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

Return flights

05 Dec - 11 Dec	TAP
03 Dec - 13 Dec	TAP
05 Dec - 13 Dec	TAP
03 Dec - 11 Dec	TAP
03 Dec - 10 Dec	TAP
05 Dec - 23 Dec	TAP
01 Dec - 16 Dec	Iberia	direct
03 Dec - 10 Dec	Finnair	direct
03 Dec - 12 Dec	Finnair	direct
02 Dec - 09 Dec	Iberia	direct
30 Dec - 22 Jan	Iberia	direct
31 Dec - 24 Jan	British Airways
31 Dec - 24 Jan	Finnair	direct
31 Dec - 11 Jan	Icelandair
30 Dec - 11 Jan	SWISS
24 Dec - 08 Jan	Iberia	direct
12 Dec - 09 Jan	Frontier Airlines
29 Dec - 11 Jan	Iberia	direct
31 Dec - 11 Jan	Iberia	direct
27 Dec - 17 Jan	Aer Lingus

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.

Book a cheap hotel in Madrid

Cheap car rent in Madrid

Cheapest return flights from Chicago to Madrid in December from 302€

Return flights