I guess the promotional series (the official Crosstown Classic ran from '85 to '95) also gave Sox fans some consolation in their team's lowly status in Chicagoland and perpetual 2nd-place finishes in the AL West.
The Cubs went 0-10-2 in the life of the series, but the lowlight for them may have been a game that ended in a tie.
April 7, 1994. Michael Jordan donned a real Sox jersey in what would prove to be the apex of his baseball career, as he racked up 2 hits, 2 RBI, and a game-tying, late-inning RBI double that prevented the Cubs from posting their first W in the Classic.
Thankfully, interleague baseball in the Windy City has been a completely different story since the games began counting. The series is tied 33-33, which is just fine by me. Seriously, I just want these games to be over without ruining the Cubs' season or killing anybody. Just as long as the Cubs aren't undone by any tongue-waggling Hall-of-Fame shooting guards, I'll be fine.