The Dragons were part of CICL league expansion in 2005 with the East Peoria Scrappers. The League long wanted a team located in the Chicago metro area. While East Peoria folded after the 2005 season, DuPage had proven a successful addition to the league.
The Dragons finished the 2006 season as the CICL Regular Season Co-Champions and qualified for the playoffs for the first time in franchise history. Dupage, the 2nd seed for the postseason, fell in the first round of the postseason to the 3rd-seeded Twin City Stars.
The 2007 campaign was a successful one. The Dragons won the rights to host the 2 game playoffs at the Benedictine University Ballpark by being in first place at the All-Star break. At the culmination of the season though, the Dragons finished with a 24-24 record, earning them the 3rd seed in the 4-team postseason tournament. The Dragons were able to win the semifinal game in 12 innings over the Quincy Gems, earning themselves a spot in the Championship Game. The Dragons season ended when they were defeated by the Regular Season Champions Dubois County Bombers in the Championship Game by a final score of 5-2.
Despite a 26-22 finish good for second place in the overall standings, the Dragons did not qualify for the playoffs because they did not win either the first-half title (won by the Springfield Sliders) or the second-half title (won by the Danville Dans).