35 pm - 3:55 pmMAD-ORD
27h 20m1 stop
$342
Find Deal
Mon, Sep 22 - Wed, Oct 1
United Airlines Logo
7:00 am - 8:00 amORD-MAD
18h 00m2 stops
United Airlines Logo
1:35 pm - 2:11 pmMAD-ORD
31h 36m2 stops
$345United Airlines
Find Deal
Tue, Nov 4 - Wed, Nov 12
Iberia Logo
10:30 pm - 1:25 pmORD-MAD
7h 55mnonstop
Iberia Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
$349Iberia
Find Deal
Wed, Oct 15 - Tue, Oct 21
Iberia Logo
4:30 pm - 7:55 amORD-MAD
8h 25mnonstop
Iberia Logo
4:40 pm - 6:50 pmMAD-ORD
9h 10mnonstop
$350Iberia
Find Deal
Tue, Sep 23 - Thu, Oct 23
Logo
7:15 am - 8:00 amORD-MAD
17h 45m1 stop
Logo
7:35 pm - 4:20 pmMAD-ORD
27h 45m1 stop
$352
Find Deal
Tue, Nov 4 - Tue, Nov 11
Finnair Logo
5:45 pm - 7:55 amORD-MAD
8h 10mnonstop
Finnair Logo
11:35 am - 2:30 pmMAD-ORD
9h 55mnonstop
$353Finnair
Find Deal
Tue, Oct 28 - Fri, Nov 14

Virgin Atlantic flights from Illinois to Madrid

Our best Virgin Atlantic deals on Illinois to Madrid flight tickets
Virgin Atlantic
Dec 1
MDW1:05 pmChicago Midway
12h 55m
1 stop
MAD9:00 amMadrid Barajas
Dec 14
MAD11:00 amMadrid Barajas
17h 44m
1 stop
MDW9:44 pmChicago Midway
$418
Find similar
Virgin Atlantic
Nov 10
MDW9:30 amChicago Midway
15h 30m
2 stops
MAD8:00 amMadrid Barajas
Nov 23
MAD11:00 amMadrid Barajas
17h 44m
1 stop
MDW9:44 pmChicago Midway
$422
Find similar
Virgin Atlantic
Aug 12
ORD7:00 amChicago O'Hare Intl
19h 35m
2 stops
MAD9:35 amMadrid Barajas
Nov 4
MAD10:00 amMadrid Barajas
20h 57m
2 stops
ORD11:57 pmChicago O'Hare Intl
$462
Find similar

TAP AIR PORTUGAL flights from Illinois to Madrid

Our best TAP AIR PORTUGAL deals on Illinois to Madrid flight tickets
TAP AIR PORTUGAL
Nov 12
ORD7:10 pmChicago O'Hare Intl
11h 55m
1 stop
MAD2:05 pmMadrid Barajas
Nov 20
MAD9:10 pmMadrid Barajas
25h 05m
1 stop
ORD3:15 pmChicago O'Hare Intl
$321
Find similar
TAP AIR PORTUGAL
Nov 12
ORD7:10 pmChicago O'Hare Intl
11h 55m
1 stop
MAD2:05 pmMadrid Barajas
Nov 20
MAD6:00 pmMadrid Barajas
28h 15m
1 stop
ORD3:15 pmChicago O'Hare Intl
$323
Find similar
TAP AIR PORTUGAL
Nov 7
ORD8:15 pmChicago O'Hare Intl
20h 15m
1 stop
MAD11:30 pmMadrid Barajas
Nov 14
MAD7:40 amMadrid Barajas
14h 35m
1 stop
ORD3:15 pmChicago O'Hare Intl
$333
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Madrid that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 6, 2025.
Use the filters below to find and compare flights from Illinois to Madrid that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 11/12

7:10 pm-2:05 pm

1 stop11h 55m

Madrid Barajas

Thu 11/20

9:10 pm-3:15 pm

1 stop25h 05m

$321

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 11/12

7:10 pm-2:05 pm

1 stop11h 55m

Madrid Barajas

Thu 11/20

6:00 pm-3:15 pm

1 stop28h 15m

$323

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Fri 11/7

8:15 pm-11:30 pm

1 stop20h 15m

Madrid Barajas

Fri 11/14

7:40 am-3:15 pm

1 stop14h 35m

$333

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 10/28

12:50 pm-7:00 am

1 stop12h 10m

Madrid Barajas

Fri 11/14

1:35 pm-7:25 pm

2 stops36h 50m

$340

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 9/22

8:40 am-6:40 am

1 stop15h 00m

Madrid Barajas

Wed 10/1

7:35 pm-3:55 pm

1 stop27h 20m

$342

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 11/4

7:00 am-8:00 am

2 stops18h 00m

Madrid Barajas

Wed 11/12

1:35 pm-2:11 pm

2 stops31h 36m

$345

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 10/15

10:30 pm-1:25 pm

Nonstop7h 55m

Madrid Barajas

Tue 10/21

4:40 pm-6:50 pm

Nonstop9h 10m

$349

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 9/23

4:30 pm-7:55 am

Nonstop8h 25m

Madrid Barajas

Thu 10/23

4:40 pm-6:50 pm

Nonstop9h 10m

$350

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 11/4

7:15 am-8:00 am

1 stop17h 45m

Madrid Barajas

Tue 11/11

7:35 pm-4:20 pm

1 stop27h 45m

$352

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 10/28

5:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Fri 11/14

11:35 am-2:30 pm

Nonstop9h 55m

$353

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Madrid from

How to get the cheapest flight ticket from Illinois 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 Illinois, with most prices found around $517. If you don’t want to visit Madrid in February, then you should wait until January to fly from Illinois, when ticket prices are also cheap, with an average price of $553.

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 $747. 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 Friday as prices are generally higher than usual. According to our data, the average ticket price to Madrid on Friday is $886.

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

Flying to Madrid from Illinois in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $798 when looking at flights departing in the afternoon. Flights to Madrid are more costly in the evening, with an average ticket price of $931. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Illinois to Madrid Barajas flight route?

Fly from Chicago O'Hare Intl to Madrid Barajas for the best Illinois - 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 Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Madrid for around $704 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Madrid from Illinois for as low as $592 on momondo.

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

There are 4 cabin classes available to choose from on Illinois 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 Illinois to Madrid flights?

You could potentially save up to 88% on your flight if you consider stops on a Illinois to Madrid flight.

Cheap Illinois to Madrid flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Madrid

Best Price Found

$165

Fastest flight time

7h 55m

Direct flights

Every day

Airports in Madrid

1 airport
The best one-way flight to Madrid from Illinois in the past 72 hours is $165. The best round-trip flight deal from Illinois to Madrid found on momondo in the last 72 hours is $321.
The fastest flight from Illinois to Madrid takes 7h 55m
Direct flights go from Illinois to Madrid every day.
There is 1 airport near Madrid: Madrid Barajas (MAD)
Search flight deals

  • When did momondo last update prices for flights from Illinois to Madrid Barajas Airport?

    Prices for flights from Illinois to Madrid Barajas Airport are updated daily.

  • How many operators does momondo search for flights from Illinois to Madrid Barajas Airport?

  • How old do you have to be to fly from Illinois to Madrid Barajas Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois 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 Illinois to Madrid?

Best airlines flying from Illinois to Madrid

Compare and see reviews for airlines that fly from Illinois to Madrid with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $120Free CancellationRating
7.2
2,915 reviews
Search JetBlue flights
TAP AIR PORTUGALPriceFrom $288Free CancellationRating
7.1
1,942 reviews
Search TAP AIR PORTUGAL flights
Air CanadaPriceFrom $366Free CancellationRating
7.1
9,893 reviews
Search Air Canada flights
FinnairPriceFrom $381Free CancellationRating
7.6
1,319 reviews
Search Finnair flights
Scandinavian AirlinesPriceFrom $387Free CancellationRating
7.4
1,463 reviews
Search Scandinavian Airlines flights
DeltaPriceFrom $455Free CancellationRating
8.0
7,985 reviews
Search Delta flights
IberiaPriceFrom $460Free CancellationRating
7.0
2,865 reviews
Search Iberia flights
British AirwaysPriceFrom $464Free CancellationRating
6.6
7,245 reviews
Search British Airways flights
United AirlinesPriceFrom $471Free CancellationRating
7.4
8,917 reviews
Search United Airlines flights
Aer LingusPriceFrom $484Free CancellationRating
7.1
1,201 reviews
Search Aer Lingus flights

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
Guadalajara

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Madrid?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Madrid. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Illinois to Madrid with flexible booking policies on momondo?

All flight searches from Illinois to Madrid on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Illinois to Madrid?

Once you have performed a search for Illinois to Madrid flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Illinois to Madrid right now. Can momondo alert me if prices change?

Price alerts on flights to Madrid from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Fly your favorite airline to Madrid

Airlines are sorted and displayed according to clicks in the past 7 days on momondo
American Airlines
Delta
United Airlines
Turkish Airlines
Lufthansa
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British Airways
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