Thomas Shea and Matt Marton, Imagn Images

No one will be happier than the Houston Astros when the second game of their Wild Card Series starts. See, during the first game, they won’t have a playoff win-loss record, so the fact that they went 81-81 this year, the worst record ever to win a division title, will come up early and often. That’s such a striking fact that we’ll no doubt continue to hear about it throughout the playoffs, but in their first game, it’s going to be one of the main topics of conversation. Houston would love nothing more than to leave behind that pedestrian regular season and get back to what the team normally does in October: maraud through the American League towards the World Series.

The Chicago White Sox, on the other hand, would probably be happy to live in the 2026 regular season forever. Written off before the year even began, they started hot and kept winning. While pundits expected them to continue their slow rebuild, their youth movement bubbled over into major league success far faster than expected. They led the AL Central longer than any other team this season. They won 24 more games than they did last year, which was itself a 19-game improvement on the year before. Unless they win the World Series, the 2026 White Sox will be remembered for their miraculous regular season, not whatever goes on in the few games they play afterwards. But being remembered is for the future; right now, all that matters is avoiding going home for one more series. So while Chicago has blown away expectations and Houston has fallen short of meeting their own, none of that matters for the next two or three games.

The divergent regular season experiences of these two clubs make for an interesting setup for this clash. But that’s just the big picture storyline. The series has several points of interest on both sides that I’m excited to talk about.