We have 2 2013 Leafs. I have S w/o Quick Charge, wife has SV w Quick Charge. I really regret not having the Quick Charge. It makes longer trips possible (assuming QC stations available in your area). Even w/o available QC stations, the 6.6 kw charger in the SV is much nicer to use (compared to the S base charger at 3.3 kw) if you go home, then go out later in the day. (Typical partial recharge for us is 4hrs for S, 2 hrs for SV). Spend the extra money and get the QC package.
I'm not sure what you mean about the "pump." If you mean the heat pump, it is only on the SV and SL. You can't get it all on the S. The heat pump is sort of good and sort of bad on the SV. The heating portion uses less juice than the plain heater on the S (good) but the AC on the heat pump uses more juice than the plain AC on the S, so if you lived in say Florida, where you used AC nearly all year, the S is a better choice from a climate control situation. In Chicago, I suspect you are better off, climate control wise, with the heat pump in the SV, but since you only travel 25 mi a day, it probably isn't an important difference.
As far as home charging goes, the QC is not an option, they cost in excess of $20,000. Elon Musk probably has one at home for his Tesla, but ordinary mortals don't have one.
At home, most people use what is called L2 charging, that is 240v. Some low mileage users get by with 120 volt charging (called L1 charging), but I don't think you could reasonably do that in Chicago in the winter, even with your low usage. Full charge with 120 volt charging takes about 20 hrs from fully empty to fully charged.
On a related note, I didn't know how much I would miss the cruise control (not available at all on the S). I didn't use cruise control much on my ICE car, but the Leaf is so quiet that maintaining a steady speed is much more difficult than I expected, and you really want to do that if you need the max range, or don't want a speeding ticket. If I had it to do over again, I think I would probably get the SV so I could have cruise control. Don't pay attention to the Nav system on the SV and SL, its worthless. (Well, not worthless, but a generation or two behind decent Nav systems, and Waze on my phone is MUCH better. Also it is poorly designed and very difficult to see in bright light with lots of reflections).