Dobbie's opening goal in a 2–0 home win of the quarter-final match versus Dundee on 8 March 2008 at Palmerston helped Queens to their first Scottish Cup semi final since 1950. Queens second goal was scored by Ryan McCann with a notably long range shot from 84 yards. Queens then progressed to their first-ever Scottish Cup Final by defeating Aberdeen 4–3 in the semi-final on 12 April 2008. Dobbie started the semi-final at Hampden Park but had to be substituted as half-time approached due to an injury. Despite early second half goals by Steve Tosh and Jim Thomson, Queens were defeated 3–2 by Rangers in the final on 24 May 2008, with Dobbie being substituted in the 82nd minute. Dobbie was Queens top goalscorer for the 2007–08 season, with 20 goals in a total of 44 games, as the club finished fourth in the First Division.