| Date | Location | Score | Winner |
|---|---|---|---|
| 4/29/1985 | Old Comiskey Park | Sox 7–4 | Sox 42,600 attendance |
| 5/19/1986 | Wrigley Field | Sox 3–0 | Sox 36,043 attendance |
| 5/18/1987 | Old Comiskey Park | Sox 10–6 | Sox 42,006 attendance |
| 5/16/1988 | Wrigley Field | Sox 7–7 | Tie Game went 15 innings. 25,584 attendance |
| 5/18/1989 | Old Comiskey Park | Sox 5–4 | Sox Game limited to 9 innings due to the 15 inning debacle in 1988. 35,522 attendance |
| 4/23/1990 | Wrigley Field | Sox 6–5 | Sox Super Steve Lyons played all nine positions for the Sox in their 6–5 victory. Perhaps he was a beer vendor as well? 37,135 attendance |
| 5/16/1991 | New Comiskey Park | Sox 7–2 | Sox Future major-leaguer Bob Wickman, a 22-year-old White Sox Class-A pitcher, threw six scoreless innings and was named the game's MVP. Cory Snyder homered. Ryne Sandberg, George Bell, Andre Dawson, and Shawon Dunston all had one plate appearance as these were charity games. For the Sox— Tim Raines and Scott Fletcher also had one plate appearance. Lance Johnson was 4-4, w 2 SB. The managers were Zimmer (Cubs) & Torborg (Sox). 44,426 attendance |
| 5/25/1992 | Wrigley Field | Sox 5–0 | Sox 33,410 attendance |
| 5/6/1993 | New Comiskey Park | Sox 4–3 | Sox 34,862 attendance |
| 4/7/1994 | Wrigley Field | Sox 4–4 | Tie The Michael Jordan game. Back then, in Major League Baseball— many exhibition and spring training games that remained tied after 9 or 10 innings were routinely called a tie by mutual agreement of the managers to protect the players from injuries or overextending themselves. 10 inning game. 37,825 attendance. Read more here 🔗 |
| 4/24/1995 | New Comiskey Park | Sox 6–3 | Sox W: Fortugno L: Myers. Played as part of a sponsored pre-season twin-bill by The Chicago Tribune. Jaime Navarro started for the Cubs and Wilson Alvarez for the Sox. HRs by Brian McRae and Todd Pratt. Craig Grebeck goes 2 for 2 w 3 RBI and Ozzie Guillen goes 3 for 3 for the Sox. McRae and Sammy Sosa hit 2 for 3 in the game. 23,470 attendance. Check out Bleed Cubbie Blue for more info 🔗 and it's a great site to look at anyway. At least for Cubs info. Not so much for Sox news 😉 |
| 4/25/1995 | Wrigley Field | Sox 6–2 | Sox 19,404 attendance |
| This info is hard to get. If you have stats or facts— please let us know. Thanks! | |||
These games are NOT included in the all-time Crosstown Classic standings as they were games that were played to raise money for charity and to have a little fun with the rivalry between the two teams. The 'real' games wouldn't start until the 1997 season.
In 1990, a few months after Steve Lyons played all nine positions during the "Windy City Classic Era" of the Crosstown Classic— he famously dropped his pants during a game. Don't believe me? Fine. Oh, and this is NOT Ai either...
How does the "Windy City Classic" fit into the overall structure of the Cubs vs. Sox?
1903: First Chicago City Series
1905: City Series resumes
1906: WORLD SERIES — White Sox defeat Cubs, 4–2 🔗
1909–42: City Series continues periodically
1949–72: Boys Benefit exhibitions
1981: Mayor's Series
1985–94: Windy City Classic — Sox 8-0-2
1995: Tribune Twinbill — Sox 2-0
1997: Interleague play begins 🔗