Given that it was theorized Jack the Ripper could have been a doctor or surgeon, what we might end up getting is Jack using hit & run tactics to try and dismantle Hercules like he might a human. Cutting tendons etc to chip away at Hercules' ability to move around. Ultimately though, Hercules has, well, Herculean strength. So my prediction is that through sheer force of will Hercules would no-sell Jack's attacks and get in the one blow he'd need to kill Jack.
Also, given Hercules' strong sense of justice, it's highly likely Jack's gonna end up pissing him off something wonderful.
I'd say we're in for a rogue vs warrior fight, which should, if nothing else, be entertaining to watch. much like this entire series has been.