Each year the home teams compete for the league championship, with the winner being awarded a trophy named "Leggy", fashioned from a mannequin leg with a roller skate on its foot.

[11] At that tournament, Madison won their opening game against the Minnesota Rollergirls 143–67, but then lost in the quarterfinals to Gotham Girls Roller Derby of New York, 138–70.

Following a win against Grand Raggidy Roller Girls and a narrow loss to Boston Derby Dames, Madison finished the weekend in sixth place.

[16] In 2011, the Dairyland Dolls entered the North Central Playoffs as the sixth seed, but lost each game and finished the weekend in tenth place.

[2] Held at the Alliant Energy Center,[25] the Dairyland Dolls also competed at the Division 1 tournament, where they entered as the tenth seed and left in seventh place.

[28] In 2017, Madison was the eleventh seed at Division 1 Playoffs in Seattle, but lost 225–83 to host Rat City Rollergirls[29] and 241–140 to Bay Area Derby and finished out of the medals.

[31] MRD finished the weekend in fourth place, dropping the bronze medal game to Team United Roller Derby by a score of 189–131.

[32] In 2019, MRD again qualified for the WFTDA Continental Cup North America East, held in Lancaster, Pennsylvania, as the sixth seed.