Cheap Flights from Chicago Midway to Madrid

Compare Chicago Midway to Madrid flight deals

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Flight deals from Chicago Midway to Madrid

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to Madrid? Find the lowest prices on one-way and return tickets right here.

Madrid.$799 per passenger.Departing Wed, 25 Feb, returning Fri, 6 Mar.Return flight with Air France.Outbound indirect flight with Air France, departs from Chicago Midway on Wed, 25 Feb, arriving in Madrid.Inbound indirect flight with Air France, departs from Madrid on Fri, 6 Mar, arriving in Chicago Midway.Price includes taxes and charges.From $799, select.

Madrid.$813 per passenger.Departing Tue, 3 Mar, returning Tue, 10 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 3 Mar, arriving in Madrid.Inbound indirect flight with Delta, departs from Madrid on Tue, 10 Mar, arriving in Chicago Midway.Price includes taxes and charges.From $813, select.

Madrid.$814 per passenger.Departing Sun, 19 Apr, returning Thu, 30 Apr.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sun, 19 Apr, arriving in Madrid.Inbound indirect flight with Delta, departs from Madrid on Thu, 30 Apr, arriving in Chicago Midway.Price includes taxes and charges.From $814, select.

Madrid.$821 per passenger.Departing Mon, 23 Mar, returning Wed, 8 Apr.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 23 Mar, arriving in Madrid.Inbound indirect flight with Delta, departs from Madrid on Wed, 8 Apr, arriving in Chicago Midway.Price includes taxes and charges.From $821, select.

Madrid.$825 per passenger.Departing Wed, 11 Nov, returning Wed, 18 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 11 Nov, arriving in Madrid.Inbound indirect flight with Delta, departs from Madrid on Wed, 18 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $825, select.

Madrid.$902 per passenger.Departing Fri, 20 Feb, returning Fri, 27 Feb.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 20 Feb, arriving in Madrid.Inbound indirect flight with Delta, departs from Madrid on Fri, 27 Feb, arriving in Chicago Midway.Price includes taxes and charges.From $902, select.

Madrid.$905 per passenger.Departing Fri, 4 Dec, returning Fri, 11 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 4 Dec, arriving in Madrid.Inbound indirect flight with Delta, departs from Madrid on Fri, 11 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $905, select.

Madrid.$908 per passenger.Departing Thu, 30 Jul, returning Fri, 27 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 30 Jul, arriving in Madrid.Inbound indirect flight with Delta, departs from Madrid on Fri, 27 Nov, arriving in Chicago Midway.Price includes taxes and charges.From $908, select.

Find the cheapest month to fly from Chicago Midway to Madrid

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Madrid flights are currently cheapest in March.

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Chicago Midway to Madrid: Alternative routes

Compare routes from Chicago Midway to Madrid below. You may find an airport to fly into that's cheaper, faster, or easier than Madrid.

Madrid

12km from central Madrid

ClosestCheapest

from $799

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Chicago to Madrid: Flight information

The things to know before you go.

Cheapest flight found	$799
Cheapest month to fly	February

Finding cheap flights from Chicago Midway to Madrid: Frequently asked questions

How much are return flights from Chicago Midway to Madrid?

The best price we found for a return flight from Chicago Midway to Madrid is $799. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Chicago Midway to Madrid?

Currently, there are no airlines that fly direct from Chicago Midway to Madrid. But we found flights with one or more stops from $799.

How many flights are there a week from Chicago Midway to Madrid?

As of February 2026, there are no flights flying from Chicago Midway to Madrid.

When is the cheapest time to fly from Chicago Midway to Madrid?

The cheapest month to fly from Chicago Midway to Madrid is usually February.

Which upcoming date is cheapest to fly from Chicago Midway Airport to Madrid Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Madrid Airport on Wednesday, 25 February 2026.

Can I get a direct flight from Chicago Midway Airport to Madrid Airport?

No airlines currently offer direct flights between Chicago Midway Airport and Madrid Airport. Most routes have one or more stops.

How can I find the best flight deal to Madrid?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Madrid but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Madrid?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Madrid is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago Midway Airport to Madrid with?

Currently, Air France offers the cheapest flight tickets to Madrid.

Flying from Chicago Midway International Airport (MDW) to Adolfo Suarez Madrid-Barajas Airport (MAD): what you need to know

The timezone in Madrid is UTC+1, which is six hours ahead of Chicago.
Your MDW to MAD flight won't wait if you're running late, so don't forget to check in on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're travelling internationally.
During popular months like July, you'll want to get to the airport earlier than usual. Plan to arrive two hours before a domestic departure and four hours ahead for international flights whenever you're flying during peak periods in general.
If you'd like to add a stop to your trip, simply deselect 'Direct flights only' when searching for your ticket from Chicago Midway International Airport to Adolfo Suarez Madrid-Barajas Airport. These are the most popular stopovers between MDW and MAD:
- Logan International Airport
- Philadelphia International Airport
- Hartsfield-Jackson Atlanta International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Adolfo Suarez Madrid-Barajas Airport (MAD)

Currently, $681 is the cheapest price we've found for a one-way Chicago Midway International Airport to Adolfo Suarez Madrid-Barajas Airport flight. The best price for a return ticket is $799. Bear in mind that fares may change due to availability when booking.
To get your hands on cheap tickets from MDW to MAD, book ahead. Airlines usually offer lower prices when flights are first released.
Getting cheap flights from Chicago Midway International Airport to Adolfo Suarez Madrid-Barajas Airport is more likely if you're flexible with your travel plans. Use the 'Whole month' tool to see the lowest fares across every month and land a great deal.
Finding cheap flights from MDW to MAD is a piece of cake with Price Alerts. Simply set up one of these automatic alerts and we'll notify you when a new discounted fare appears.
Select your ideal arrival and departure times, number of stops and airlines with the filters. Or sort your results by 'Cheapest' to see the best deals on flights from Chicago Midway International Airport to Adolfo Suarez Madrid-Barajas Airport.

Handy information about Chicago Midway International Airport (MDW)

MDW's address is 5700 South Cicero.
77.88% of flights leaving from Chicago Midway International Airport make it to their destination on schedule.
Chicago Midway International Airport is around 19 kilometres from central Chicago. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 20 minutes or so to get there, depending on the traffic.
The journey when using public transport takes roughly 45 minutes.
Searching for a handy hotel near MDW? If you're boarding an early flight from Chicago Midway International Airport to Adolfo Suarez Madrid-Barajas Airport, these accommodation options will have you moments from your check-in counter:

Arriving at Adolfo Suarez Madrid-Barajas Airport (MAD)

If you're coming in on a late Chicago Midway International Airport to Adolfo Suarez Madrid-Barajas Airport flight, nothing beats the convenience of being close to the terminal. Collect your bags from the carousel and then be tucked up in bed shortly after at one of these hotels near MAD:
Travel at your own pace with an Adolfo Suarez Madrid-Barajas Airport rental car. Pick up a set of wheels from Record Go, Goldcar or Click and Rent and find adventure across Madrid and beyond.
For the lowest price, book your vehicle from Adolfo Suarez Madrid-Barajas Airport about one week ahead.

Getting from Adolfo Suarez Madrid-Barajas Airport (MAD) to central Madrid

Adolfo Suarez Madrid-Barajas Airport is approximately 18 kilometres from the centre of Madrid. The drive time takes around 25 minutes.
Getting to the centre on public transport takes roughly 35 minutes.

When to fly to Adolfo Suarez Madrid-Barajas Airport (MAD)

The quietest month for a flight from Chicago Midway International Airport to Adolfo Suarez Madrid-Barajas Airport is April, while July is the busiest. Choose the ideal time to visit Madrid based on whether you prefer a more relaxed vibe or a faster pace.
The warmest month in Madrid is July, with temperatures ranging between 17ºC and 36ºC. Lock in your flights from Chicago Midway International Airport to Adolfo Suarez Madrid-Barajas Airport in this month if this is the type of weather you like.
January has average temperatures of between 0ºC and 11ºC. Look for cheap tickets from MDW to MAD sometime then if you like travelling in cooler conditions.

Explore more of Spain

Zaragoza is just one of the many places in Spain waiting to be discovered once you've seen Madrid. Around 274 kilometres away to the north-east, top sights here include Puente de Piedra, Museo Pablo Gargallo and El Tubo.
Around 177 kilometres west of Madrid, Salamanca is another favourite stop in Spain. Experience major highlights starting with Plaza Mayor, S.O.U. Servicio de Orientación al Universitario. Universidad de Salamanca and Pontifical University of Salamanca.