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$327+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MAD
jan. 11 — jan. 181
zo 1/11
zo 1/18
1 adult, Economy
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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 december 12, 2025.

This Delta deal was found by Cheapflights users on 12/11. 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.
di 12/306:08 pmMDW - MAD
2 stops34h 22mDelta
ma 1/1212:35 pmMAD - MDW
2 stops40h 32mDelta
Deal found 12/11$514
This Virgin Atlantic deal was found by Cheapflights users on 12/10. 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.
wo 12/105:29 pmMDW - MAD
1 stop32h 46mVirgin Atlantic
zo 12/1411:15 amMAD - MDW
1 stop19h 32mVirgin Atlantic
Deal found 12/10$775
This Delta deal was found by Cheapflights users on 12/11. 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.
di 12/306:08 pmMDW - MAD
2 stops14h 12mDelta
do 1/86:00 amMAD - MDW
2 stops23h 07mDelta
Deal found 12/11$880
This Delta deal was found by Cheapflights users on 12/11. 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.
di 12/306:08 pmMDW - MAD
2 stops38h 12mDelta
zo 1/1112:35 pmMAD - MDW
2 stops31h 13mDelta
Deal found 12/11$892
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 12/112:16 pmMDW - MAD
1 stop15h 49mMultiple Airlines
do 1/151:00 pmMAD - MDW
2 stops18h 02mMultiple Airlines
Deal found 12/10$928
This KLM deal was found by Cheapflights users on 12/11. 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.
di 12/305:05 pmMDW - MAD
1 stop33h 10mKLM
vr 1/97:05 amMAD - MDW
2 stops18h 27mKLM
Deal found 12/11$944
This Delta deal was found by Cheapflights users on 12/11. 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.
di 12/306:08 pmMDW - MAD
2 stops14h 12mDelta
vr 1/910:00 amMAD - MDW
2 stops33h 48mDelta
Deal found 12/11$949
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
do 12/117:44 amMDW - MAD
1 stop17h 16mMultiple Airlines
ma 12/153:00 pmMAD - MDW
2 stops29h 01mMultiple Airlines
Deal found 12/11$1,001
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 12/243:32 pmMDW - MAD
1 stop14h 33mMultiple Airlines
ma 1/126:00 pmMAD - MDW
2 stops37h 02mMultiple Airlines
Deal found 12/10$1,025
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ma 12/296:15 amMDW - MAD
1 stop23h 50mMultiple Airlines
ma 1/126:00 pmMAD - MDW
2 stops37h 02mMultiple Airlines
Deal found 12/11$1,037

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 december 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$480
(Virgin Atlantic)

One-way from

$327
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$1,042
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. 5% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 december 12, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Madrid that are best for you.

Fly from

Midway

Fly to

Madrid

Route

Depart

Return

Price

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

ma 1/19

12:48 pm-9:15 am

1 stop13h 27m

Madrid Barajas

di 1/27

6:00 am-6:36 pm

2 stops19h 36m

$491

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

di 2/24

12:46 pm-9:15 am

1 stop13h 29m

Madrid Barajas

wo 3/11

6:00 am-5:55 pm

2 stops17h 55m

$491

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

ma 2/2

12:48 pm-9:15 am

1 stop13h 27m

Madrid Barajas

do 2/12

6:00 am-5:45 pm

2 stops18h 45m

$491

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

ma 1/19

12:48 pm-9:15 am

1 stop13h 27m

Madrid Barajas

wo 1/28

6:00 am-6:36 pm

2 stops19h 36m

$491

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

di 3/10

6:35 pm-5:40 pm

2 stops17h 05m

Madrid Barajas

di 3/17

10:05 am-10:29 pm

1 stop18h 24m

$492

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

zo 2/8

11:45 am-11:30 am

2 stops16h 45m

Madrid Barajas

do 2/19

6:00 am-5:37 pm

2 stops18h 37m

$495

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

wo 3/11

12:47 pm-12:10 pm

2 stops17h 23m

Madrid Barajas

di 3/24

12:35 pm-8:46 am

2 stops26h 11m

$507

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

wo 2/4

12:48 pm-9:15 am

1 stop13h 27m

Madrid Barajas

za 2/14

11:15 am-10:42 pm

1 stop18h 27m

$538

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

ma 1/26

10:46 am-9:15 am

1 stop15h 29m

Madrid Barajas

ma 2/2

6:00 am-6:36 pm

2 stops19h 36m

$541

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

wo 2/4

12:48 pm-9:15 am

1 stop13h 27m

Madrid Barajas

ma 2/9

6:00 am-5:55 pm

2 stops18h 55m

$541

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 20 results
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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars
AranGrantPrice Accuracy2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Madrid flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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

What is the cheapest time of day to fly from MDW to MAD?

Find hourly flight availability from Midway to Madrid. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated december 12, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Madrid at noon. If you’re flexible enough to do this you can expect to save up to 35% on your trip compared to booking a flight in the evening.

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 $491, Delta can have you in Madrid from Chicago Midway Airport in 13h 27m. 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

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