Just curious, but why in Chicago do you go w/a .32? You can get very good compact 9mm, or even .45 that would provide much better “personal protection”. A .32 against even a thick leather coat won’t do much...except maybe get you dead instead of the attacker.
I would expect that the single most overriding concern, in Chicago, is avoiding detection of your defensive firearm. A Sig P239, a compact 9mm, is 6.6”, the Kahr PM9 is 5.3”, while the Tomcat is 4.9”.
Also bear in mind that you’d have to obtain both the firearm and ammunition through “off-the-books” means, so the selection of firearm for unlicensed defensive carry in Chicago would be fairly limited.
The pistol in this case was successful in stopping the attack and allowing the victim to get away, and in the end, that’s what really matters.