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Midway

$379+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
MAD — MDW
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Find cheap flights from Madrid to Midway with Cheapflights

1. Tell us where you want to go

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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 January 26, 2026.

This Delta deal was found by Cheapflights users on 1/24. 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 2/266:00 am
MAD
-
MDW
2 stops18h 37m
Delta
Mon 3/21:29 pm
MDW
-
MAD
2 stops15h 01m
Delta
Deal found 1/24$562
This Delta deal was found by Cheapflights users on 1/26. 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 2/266:00 am
MAD
-
MDW
2 stops18h 37m
Delta
Tue 3/31:29 pm
MDW
-
MAD
2 stops15h 01m
Delta
Deal found 1/26$565
This KLM deal was found by Cheapflights users on 1/24. 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 2/2611:15 am
MAD
-
MDW
1 stop18h 16m
KLM
Tue 3/36:00 am
MDW
-
MAD
1 stop20h 15m
KLM
Deal found 1/24$570
This Delta deal was found by Cheapflights users on 1/24. 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 2/276:00 am
MAD
-
MDW
2 stops19h 40m
Delta
Mon 3/21:29 pm
MDW
-
MAD
2 stops15h 01m
Delta
Deal found 1/24$582
This Delta deal was found by Cheapflights users on 1/24. 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 2/810:00 am
MAD
-
MDW
2 stops19h 22m
Delta
Tue 2/176:20 pm
MDW
-
MAD
2 stops16h 20m
Delta
Deal found 1/24$584
This Delta deal was found by Cheapflights users on 1/26. 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 2/116:00 am
MAD
-
MDW
2 stops19h 36m
Delta
Sun 2/1511:45 am
MDW
-
MAD
2 stops15h 30m
Delta
Deal found 1/26$589
This Virgin Atlantic deal was found by Cheapflights users on 1/24. 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.
Fri 2/2710:00 am
MAD
-
MDW
2 stops19h 31m
Virgin Atlantic
Mon 3/212:45 pm
MDW
-
MAD
1 stop13h 30m
Virgin Atlantic
Deal found 1/24$591
This Virgin Atlantic deal was found by Cheapflights users on 1/24. 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.
Thu 3/510:00 am
MAD
-
MDW
2 stops19h 31m
Virgin Atlantic
Tue 3/1012:47 pm
MDW
-
MAD
1 stop13h 18m
Virgin Atlantic
Deal found 1/24$594
This Delta deal was found by Cheapflights users on 1/24. 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 3/106:00 am
MAD
-
MDW
2 stops18h 40m
Delta
Tue 3/1712:47 pm
MDW
-
MAD
1 stop13h 18m
Delta
Deal found 1/24$595

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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$565
(Delta)

One-way from

$379
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$743
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 ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 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 January 26, 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

Mon 2/9

6:00 am-5:55 pm

2 stops18h 55m

Chicago Midway

Mon 2/23

1:28 pm-11:30 am

2 stops15h 02m

$562

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 3/5

6:00 am-5:37 pm

2 stops18h 37m

Chicago Midway

Tue 3/10

12:47 pm-8:05 am

1 stop13h 18m

$569

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 2/26

6:00 am-6:40 pm

2 stops19h 40m

Chicago Midway

Tue 3/3

12:45 pm-9:15 am

1 stop13h 30m

$569

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Fri 2/27

6:00 am-6:40 pm

2 stops19h 40m

Chicago Midway

Mon 3/2

1:29 pm-11:30 am

2 stops15h 01m

$582

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Wed 2/11

6:00 am-6:36 pm

2 stops19h 36m

Chicago Midway

Sun 2/15

11:45 am-10:15 am

2 stops15h 30m

$589

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 3/5

10:00 am-10:31 pm

2 stops19h 31m

Chicago Midway

Tue 3/10

12:47 pm-8:05 am

1 stop13h 18m

$594

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 3/3

6:00 am-5:37 pm

2 stops18h 37m

Chicago Midway

Tue 3/24

9:35 am-8:05 am

2 stops16h 30m

$598

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Tue 3/10

10:05 am-10:31 pm

1 stop18h 26m

Chicago Midway

Tue 3/17

10:45 am-8:05 am

1 stop15h 20m

$599

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Sun 2/8

10:00 am-10:22 pm

2 stops19h 22m

Chicago Midway

Sat 2/21

11:45 am-11:30 am

2 stops16h 45m

$601

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

Thu 2/5

6:00 am-5:55 pm

2 stops18h 55m

Chicago Midway

Thu 2/19

1:26 pm-11:30 am

2 stops15h 04m

$612

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 20 results
1
2

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*3 stars
OvagoPrice 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 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 FlightHub the most. FlightHub 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 18h 55m. 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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