Apple has announced they will ship macOS Catalina this month. Apple has removed all support for running 32-bit software from Catalina. If you rely on 32-bit Windows software that runs via Wine, do not upgrade to Catalina because if you do, you won't be able to run that software anymore.
CodeWeavers are working on a solution but they currently estimate they will not be ready for several more months. Here's a detailed explanation of the problems and the progress made on the solution: https://www.codeweavers.com/about/blogs/jschmid/2019/9/10/so-we-dont-have-a-solution-for-catalinayet Users of macOS Mojave already know that installing Wine via MacPorts on Mojave doesn't work either, not without a lot of help as described here: https://trac.macports.org/ticket/56991 If you want to run 32-bit Windows software on macOS, your best bet for now continues to be to stick with macOS High Sierra or earlier.
