The Dairy Queen red logo Mini is a Humphrey Flyer 4" Mini made from the mid-80s to mid-90s. It could have been made any time during that period.
Produced for Dairy Queen's 50th Anniversary in 1990. 4" diameter, hard plastic, paper label, made in Taiwan.
The Comeback Cup was made by Whirley Inductries around 1988 or 1989.