Hyperspectral dimensionality reduction (HDR), an important preprocessing step prior to high-level data analysis, has been garnering growing attention in the remote sensing community. Although a variety of methods, both unsupervised and supervised models, have been proposed for this task, yet the discriminative ability in feature representation still remains limited due to the lack of a powerful tool that effectively exploits the labeled and unlabeled data in the HDR process. A semi-supervised HDR approach, called iterative multitask regression (IMR), is proposed in this paper to address this need. IMR aims at learning a low-dimensional subspace by jointly considering the labeled and unlabeled data, and also bridging the learned subspace with two regression tasks: labels and pseudo-labels initialized by a given classifier. More significantly, IMR dynamically propagates the labels on a learnable graph and progressively refines pseudo-labels, yielding a well-conditioned feedback system. Experiments conducted on three widely-used hyperspectral image datasets demonstrate that the dimension-reduced features learned by the proposed IMR framework with respect to classification or recognition accuracy are superior to those of related state-of-the-art HDR approaches.