Cheap flights from Chicago to Madrid
Live fares refreshed hourly. Compare prices across 100+ booking sites.
Typical low
Live only
Updated October 7 at 1:00 PM· via Travelpayouts partner feed
$308 low$353 high
How to get the best price on this route
- Book 6–8 weeks ahead for international routes; 3–4 weeks for short-haul.
- Fly midweek (Tue/Wed) — weekend departures cost 15–25% more.
- Compare across 100+ booking sites. Our partner feed surfaces vendors you’ve never heard of that often beat the majors.
- Set a price alert below to catch the next drop on ORD → Madrid.
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Make it a trip
Stay in Madrid
Bundle flight + hotel to save another 10–20%. Pricing via Expedia.
Other routes from Chicago
Flights to Madrid from other US airports
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