Sounds to me like you need a specific plan and a timeline. If you know what your target FIRE date is, and you know that you are saving enough to get you there, then you can enjoy the rest of your money without guilt. OTOH, if your target date is "as soon as possible," or "I don't really want to RE but really want to be FI," then you're always going to feel guilty about spending.
You also need to make sure that your FIRE target reflects a lifestyle you can live with long-term. If you are holding your breath and sucking in your gut for X years so you can FIRE, well, eventually you do have to breathe, and at that point your lifestyle will expand and you will no longer be FIRE. So if you are happy with your current situation, and you think it will get you to FI quickly enough, then you're good and you can let go all the rest -- there's no need to prove to anyone that you're the baddest Mustachian on the planet, you know?
If you do want advice on further cuts to your budget, my general thought is that the lower your fixed lifestyle expenses, the more fun money you have. In particular: if you love your motorcycle so much, why do you need a car too? Yes, it's Chicago -- so get yourself some weather-appropriate tires and motorcycle gear and be a badass. Or live close enough to one of the city's world-class public transportation options to commute in heated comfort on those days.