Masonry structures are comprised of a finite number of distinct interacting rock blocks that have a length scale relatively comparable to the structure. Therefore, they are ideal candidates for modeling as discrete systems. This chapter covers the Discrete Finite Element Method (DFEM) developed by the author to model discontinuous media consisting of blocks of arbitrary shapes. The DFEM is based on the finite element method incorporating contact elements. The DFEM considers blocks as sub-domains and represents them as solid elements. Contact elements are used to model block interactions such as sliding or separation. In this chapter, through some illustrative examples, the applicability of the DFEM to static and dynamic analysis of masonry structures, including arch bridges, walls, slopes, and underground openings, is discussed. The DFEM provides an efficient tool for researchers and practical engineers in designing, analyzing, and studying the behavior of masonry structures under static and dynamic loadings.