It’s about to get very spicy 🌶️,” the Brewers' post reads. The Brewers and Cubs did face each other 13 times during the regular season, and Milwaukee lost the season series (6-7). Article Continues BelowGame 1 of the NLDS between the Brewers and Cubs will be on Saturday, October 4, at 2:08 PM E.T. Brewers look to get over the postseason humpThe Brewers have had a winning record in each of the past nine seasons, and they've made it to the playoffs in eight of those nine years. The Brewers lost in the Wild Card series (or Wild Card game) in 2019, 2020, 2023, and 2024.