Cheapest return flights from Chicago to Madrid in January from $377

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

Return flights

14 Jan - 21 Jan TAP
21 Jan - 05 Feb TAP
14 Jan - 22 Jan TAP
21 Jan - 25 Jan TAP
09 Jan - 16 Jan TAP
23 Jan - 28 Jan TAP
21 Jan - 29 Jan TAP
16 Jan - 20 Jan TAP
14 Jan - 14 Feb TAP
16 Jan - 21 Jan TAP
09 Jan - 18 Jan TAP
16 Jan - 23 Jan TAP
30 Jan - 06 Feb TAP
30 Jan - 08 Feb TAP
18 Jan - 08 Feb TAP
20 Jan - 03 Feb Brussels Airlines
29 Jan - 01 Feb Scandinavian Airlines
31 Jan - 08 Feb Scandinavian Airlines
29 Jan - 01 Feb Finnair direct
14 Jan - 14 Feb Finnair direct

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

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