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

Return flights

03 Dec - 12 Dec	TAP
05 Dec - 12 Dec	TAP
05 Dec - 10 Dec	TAP
03 Dec - 10 Dec	TAP
03 Dec - 10 Dec	Finnair	direct
10 Dec - 17 Dec	TAP
12 Dec - 19 Dec	TAP
01 Dec - 08 Dec	Finnair	direct
26 Dec - 11 Jan	Scandinavian Airlines
17 Dec - 23 Dec	Scandinavian Airlines
06 Dec - 13 Dec	Iberia
27 Dec - 13 Jan	Air Canada
12 Dec - 02 Jan	TAP
22 Dec - 09 Jan	Air Canada
11 Dec - 02 Jan	Air Canada
23 Dec - 02 Jan	Air Canada
26 Dec - 02 Jan	TAP
18 Dec - 09 Jan	TAP
01 Dec - 02 Jan	Lufthansa
21 Dec - 02 Jan	TAP

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

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 December from $275

Return flights