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Cheap flights from Chicago to Madrid

Fares from $314 in November 2026. Compare every month below, then book with the site you like.

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Cheapest Chicago to Madrid fares by month

Lowest price per person found in recent searches. Prices change often and are checked when you book.

Chicago to Madrid at a glance

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Frequently asked questions

How much is a flight from Chicago to Madrid?
The cheapest fare we found recently is $314 per person, departing Nov 8 on TP. Prices change daily, so search your dates to see today's fares.
What is the cheapest month to fly from Chicago to Madrid?
November 2026 is currently the cheapest month, from $314. December 2026 is the most expensive, from $731.
Are there direct flights from Chicago to Madrid?
The cheapest fares we found recently have at least one stop. Nonstop flights may still exist at a higher price; tick "Direct only" in the search to check.
Which airlines fly from Chicago to Madrid?
The cheapest recent fares on this route were on TP, Frontier, Air Canada.
How long is the flight from Chicago to Madrid?
Chicago and Madrid are about 4,190 miles apart, so a nonstop flight takes roughly 9h 30m. Flights with a stop take longer, depending on the connection.
Do I need a passport to fly from Chicago to Madrid?
Yes. Madrid is in Spain, so you need a valid passport, and some countries also ask for a visa or an online travel authorization. Check the entry rules for your nationality before you book.
How do I find the cheapest flight from Chicago to Madrid?
Search your dates on Gotoesy. We list fares from several booking sites sorted cheapest first, show nearby dates when your day has no saved fare, and send you straight to the seller to book.

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