Cheap flights from Chicago to Madrid
The lowest fare found is €297. The cheapest month to fly is October.
Search live pricesSearch round-trip pricesLowest price by month
| October | €297 |
| December | €504 |
When is the cheapest time to fly from Chicago to Madrid?
Fares are typically lowest in October, starting from €297.
Popular routes
- Chicago → Las Vegas
- Chicago → Orlando
- Chicago → Miami
- Chicago → Charlotte
- Chicago → Seattle
- Chicago → Newark
- Chicago → San Francisco
- Chicago → Phoenix
- Chicago → Houston
- Chicago → Boston
- Chicago → Fort Lauderdale
- Chicago → Minneapolis
Prices updated 2026-09-08