Let's face it not everybody is the same. Some like certain foods and some hate those same foods. When it comes spicy comfort type foods some enjoy them more when the weather is cooler. Me, I like anything anytime of the year. But when it comes to cooler or chilly weather it just seems to make the foods like soups, chili or gumbos a bit more enjoyable.
A good steaming bowl of any of them just soothes the body and thaws that chill to the bone out. Now add spicy to the equation and it works both ways. When it's warm out the spice will make you break a sweat and in turn that causes the body to cool itself down. When it's cold out, spice will still make you break a sweat if it'e quite spicy but it also warms you up from the inside out in doing that.
It doesn't matter what season you eat any of them in just so long as you enjoy them.
Heck, that chili was from a big 5 gal. cast iron pot batch I made a while back and whenever we have the hankering for chili no matter what time of year it is we just take a bag(Foodsaver)from the freezer, thaw, heat and eat. Only problem after eating that last bag is it was the last of that batch so I need to make more sometime soon.