We study the problem of extending an order-preserving real-valued Lipschitz map defined on a subset of a partially ordered metric space without increasing its Lipschitz constant and preserving its monotonicity. We show that a certain type of relation between the metric and order of the space, which we call radiality, is necessary and sufficient for such an extension to exist. Radiality is automatically satisfied by the equality relation, so the classical McShane–Whitney extension theorem is a special case of our main characterization result. As applications, we obtain a similar generalization of McShane’s uniformly continuous extension theorem, along with some functional representation results for radial partial orders.