(1) Methods for checking the condition of monumental masonry structures can still be considered understudied. Among the different approaches available in the literature, the graphical ones have a special role, due to their simplicity and effectiveness. (2) In this work, a 2D method (Thrust Line Analysis (TLA)), the Modified Thrust Line Method (MTLM), and the 3D Membrane Equilibrium Analysis (MEA) method are compared. All methods have the same starting concept: no tensile strength, no sliding between the stone blocks, infinite compressive strength. (3) The methods are compared in terms of stress distribution (for the same—or similar—thrust line), and in terms of the Geometrical Safety Factor ensured. (4) The work shows that these theories, if properly conveyed in a scientific methodology (as many authors are doing currently and have done in the past) demonstrate the effectiveness and the advantages of graphical methods for simple structures.