Cheapest return flights from Chicago to Madrid in October from $466

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

12 Oct - 23 Oct TAP
02 Oct - 17 Oct TAP
04 Oct - 17 Oct TAP
11 Oct - 21 Oct TAP
31 Oct - 07 Nov TAP
02 Oct - 13 Oct Turkish Airlines
04 Oct - 18 Oct Turkish Airlines
02 Oct - 12 Oct Turkish Airlines
09 Oct - 19 Oct Turkish Airlines
03 Oct - 17 Oct TAP
12 Oct - 23 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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