The Owls Under-18s will face Leeds in round four of the FA Youth Cup.
Wednesday overcame Luton in the third round after claiming a 3-2 win at Kenilworth Road last week.
The fourth round clash against the Whites will be played on Thursday 9 January (7.00pm) at Tadcaster Albion’s Global Stadium.
The two sides have crossed paths once already this season in the Under-18 Professional Development League, with the score finishing 0-0 at Thorp Arch in October.