Verified answer

There are currently no plans for a second season of Mondaiji-tachi ga Isekai kara Kuru Sou Desu yo?. There is a 1 episode OVA planned for July to be released with the 8th light novel.

This is a challenging question, and one that has intrigued me for a long time.

depends if the DVD/Blu rays sell exceptionally well. If it does sell exceptionally well, then a continuation may happen.

Well, it depends..