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

Return flights

14 Nov - 21 Nov	TAP
02 Nov - 08 Nov	TAP
12 Nov - 19 Nov	TAP
07 Nov - 13 Nov	TAP
02 Nov - 11 Nov	TAP
11 Nov - 18 Nov	Air Canada
07 Nov - 14 Nov	TAP
05 Nov - 12 Nov	TAP
02 Nov - 11 Nov	Finnair	direct
04 Nov - 11 Nov	Finnair	direct
30 Nov - 07 Dec	TAP
18 Nov - 13 Dec	British Airways	direct
27 Nov - 04 Dec	Iberia
23 Nov - 13 Dec	Air Canada
19 Nov - 02 Dec	Aer Lingus
22 Nov - 13 Dec	Air Canada
26 Nov - 01 Dec	SWISS
30 Nov - 07 Dec	Iberia	direct
30 Nov - 20 Dec	SWISS
22 Nov - 02 Dec	Aer Lingus

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

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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Cheapest return flights from Chicago to Madrid in November from 339€

Return flights