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

Return flights

07 Jun - 17 Jun	TAP
06 Jun - 13 Jun	TAP
01 Jun - 11 Jun	TAP
18 Jun - 11 Jul	TAP
24 Jun - 18 Jul	TAP
04 Jun - 01 Jul	TAP
25 Jun - 15 Jul	TAP
19 Jun - 11 Jul	TAP
12 Jun - 03 Jul	TAP
10 Jun - 24 Jun	Air Canada
05 Jun - 14 Jun	jetBlue
16 Jun - 11 Jul	Air Canada
20 Jun - 29 Jun	TAP
17 Jun - 11 Jul	Air Canada
01 Jun - 27 Jun	TAP
12 Jun - 22 Jun	TAP
30 Jun - 25 Jul	Air Canada
19 Jun - 29 Jun	TAP
06 Jun - 13 Jun	Iberia	direct
29 Jun - 05 Jul	Air Canada

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 $602

Return flights