I travel Mon-Thurs every week of the year, for the most part. On occasion, I will go somewhere other than home for the weekend, so from time to time I need to have 2 weeks worth of clothes on me.
Even in this situation, I try never to check anything. Generally, I only check if I am flying standby on a heavy-load flight and the bins are already full. Other than that, never. While I wouldn't mind getting in a few minutes later on a Monday morning, I'd hate to lose any more time than I have to on a Thursday!!