Flights from Chicago to Community of Madrid

Travellers and cabin class

Flight deals from Chicago to Community of Madrid

Looking for cheap tickets from Chicago to Community of Madrid, or a last-minute trip? Find the lowest prices on one-way and return tickets right here.

Flying from Chicago to Community of Madrid

Arm yourself with these facts on the fly.
Cheapest flight found$5,442, Madrid
Cheapest month to flyJuly
Average flight time8 hrs, 13 mins
Cheapest airport to fly fromChicago O'Hare International
Most popular airlineAmerican Airlines

Frequently asked questions

We looked at all of the upcoming return flights from Chicago to Community of Madrid we could find over the next 12 months. It looks like $9,078 is the best price. This is good, compared to the average Community of Madrid ticket price of $16,559.
The cheapest month to fly from Chicago to Community of Madrid is currently February.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Community of Madrid on Sunday, 22 February 2026.
Chicago O'Hare International Airport offers direct flights to Community of Madrid.
If you're flying from Chicago, the cheapest city in Community of Madrid to fly into is Madrid. The cheapest airport serving Madrid at the moment is Madrid.
The average flight time between Chicago and Community of Madrid is 8 hours and 13 minutes.