You can get away with one, and I certainly do most of the time. The 2nd one really only gets tossed on the bike for grocery store trips and touring.

Edit: more thoughts

For commuting purposes, it can be nice to get one with organizer pockets, just so keys/wallet aren’t always disappearing all the way to the very bottom

hell yeah, love the milk crate on a front rack combo on my fixie

Hi!