Since most goods are transported and stored in a unit-load form in today’s global supply chain, there has been a growing concern regarding the compression strength of corrugated paperboard boxes for packaging of agricultural products. The best predictor of the compression strength of corrugated boxes is the edgewise compression test (ECT) value; therefore, its efficient measurement or prediction is crucial for the design of more efficient corrugated boxes for food and agricultural and industrial products. This study investigated the edgewise compression behavior (load vs. displacement plot, ECT, and failure mechanism) of corrugated paperboard based on different types of testing standards and flute types using finite element analysis (FEA) and experimental analysis. The results of this study showed that the magnitude of the ECT values produced by the FEA was different from the values produced by the experiment. The difference in the ECT can be possibly explained by layer thickness approximations, together with glue line width assumptions between fluting and the liners in the numerical models. However, the trends of the values were the same. If the material properties of corrugated paperboard components and modeling methods of the corrugated paperboard are further studied, the FE (finite element)-based simulation technique will be a useful alternative tool that can replace the edgewise compression test.