At least in some of the US, quite a bit more. Winter might be swings of >50F, especially night to day, while summer variation is likely to be <40F. I'm not what all weather patterns factor into that, but a major part is that winter air is dryer, and water vapor does a lot to 'buffer' brief temperature changes.

That said, I mostly end up checking my tires more in the winter because I care more; if a tire is only a few pounds low I'd still prefer to handle it before I have to go drive on snow during a cold snap.