[4][2] In November 2019, Popular Mechanics listed Cool Math Games as one of its "50 most important websites" since the internet was created.

Rumors began spreading in mid-2019 that Cool Math Games was to shut down in 2020 due to the discontinuation of Adobe Flash Player.

[5][4] The website opted to use emulation technologies like Ruffle to continue using and viewing legacy flash content.

[10] During the COVID-19 pandemic, Cool Math Games' popularity increased, having been played by students whilst in lockdown and self-isolating.

The Daily Dot called the website's library of content "impressive" in a run-down of the best games on the site.