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

Return flights

05 Jun - 18 Jun	Delta
05 Jun - 16 Jun	Delta
10 Jun - 18 Jun	Delta
10 Jun - 16 Jun	Delta
05 Jun - 15 Jun	Porter Airlines (Canada) Ltd
05 Jun - 12 Jun	Delta
10 Jun - 22 Jun	Delta
10 Jun - 26 Jun	Porter Airlines (Canada) Ltd
05 Jun - 14 Jun	Delta
10 Jun - 21 Jun	Delta

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

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 June from $991

Return flights