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

Return flights

01 May - 08 May	TAP
20 May - 17 Jun	TAP
08 May - 15 May	TAP
15 May - 22 May	TAP
20 May - 24 Jun	TAP
18 May - 25 May	Scandinavian Airlines
18 May - 25 May	American Airlines	direct
01 May - 08 May	British Airways	direct
08 May - 15 May	British Airways	direct
15 May - 22 May	British Airways	direct
01 May - 04 May	Finnair
01 May - 04 May	British Airways	direct
19 May - 02 Jun	American Airlines	direct
20 May - 17 Jun	Finnair	direct
20 May - 24 Jun	Finnair	direct

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

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 May from $497

Return flights