Cheapest return flights from Chicago to Madrid in October from 254€

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

Return flights

02 Oct - 15 Oct TAP
09 Oct - 22 Oct TAP
18 Oct - 31 Oct TAP
11 Oct - 24 Oct TAP
22 Oct - 29 Oct TAP
24 Oct - 29 Oct TAP
24 Oct - 31 Oct TAP
17 Oct - 29 Oct TAP
16 Oct - 23 Oct TAP
09 Oct - 16 Oct TAP
25 Oct - 07 Nov TAP
29 Oct - 07 Nov TAP
31 Oct - 12 Nov TAP
31 Oct - 07 Nov TAP
25 Oct - 07 Nov Finnair direct
31 Oct - 12 Nov Finnair direct
31 Oct - 07 Nov Finnair direct
30 Oct - 04 Nov Finnair direct
08 Oct - 01 Nov SWISS
26 Oct - 02 Nov Iberia 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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