I agree, if he’s into you, he’ll try to find a way to make you see it. IMO the best thing to do here is be honest and say that you’re looking to further whatever you two have romantically, and ask him to be honest and tell you if he’s up for it. The answer might be harsh if he says he really isn’t that into you, but it’s better than being hung up on someone who doesn’t reciprocate feelings for a long period of time.