$1,334 Cheap Flights from Madrid (MAD) to Chicago (MDW)

View $1,334 flight on Mon, Jan 26, 2026Opens in a new window

Popular airlines from Adolfo Suarez Madrid-Barajas Airport (MAD) to Chicago Midway Airport (MDW)

Cheap Flights from Madrid to Chicago (MAD-MDW)

Prices were available within the past 7 days and start at $1,334 for one-way flights and $646 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Feb 6 - Mon, Feb 16
MAD
Madrid
MDW
Chicago
$646 Roundtrip, found 2 days ago
$646
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Feb 6 from Madrid to Chicago, returning Mon, Feb 16, priced at $646 found 2 days ago
Delta
Wed, Nov 26 - Thu, Jan 15
MAD
Madrid
MDW
Chicago
$653 Roundtrip, found 5 days ago
$653
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Nov 26 from Madrid to Chicago, returning Thu, Jan 15, priced at $653 found 5 days ago
Delta
Sat, Feb 7 - Sun, Feb 22
MAD
Madrid
MDW
Chicago
$657 Roundtrip, found 6 days ago
$657
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Feb 7 from Madrid to Chicago, returning Sun, Feb 22, priced at $657 found 6 days ago
Delta
Fri, Feb 6 - Mon, Feb 16
MAD
Madrid
MDW
Chicago
$674 Roundtrip, found 2 days ago
$674
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Feb 6 from Madrid to Chicago, returning Mon, Feb 16, priced at $674 found 2 days ago
Delta
Thu, Oct 16 - Tue, Oct 21
MAD
Madrid
MDW
Chicago
$676 Roundtrip, found 5 days ago
$676
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Oct 16 from Madrid to Chicago, returning Tue, Oct 21, priced at $676 found 5 days ago
Delta
Mon, Nov 10 - Sun, Nov 16
MAD
Madrid
MDW
Chicago
$677 Roundtrip, found 13 hours ago
$677
Roundtrip
found 13 hours ago
Select Delta flight, departing Mon, Nov 10 from Madrid to Chicago, returning Sun, Nov 16, priced at $677 found 13 hours ago
Delta
Thu, Nov 20 - Mon, Dec 1
MAD
Madrid
MDW
Chicago
$680 Roundtrip, found 5 days ago
$680
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Nov 20 from Madrid to Chicago, returning Mon, Dec 1, priced at $680 found 5 days ago
KLM
Sat, Feb 7 - Sun, Feb 22
MAD
Madrid
MDW
Chicago
$685 Roundtrip, found 6 days ago
$685
Roundtrip
found 6 days ago
Select KLM flight, departing Sat, Feb 7 from Madrid to Chicago, returning Sun, Feb 22, priced at $685 found 6 days ago
Air France
Thu, Oct 16 - Wed, Oct 22
MAD
Madrid
MDW
Chicago
$735 Roundtrip, found 3 days ago
$735
Roundtrip
found 3 days ago
Select Air France flight, departing Thu, Oct 16 from Madrid to Chicago, returning Wed, Oct 22, priced at $735 found 3 days ago
Virgin Atlantic
Thu, Nov 20 - Wed, Dec 3
MAD
Madrid
MDW
Chicago
$1,083 Roundtrip, found 13 hours ago
$1,083
Roundtrip
found 13 hours ago
Select Virgin Atlantic flight, departing Thu, Nov 20 from Madrid to Chicago, returning Wed, Dec 3, priced at $1,083 found 13 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $632
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $632

Frequently asked questions

How much does a flight from Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW) cost?
Snag a cheap one-way flight from $1,334 or cheap return flight from $646 from Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW)?
Planning your getaway for February can help you save, as it's the cheapest month for flights between MAD and MDW. You'll usually find the lowest fares during off-peak months.
What is the cheapest airline that flies from Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW)?
To find the cheapest airline that'll fly you from MAD to MDW, use Expedia's filter tool. Tailor your search based on your travel needs, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW)?
Nonstop flights from Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MAD to MDW?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW)?
To avoid potential delays on the Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW) route, aim to travel before 3 PM. Later flights are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Adolfo Suarez Madrid-Barajas Airport (MAD)?
Check out your flight options from Adolfo Suarez Madrid-Barajas Airport (MAD) to O'Hare Intl. Airport (ORD). This is the only airport in Chicago you can arrive at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW) last-minute?
Holding off until just before your departure to book a flight from MAD to MDW often results in higher prices. While you may come across some last-minute offers, there's no guarantee. Keep your travel schedule open for the best chance of scoring a bargain.
Is it cheaper to book a MAD to MDW flight and hotel package?
You'll typically save money by securing a MAD to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. Once you've selected your preferred flights and accommodations, consider adding extras like car rentals, activities and tours.
Can I cancel or change the date of my flight from Adolfo Suarez Madrid-Barajas Airport (MAD) to Midway Intl. Airport (MDW)?
If you booked your MAD to MDW flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more details.

Travel information

Travel information

Origin airport
Adolfo Suárez Madrid-Barajas
Destination airport
Midway Intl.
Airlines serving
Air France, Delta, KLM, Virgin Atlantic
Roundtrip price
$645
Distance
4190 mi

Book with confidence

Book with confidence

Madrid to Chicago Flights

The cheapest times to fly from Madrid to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Madrid to Chicago are during the month of February. You can find some of the cheapest flights from Madrid to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madrid to Chicago

Sunday is one of the best days to book for cheap flights from Madrid to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Madrid to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Madrid to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $1,334 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Madrid to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Madrid to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Madrid to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.