1,3-Difunctionalization of donor-acceptor cyclopropanes with copper nitrate and N-halosuccinimide was developed to efficiently afford γ-halonitrates. The pivotal factor of this protocol lies in the dual role of copper nitrate as a Lewis acid and an ideal nitrooxy source. The given approach features easy handling, good functional group compatibility, and wide substrate scope. Furthermore, various transformations of the obtained γ-chloronitrates underscore the remarkable synthetic potential inherent in this method.