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Midway

$393+ Cheap flights from Madrid, Spain (MAD) to Midway (MDW)

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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
MAD — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Madrid to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Madrid (MAD) to Midway (MDW). 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 September 11, 2025.

Round-trip from

$561
(Delta)

One-way from

$393
(Kiwi.com)

Popular in

January

Cheapest in

February

Average price

$586
From Madrid Barajas to Chicago Midway
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One-way flight from Madrid Barajas to Chicago Midway
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Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Madrid to Midway

Cheapest flights from Madrid to Midway
Explore the most affordable flight options available from Madrid to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:00 amMAD - MDW
2 stops19h 08mDelta
Thu 1/155:59 pmMDW - MAD
2 stops14h 21mDelta
Deal found 9/10$606
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 10/156:00 amMAD - MDW
2 stops19h 25mDelta
Wed 10/226:23 pmMDW - MAD
2 stops14h 12mDelta
Deal found 9/11$616
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/86:00 amMAD - MDW
2 stops19h 25mDelta
Mon 10/131:08 pmMDW - MAD
2 stops15h 12mDelta
Deal found 9/10$618
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 10/226:00 amMAD - MDW
2 stops18h 43mDelta
Tue 10/2810:35 amMDW - MAD
1 stop15h 30mDelta
Deal found 9/11$620
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/256:00 amMAD - MDW
2 stops19h 35mDelta
Thu 12/259:54 amMDW - MAD
1 stop16h 21mDelta
Deal found 9/10$622
This KLM deal was found by Cheapflights users on 9/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2510:05 amMAD - MDW
1 stop18h 31mKLM
Thu 12/259:54 amMDW - MAD
1 stop16h 21mKLM
Deal found 9/10$626
This Delta deal was found by Cheapflights users on 9/11. 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.
Thu 10/166:00 amMAD - MDW
2 stops19h 25mDelta
Sun 10/196:23 pmMDW - MAD
2 stops14h 12mDelta
Deal found 9/11$633
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/46:00 amMAD - MDW
2 stops19h 35mDelta
Mon 10/131:08 pmMDW - MAD
2 stops15h 12mDelta
Deal found 9/10$635
This Delta deal was found by Cheapflights users on 9/11. 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.
Sat 10/256:00 amMAD - MDW
2 stops19h 25mDelta
Wed 10/299:20 amMDW - MAD
2 stops15h 40mDelta
Deal found 9/11$638
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:00 amMAD - MDW
2 stops19h 25mDelta
Sun 10/2612:48 pmMDW - MAD
1 stop13h 17mDelta
Deal found 9/10$639
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:00 amMAD - MDW
2 stops19h 35mDelta
Tue 9/301:08 pmMDW - MAD
2 stops13h 22mDelta
Deal found 9/10$641

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madrid to Midway 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 September 11, 2025.
Use the filters below to find and compare flights from Madrid to Chicago Midway Airport that are best for you.

Fly from

Madrid

Fly to

Midway

Route

Depart

Return

Price

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Mon 2/2

6:00 am-6:08 pm

2 stops19h 08m

Chicago Midway

Mon 2/16

1:05 pm-9:00 am

1 stop12h 55m

$561

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 3/10

6:00 am-6:08 pm

2 stops18h 08m

Chicago Midway

Sun 3/15

5:59 pm-5:40 pm

2 stops17h 41m

$606

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Wed 10/22

6:00 am-5:43 pm

2 stops18h 43m

Chicago Midway

Tue 10/28

1:48 pm-11:30 am

2 stops15h 42m

$616

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Wed 10/8

6:00 am-6:25 pm

2 stops19h 25m

Chicago Midway

Mon 10/13

1:08 pm-11:20 am

2 stops15h 12m

$618

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 11/20

11:15 am-11:32 pm

1 stop19h 17m

Chicago Midway

Thu 11/27

10:47 am-9:15 am

1 stop15h 28m

$624

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Wed 10/15

6:00 am-6:25 pm

2 stops19h 25m

Chicago Midway

Wed 10/22

1:08 pm-9:30 am

2 stops13h 22m

$624

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 11/6

6:00 am-4:14 pm

2 stops17h 14m

Chicago Midway

Wed 11/12

1:14 pm-10:15 am

2 stops14h 01m

$633

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 9/26

6:00 am-6:35 pm

2 stops19h 35m

Chicago Midway

Tue 9/30

1:08 pm-9:30 am

2 stops13h 22m

$641

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 12/4

6:00 am-6:00 pm

2 stops19h 00m

Chicago Midway

Tue 12/9

12:50 pm-9:15 am

1 stop13h 25m

$643

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 9/26

10:05 am-5:51 pm

1 stop14h 46m

Chicago Midway

Wed 10/1

10:35 am-9:30 am

2 stops15h 55m

$653

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 22 results
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Best time to book a flight from Madrid to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Madrid 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.

Related info for your journey

Find useful and relevant information for your journey from Madrid to Midway. 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 from for flights from Madrid to Chicago Midway?

    For a flight from Madrid to Chicago Midway, you will be flying from Barajas. Madrid Barajas (MAD) is just 8.5 mi from the center of the city. Barajas is the only Madrid airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Madrid Barajas on a regular basis.

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

    There are many flights that can get you from Madrid to Chicago Midway Airport in 19h 08m. Fly via Delta or KLM to get the fastest option. Madrid and Chicago Midway Airport are separated by a distance of 4187 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Madrid to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Madrid to Chicago Midway Airport (average of $160). Flying from Madrid to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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