HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$361+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
MAD — MDW
nov. 26 — dic. 31
mié. 11/26
mié. 12/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madrid to Midway 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.

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 octubre 27, 2025.

This Delta deal was found by Cheapflights users on 10/27. 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.
vie. 12/126:00 amMAD - MDW
2 stops19h 18mDelta
sáb. 2/71:28 pmMDW - MAD
2 stops15h 02mDelta
Deal found 10/27$505
This Delta deal was found by Cheapflights users on 10/27. 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. 11/136:00 amMAD - MDW
2 stops19h 08mDelta
jue. 11/275:34 pmMDW - MAD
2 stops17h 06mDelta
Deal found 10/27$507
This Delta deal was found by Cheapflights users on 10/25. 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.
dom. 11/96:00 amMAD - MDW
2 stops19h 08mDelta
sáb. 11/151:26 pmMDW - MAD
2 stops15h 44mDelta
Deal found 10/25$510
This Delta deal was found by Cheapflights users on 10/26. 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.
mié. 11/126:00 amMAD - MDW
2 stops19h 08mDelta
dom. 11/239:34 amMDW - MAD
2 stops17h 41mDelta
Deal found 10/26$511
This Delta deal was found by Cheapflights users on 10/27. 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. 12/411:00 amMAD - MDW
2 stops19h 47mDelta
dom. 12/76:00 amMDW - MAD
2 stops19h 00mDelta
Deal found 10/27$512
This Virgin Atlantic deal was found by Cheapflights users on 10/27. 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. 11/1311:15 amMAD - MDW
1 stop19h 25mVirgin Atlantic
jue. 11/276:00 amMDW - MAD
1 stop20h 15mVirgin Atlantic
Deal found 10/27$513
This Delta deal was found by Cheapflights users on 10/26. 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.
dom. 11/236:00 amMAD - MDW
2 stops19h 08mDelta
dom. 11/3010:47 amMDW - MAD
2 stops16h 28mDelta
Deal found 10/26$514
This Delta deal was found by Cheapflights users on 10/25. 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.
mar. 11/116:00 amMAD - MDW
2 stops19h 08mDelta
dom. 11/1610:47 amMDW - MAD
1 stop15h 28mDelta
Deal found 10/25$557
This Delta deal was found by Cheapflights users on 10/25. 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.
vie. 12/2611:15 amMAD - MDW
1 stop18h 07mDelta
sáb. 1/101:28 pmMDW - MAD
2 stops15h 02mDelta
Deal found 10/25$558

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 octubre 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$505
(Delta)

One-way from

$361
(Kiwi.com)

Popular in

January

Cheapest in

February

Average price

$644
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
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 octubre 27, 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

mié. 11/12

6:00 am-6:18 pm

2 stops19h 18m

Chicago Midway

lun. 11/17

1:15 pm-11:30 am

2 stops15h 15m

$505

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

vie. 12/12

6:00 am-6:00 pm

2 stops19h 00m

Chicago Midway

sáb. 2/7

1:28 pm-11:30 am

2 stops15h 02m

$505

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

vie. 11/21

6:00 am-6:14 pm

2 stops19h 14m

Chicago Midway

jue. 11/27

5:34 pm-5:40 pm

2 stops17h 06m

$507

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

jue. 11/13

6:00 am-6:08 pm

2 stops19h 08m

Chicago Midway

jue. 11/27

5:34 pm-5:40 pm

2 stops17h 06m

$507

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

vie. 11/7

10:00 am-10:14 pm

2 stops19h 14m

Chicago Midway

lun. 11/10

1:15 pm-11:30 am

2 stops15h 15m

$509

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

lun. 11/10

6:00 am-6:08 pm

2 stops19h 08m

Chicago Midway

dom. 11/16

12:47 pm-9:15 am

1 stop13h 28m

$509

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

dom. 12/21

11:15 am-10:22 pm

1 stop18h 07m

Chicago Midway

sáb. 1/10

1:28 pm-11:30 am

2 stops15h 02m

$509

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

mié. 11/12

6:00 am-6:18 pm

2 stops19h 18m

Chicago Midway

dom. 11/16

10:47 am-9:15 am

1 stop15h 28m

$509

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

dom. 11/9

6:00 am-6:08 pm

2 stops19h 08m

Chicago Midway

sáb. 11/15

1:26 pm-12:10 pm

2 stops15h 44m

$510

MadridChicago

MAD - MDW

MADMDW

Madrid Barajas

mié. 11/12

11:15 am-11:40 pm

1 stop19h 25m

Chicago Midway

dom. 11/16

10:47 am-9:15 am

1 stop15h 28m

$513

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 19 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 October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Madrid-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 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 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 18m. 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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 Madrid to Midway

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