Sox Machine will host two official events in the 2026 season. The annual road trip will take us to Detroit over Father's Day weekend, June 19-21. Later in August, Sox Machine is inviting all of our supporters to Chicago for the White Sox-Guardians series Aug. 7 and Aug. 8. The meetup will include group tickets for both games, a tailgate at Rate Field, and parties at the Ramova Theater.
2026 Road Trip: Detroit, June 19-21, 2026
We chose Detroit because it offers multiple transit options that cater to any budget. Currently, Sox Machine is in negotiations with bars around Comerica Park to host another pregame meetup that will include drinks and food.
To support our planning efforts, we invite interested parties to complete the form below. One area that we are uncertain about is how many rooms we will need in a hotel block. The chain that we work with is Marriott (a favorite of MLB employees and baseball writers), and they have several options in downtown Detroit. For the non-Marriott members, Detroit's casinos are very popular stays in the Greektown neighborhood.
Sox Machine Meetup: Aug. 7 and Aug. 8, 2026

The series at Milwaukee is always a popular target to host a big tailgate party. However, with those games taking place on Opening Day in late March, hosting an event for hundreds of people becomes arduous. Instead of Milwaukee, we at Sox Machine invite all of you to join us in Chicago on Aug. 7 and Aug. 8, 2026, for the White Sox vs. Guardians series.
Our friends at the White Sox and Ramova Theater will be helping us with pregame parties, tailgate grids, and a block of game tickets to purchase. Joining us in the festivities will be our friends, the Chicago Sports Bums. If you live in the area, you should be well acquainted with their tailgating skills. Without the Bums, the Milwaukee 2024 tailgate would have been an absolute disaster. The Bums will be helping with the pregame tailgate on Saturday, Aug. 8.
If you are traveling from outside of Chicago to attend, we will be working with Marriott to secure a block of rooms at a discounted rate for those traveling into the city.Â
For Sox Machine Veterans Committee members or those considering joining the Sox Machine VC, our annual meetup will take place on Friday, Aug. 7, 2026, in Chicago.Â

Sox Machine 2026 Side Quests:
Milwaukee, San Diego, Anaheim, and St. Louis
Even though we are not hosting an official event in Milwaukee, I know many of us will make the trip up north. The early plan is to find a postgame bar spot where we can reconvene. For our West Coast supporters, I'm looking to host pre-game meetups in San Diego and Anaheim. With the slight, delusional hope that the White Sox will be competitive in 2026, a mid-September weekend in St. Louis is also on the calendar.Â
To receive emails with updates on any of our 2026 events, please fill out the form below.