Cheapest return flights from Chicago to Madrid in October from 499€

Best time to book flights for Chicago (ORD) to Madrid (MAD) flights at AirHint

AirHint found the following cheapest return flights from Chicago (ORD) to Madrid (MAD) in October 2025 (see full year).

Return flights

17 Oct - 24 Oct TAP
13 Oct - 19 Oct Scandinavian Airlines
03 Oct - 17 Oct TAP
07 Oct - 14 Oct Finnair direct
15 Oct - 19 Oct Turkish Airlines
14 Oct - 31 Oct United
02 Oct - 05 Oct Turkish Airlines
17 Oct - 24 Oct Iberia direct
27 Oct - 03 Nov Iberia direct
01 Oct - 17 Oct Aer Lingus
03 Oct - 17 Oct Finnair direct

Also check the deals for one-way flights from Chicago to Madrid in October.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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