Before I upgraded to VS 2019 (99% sure that's the only thing that changed) my ASP.net Core app ran in it's own console window. Now, it only outputs to the output window of VS.
How can I make my app open it's own window once again?
As @Valuator said, inside your dropdown menu which you can switch to use your project name as debugger Emulator. Start debugging a default console will pop up.

Startup, how the application is executed (eg in-process has no console to begin with) and the ASP.NET Core version itself (older versions didn't have in-place execution)