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

Return flights

07 Dec - 16 Dec	Delta
09 Dec - 16 Dec	Delta
10 Dec - 09 Jan	Delta
07 Dec - 10 Jan	Virgin Atlantic
14 Dec - 29 Dec	Delta
22 Dec - 29 Dec	Delta
14 Dec - 09 Jan	Delta
14 Dec - 13 Jan	Delta
15 Dec - 24 Jan	KLM
15 Dec - 12 Jan	Delta
23 Dec - 17 Jan	Air France
15 Dec - 28 Dec	Delta
15 Dec - 18 Jan	Delta
14 Dec - 18 Jan	Delta
14 Dec - 26 Dec	Delta
23 Dec - 30 Dec	Air France
14 Dec - 08 Jan	Delta
06 Dec - 11 Dec	KLM
27 Dec - 31 Dec	KLM
24 Dec - 28 Dec	Virgin Atlantic

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 $437

Return flights