This article investigates when homotopies can be converted to monotone homotopies without increasing the lengths of curves. A monotone homotopy is one which consists of curves which are simple or constant, and in which curves are pairwise disjoint. We show that, if the boundary of a Riemannian disc can be contracted through curves of length less than $L$, then it can also be contracted monotonically through curves of length less than $L$. This proves a conjecture of Chambers and Rotman. Additionally, any sweepout of a Riemannian $2$-sphere through curves of length less than $L$ can be replaced with a monotone sweepout through curves of length less than $L$. Applications of these results are also discussed.