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

Return flights

04 May - 12 May	Iberia	direct
05 May - 12 May	British Airways	direct
12 May - 19 May	Iberia	direct
19 May - 02 Jun	British Airways
13 May - 31 May	TAP
13 May - 30 May	TAP
02 May - 09 May	TAP
22 May - 29 May	TAP
21 May - 25 May	Scandinavian Airlines
22 May - 05 Jun	TAP
08 May - 11 May	Finnair
19 May - 02 Jun	Iberia	direct
22 May - 06 Jun	TAP
02 May - 09 May	Iberia	direct
21 May - 03 Jun	Iberia	direct
22 May - 05 Jun	Finnair	direct
22 May - 06 Jun	British Airways	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 441€

Return flights