I will try to answer that question as objectively as I can, but obviously, it is highly situational.
Going into an infight without seeing both hands is always problematic due to hidden weapons.
Given you can rule out that the opponent does hold or is able to draw a weapon in time, there is nothing in principle which speaks against covering distance. A good slip brings you into a zone where effective striking is difficult for them.
You should only do this when you know what you are doing this for, ie. if you can control the situation from there on. Mainly in order not to allow the use of hidden weapons and end the fight ASAP.
For example, I myself am a grappler mainly. Thus, if I get the opportunity, I would always go in and compromise the opponent's structure so that I can control their movements. If my background was boxing, it would depend on whether I felt comfortable in infight situations and knew how to land hits without hurting myself. If it was Karate, I'd not even consider it, for Muay Thai I'd certainly feel much more comfortable as I can use knees and elbows and control the opponent in clinch.
In short: The key to the decision is a good assessment of the situation and your own abilities. If you know what to do and have trained for that, the risk is pretty low. If you never trained for tactical assessment or fighting without gloves, this is not the time to start with it.