Cheapest return flights from Chicago to Madrid in October from 394€

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

Return flights

06 Oct - 14 Oct KLM
26 Oct - 04 Nov Air France
05 Oct - 14 Oct Delta
18 Oct - 30 Oct Delta
04 Oct - 14 Oct Delta
09 Oct - 16 Oct Delta
20 Oct - 01 Nov Delta
02 Oct - 07 Oct Delta
03 Oct - 06 Oct Frontier Airlines
01 Oct - 10 Oct Delta
01 Oct - 04 Oct Porter Airlines (Canada) Ltd
20 Oct - 27 Oct Frontier Airlines

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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