HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madrid

$334+ Cheap flights from Midway (MDW) to Madrid, Spain (MAD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MAD
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Madrid with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Madrid

Cheapest flights from Midway to Madrid
Explore the most affordable flight options available from Midway to Madrid. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.

This KLM deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:05 pm
MDW
-
MAD
1 stop13h 50m
KLM
Tue 12/811:55 am
MAD
-
MDW
1 stop17h 15m
KLM
Deal found 7/22$717
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/91:05 pm
MDW
-
MAD
1 stop13h 50m
Delta
Thu 11/1911:55 am
MAD
-
MDW
1 stop17h 15m
Delta
Deal found 7/20$721
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/81:00 pm
MDW
-
MAD
1 stop13h 55m
Delta
Fri 11/206:05 am
MAD
-
MDW
2 stops17h 45m
Delta
Deal found 7/20$723
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/34:25 pm
MDW
-
MAD
2 stops15h 55m
Delta
Thu 11/1911:55 am
MAD
-
MDW
1 stop17h 15m
Delta
Deal found 7/20$725
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:05 pm
MDW
-
MAD
1 stop13h 50m
Delta
Wed 11/2511:55 am
MAD
-
MDW
1 stop17h 15m
Delta
Deal found 7/21$726
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:35 am
MDW
-
MAD
2 stops16h 55m
Delta
Fri 11/206:05 am
MAD
-
MDW
2 stops17h 45m
Delta
Deal found 7/20$727
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:05 pm
MDW
-
MAD
1 stop13h 50m
Delta
Thu 11/266:05 am
MAD
-
MDW
2 stops17h 45m
Delta
Deal found 7/21$728
This Virgin Atlantic deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:05 pm
MDW
-
MAD
1 stop13h 50m
Virgin Atlantic
Wed 12/910:00 am
MAD
-
MDW
2 stops19h 10m
Virgin Atlantic
Deal found 7/22$729
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:00 pm
MDW
-
MAD
2 stops15h 30m
Delta
Fri 12/1111:55 am
MAD
-
MDW
1 stop17h 15m
Delta
Deal found 7/23$730
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/11:28 pm
MDW
-
MAD
2 stops15h 02m
Delta
Thu 11/126:05 am
MAD
-
MDW
2 stops19h 32m
Delta
Deal found 7/22$731
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1010:35 am
MDW
-
MAD
1 stop16h 20m
Delta
Fri 11/276:00 am
MAD
-
MDW
2 stops19h 37m
Delta
Deal found 7/21$735
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:01 pm
MDW
-
MAD
2 stops14h 24m
Delta
Wed 9/306:00 am
MAD
-
MDW
2 stops19h 33m
Delta
Deal found 7/22$736

Find flight deals from Midway to Madrid

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Madrid (MAD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 25, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$709
(Air France)

One-way from

$334
(Delta)

Popular in

June

Cheapest in

February

Average price

$898
Provider with most accurate pricing for Chicago Midway-Madrid Barajas flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Madrid Barajas flights.
Search Deals
From Chicago Midway to Madrid Barajas
Search Deals
One-way flight from Chicago Midway to Madrid Barajas
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($188 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated July 25, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Madrid that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Wed 9/16

1:00 pm-11:20 am

2 stops15h 20m

Madrid Barajas

Thu 10/1

6:00 am-4:15 pm

2 stops17h 15m

$823

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Fri 10/16

6:45 pm-4:25 pm

2 stops14h 40m

Madrid Barajas

Sat 11/14

6:05 am-6:37 pm

2 stops19h 32m

$831

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sat 9/12

5:37 pm-4:45 pm

2 stops16h 08m

Madrid Barajas

Sat 9/19

6:00 am-6:22 pm

2 stops19h 22m

$933

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Thu 10/15

10:58 am-12:15 pm

1 stop18h 17m

Madrid Barajas

Sun 10/18

6:00 am-6:05 pm

2 stops19h 05m

$947
Quickest round-trip

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Fri 10/16

12:28 pm-9:30 am

2 stops14h 02m

Madrid Barajas

Fri 10/30

11:55 am-10:25 pm

1 stop16h 30m

$977

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Wed 9/23

7:01 pm-4:25 pm

2 stops14h 24m

Madrid Barajas

Sun 9/27

6:00 am-4:15 pm

2 stops17h 15m

$978

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Wed 8/12

12:46 pm-11:20 am

2 stops15h 34m

Madrid Barajas

Wed 8/19

9:50 am-10:36 pm

1 stop19h 46m

$989

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Wed 8/26

6:40 am-1:40 pm

2 stops24h 00m

Madrid Barajas

Wed 9/9

7:00 am-8:50 pm

2 stops20h 50m

$1,085

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sat 8/15

9:24 am-12:15 pm

2 stops19h 51m

Madrid Barajas

Sat 8/22

9:50 am-6:33 pm

2 stops15h 43m

$1,098

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Fri 8/21

1:25 pm-11:20 am

2 stops14h 55m

Madrid Barajas

Sat 8/29

6:00 am-6:01 pm

2 stops19h 01m

$1,113

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Compare providers for flights from Midway to Madrid

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Madrid in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Madrid flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago Midway Airport-Madrid flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Madrid flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Madrid flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Madrid flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Madrid

Have a flexible travel schedule? Discover the best time to fly to Madrid from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Madrid

How often are flights from Chicago to Madrid delayed?

About 0% of weekly flights between Chicago and Madrid have experienced delays in the past year, with the average delay time being 0 minutes.

What is the most punctual flight time for Chicago to Madrid flights?

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Friday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Related info for your journey

Find useful and relevant information for your journey from Midway to Madrid. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Madrid from Chicago Midway?

    If you book a flight to Madrid from Chicago Midway, you will be flying to Barajas, which is the city’s only airport. Madrid Barajas (MAD) is located 8.5 mi from the center of Madrid. There are 0 flights from Chicago Midway to Barajas per day from 0 different airlines.

  • How long is the flight from Chicago Midway Airport to Madrid?

    For as low as $823, Delta can have you in Madrid from Chicago Midway Airport in 15h 20m. Chicago Midway Airport and Madrid are separated by a distance of 4187 mi.

  • Can I find deals for flights from Midway to Madrid that include hotel bookings?

    Yes. In addition to deals on Midway to Madrid flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Madrid?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Madrid.

  • Can I find deals for business class flights from Midway to Madrid?

    Yes. Cheapflights offers flight deals from Midway to Madrid by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Madrid?

Book flights to Madrid if you plan to visit one of these locations
Getafe

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Madrid

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Madrid flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.