Now I'm starting to understand this. See, all it took was a simple tutorial here:
and a nice Windows application here: (beware banners)

For a 2nd order type 1 Chebyshev filer we conveniently get 2 zeros at -1;0i and two poles symmetrical to Re axis. Meaning we can pretty much focus on just a half of the Zero-Pole diagram.
This gets simple now - when you move the pole around it's projection on the Re axis will be the point where frequency response starts to drop. The closer the pole gets to the unity circle (that is, the absolute value of the complex number approaches one) the bigger the resonance at this point. Of course near 0 and Fmax you end up being almost on the circle anyway, so nothing changes much (frequency wise, phase response is different).

This is no longer a problem of getting 2 variables to fit into 6, but rather into 2 coordinates. And we also get to know some rules of how this is supposed to happen. Much better I'd say. Too bad this is just as useful as Winfilter gets - you can't move the poles freely around (with a mouse for example) and it doesn't show the coefficients unless a project is created. It's doesn't accept negative ripple either so I can't test if this will cause the response to drop even faster - but it should, I mean if the poles don't reach up to 0dB then the projected slope has to look like this?

BTW, leave it to English speakers to come up with a transcription of simple slavic name to something I need to look up every time to make sure I got it right smile