AirHint found the following cheapest return flights from Chicago (ORD) to Madrid (MAD) in January 2026 (see full year).

Return flights

30 Jan - 19 Feb	TAP
14 Jan - 07 Feb	TAP
14 Jan - 29 Jan	TAP
14 Jan - 14 Feb	TAP
18 Jan - 07 Feb	TAP
16 Jan - 07 Feb	TAP
14 Jan - 20 Jan	TAP
23 Jan - 28 Jan	TAP
16 Jan - 21 Jan	TAP
16 Jan - 23 Jan	TAP
30 Jan - 06 Feb	TAP
12 Jan - 27 Jan	Finnair	direct
26 Jan - 03 Feb	Finnair	direct
14 Jan - 20 Jan	Finnair	direct
22 Jan - 05 Feb	Scandinavian Airlines
07 Jan - 31 Jan	TAP
18 Jan - 01 Feb	TAP
11 Jan - 31 Jan	TAP
25 Jan - 01 Feb	TAP
18 Jan - 24 Jan	TAP

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

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 January from $322

Return flights