Cheapest return flights from Chicago to Madrid in January from $429

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

Return flights

19 Jan - 27 Jan KLM
20 Jan - 10 Feb Delta
19 Jan - 09 Feb Delta
04 Jan - 13 Jan Delta
31 Jan - 07 Feb Delta
31 Jan - 14 Feb Virgin Atlantic
15 Jan - 07 Feb Air France
01 Jan - 24 Jan KLM
17 Jan - 01 Feb Delta
31 Jan - 08 Feb Delta
02 Jan - 10 Jan Delta
15 Jan - 22 Jan Virgin Atlantic

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

Skyscanner

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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