I actually did choose a reissue 226 over a m/l classic flap years ago, when I was gifted the m/l flap. I thought it was the bag I wanted, but when I held it for the first time, I couldn't get over how small it was! So DH and I went to the boutique to see what the other options were. Tried a Jumbo but it was too bulky and the strap was a little long to wear cross-body. The Reissue was like the Goldilocks bag, just right. I know some people. have to have the CC logo, but I prefer the understated look of the reissue. I also love the distressed calfskin -- it can go to a cocktail party, or exude a rocker-chic vibe. As others have said, the chain length is perfect for cross-body wear while the m/l chain is too short. And the 226 size is perfect for day-to-night -- large enough to hold everything I need (including sunglasses), but still small enough to be elegant.
I also have a 227 which is great for when I need to carry more, but if I could have only one Chanel bag, the 226 reissue would be IT.