HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madrid

$269+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MAD
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Madrid 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.

Cheap 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 July 29, 2025.

Round-trip from

$368
(KLM)

One-way from

$269
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$818
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. 21% potential increase in price ($188 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

Find 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 July 29, 2025.

This KLM deal was found by Cheapflights users on 7/28. 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.
Wed 12/31:05 pmMDW - MAD
1 stop12h 55mKLM
Wed 12/1011:00 amMAD - MDW
1 stop17h 44mKLM
Deal found 7/28$359
This Delta deal was found by Cheapflights users on 7/29. 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 12/31:05 pmMDW - MAD
1 stop12h 55mDelta
Wed 12/1011:00 amMAD - MDW
1 stop17h 44mDelta
Deal found 7/29$368
This Virgin Atlantic deal was found by Cheapflights users on 7/28. 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.
Mon 10/276:00 amMDW - MAD
1 stop20h 00mVirgin Atlantic
Wed 11/511:00 amMAD - MDW
1 stop18h 14mVirgin Atlantic
Deal found 7/28$458

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 July 29, 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

Mon 8/18

12:43 pm-9:35 am

1 stop13h 52m

Madrid Barajas

Tue 9/16

10:05 am-9:36 pm

1 stop18h 31m

$368

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sun 10/26

12:48 pm-8:00 am

1 stop13h 12m

Madrid Barajas

Fri 11/21

10:00 am-9:44 pm

2 stops18h 44m

$373

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Mon 10/27

6:00 am-8:00 am

1 stop20h 00m

Madrid Barajas

Wed 11/5

11:00 am-10:14 pm

1 stop18h 14m

$458

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Tue 10/21

12:48 pm-9:35 am

1 stop13h 47m

Madrid Barajas

Fri 11/7

11:00 am-10:14 pm

1 stop18h 14m

$488

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sun 8/17

6:04 am-9:35 am

1 stop20h 31m

Madrid Barajas

Tue 8/26

8:15 pm-6:37 pm

2 stops29h 22m

$507

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Tue 10/21

5:56 pm-7:55 pm

2 stops18h 59m

$269

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Mon 8/4

12:43 pm-9:35 am

1 stop13h 52m

$419

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sat 9/20

6:15 pm-7:50 am

2 stops30h 35m

$425

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sun 8/3

9:25 am-9:35 am

2 stops17h 10m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

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 July 29, 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 25% on your trip compared to booking a flight in the morning.

Reviews of airlines servicing Madrid

Get insights into the airlines that provide service to Madrid. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madrid. Reviews last updated July 29, 2025.
Peruse reviews from past customers who have flown with Delta, KLM, and Air France from Chicago Midway Airport to Madrid to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,383 reviews
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air France
7.5
Good
1,465 reviews
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Virgin Atlantic
7.4
Good
655 reviews
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Chicago Midway Airport to Madrid round-trip?

    According to our current data, KLM ($368), Delta ($373), and Virgin Atlantic ($458) offers the cheapest pricing from Chicago Midway Airport to Madrid.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Madrid one-way?

    $419 is the cheapest one-way deal found within the past few days, from KLM. You may also be able to find cheap deals on Delta and Virgin Atlantic, with prices starting from $425 and $483, respectively.

  • 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.

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

    Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Madrid (average of $543). Flying from Chicago Midway Airport to Madrid in June is currently the most expensive (average of $1,052). 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 Madrid?

Book flights to Madrid if you plan to visit one of these locations
Segovia
Fuenlabrada

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 Midway to Madrid

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