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Midway

$419+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
MAD — MDW
feb. 20 — feb. 271
vie. 2/20
vie. 2/27
1 adult, Economy
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Cheap 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 enero 21, 2026.

This Delta deal was found by Cheapflights users on 1/19. 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.
jue. 2/266:00 am
MAD
-
MDW
2 stops18h 37m
Delta
lun. 3/21:49 pm
MDW
-
MAD
2 stops14h 41m
Delta
Deal found 1/19$554
This Delta deal was found by Cheapflights users on 1/19. 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.
jue. 2/56:00 am
MAD
-
MDW
2 stops19h 36m
Delta
jue. 2/191:26 pm
MDW
-
MAD
2 stops15h 04m
Delta
Deal found 1/19$555
This Delta deal was found by Cheapflights users on 1/21. 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.
jue. 3/56:00 am
MAD
-
MDW
2 stops18h 37m
Delta
lun. 3/92:05 pm
MDW
-
MAD
2 stops15h 25m
Delta
Deal found 1/21$559
This Delta deal was found by Cheapflights users on 1/20. 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.
jue. 2/266:00 am
MAD
-
MDW
2 stops18h 37m
Delta
mar. 3/312:45 pm
MDW
-
MAD
1 stop13h 30m
Delta
Deal found 1/20$560
This Delta deal was found by Cheapflights users on 1/20. 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.
jue. 2/196:00 am
MAD
-
MDW
2 stops19h 40m
Delta
jue. 2/269:50 am
MDW
-
MAD
2 stops17h 25m
Delta
Deal found 1/20$562
This KLM deal was found by Cheapflights users on 1/19. 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.
jue. 2/2611:15 am
MAD
-
MDW
1 stop18h 16m
KLM
lun. 3/212:45 pm
MDW
-
MAD
1 stop13h 30m
KLM
Deal found 1/19$563
This Virgin Atlantic deal was found by Cheapflights users on 1/20. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/1010:00 am
MAD
-
MDW
2 stops19h 22m
Virgin Atlantic
mar. 2/2410:49 am
MDW
-
MAD
1 stop15h 26m
Virgin Atlantic
Deal found 1/20$564
This KLM deal was found by Cheapflights users on 1/20. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/511:15 am
MAD
-
MDW
1 stop18h 07m
KLM
jue. 2/191:26 pm
MDW
-
MAD
2 stops13h 49m
KLM
Deal found 1/20$566
This Virgin Atlantic deal was found by Cheapflights users on 1/21. 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 Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/511:15 am
MAD
-
MDW
1 stop18h 16m
Virgin Atlantic
lun. 3/99:35 am
MDW
-
MAD
2 stops16h 30m
Virgin Atlantic
Deal found 1/21$568

Find 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 enero 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Ovago
2 stars

Round-trip from

$556
(Delta)

One-way from

$419
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$779
Provider with most accurate pricing for Madrid Barajas-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madrid Barajas-Chicago Midway flights.
Search Deals
From Madrid Barajas to Chicago Midway
Search Deals
One-way flight from Madrid Barajas to Chicago Midway
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 enero 21, 2026.
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

lun. 2/2

6:00 am-6:36 pm

2 stops19h 36m

Chicago Midway

lun. 2/16

1:26 pm-11:30 am

2 stops15h 04m

$554

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 2/5

6:00 am-5:55 pm

2 stops18h 55m

Chicago Midway

jue. 2/19

1:26 pm-11:30 am

2 stops15h 04m

$556

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

lun. 2/9

6:00 am-6:36 pm

2 stops19h 36m

Chicago Midway

lun. 2/23

1:49 pm-11:30 am

2 stops14h 41m

$556

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

mié. 2/4

6:00 am-6:36 pm

2 stops19h 36m

Chicago Midway

jue. 2/19

1:26 pm-11:30 am

2 stops15h 04m

$556

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 2/26

6:00 am-5:37 pm

2 stops18h 37m

Chicago Midway

mar. 3/3

10:49 am-9:15 am

1 stop15h 26m

$558

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 2/12

6:00 am-5:37 pm

2 stops18h 37m

Chicago Midway

vie. 2/20

1:26 pm-11:30 am

2 stops15h 04m

$572

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 2/5

6:00 am-6:36 pm

2 stops19h 36m

Chicago Midway

vie. 2/20

1:49 pm-11:30 am

2 stops14h 41m

$573

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

dom. 2/8

6:00 am-4:16 pm

2 stops17h 16m

Chicago Midway

mar. 2/17

6:20 pm-5:40 pm

2 stops16h 20m

$579

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

vie. 3/6

6:00 am-5:37 pm

2 stops18h 37m

Chicago Midway

mar. 3/10

12:47 pm-8:05 am

1 stop13h 18m

$581

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 2/5

6:00 am-5:55 pm

2 stops18h 55m

Chicago Midway

mié. 2/18

12:45 pm-9:15 am

1 stop13h 30m

$583

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 21 results
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Compare providers for flights from Madrid to Midway

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 Madrid to Midway in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
OvagoPrice Accuracy2 starsTrust Score*2 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 Madrid-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madrid-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madrid-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madrid-Chicago Midway Airport 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 Madrid-Chicago Midway Airport 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 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 36m. Fly via Delta to get the fastest option. Madrid and Chicago Midway Airport are separated by a distance of 4187 mi.

  • 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.

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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Madrid to Midway

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