The steel I-girder inserted circular steel pipe is a new structural cable-anchorage system that the circular guide pipe is connected and welded to the web of the I-girder for cable-stayed bridge. This guide pipe-anchor system has many merits of the structural and aesthetic performances. However, there has been little research into the behavior mechanism with respect to anchor angles and the strengthening methods against the sectional area reduction caused by the penetration of guide pipe. Therefore, this paper investigates an experimental behavior of the steel I-girder with circular steel tube which is fabricated 1/3 scale model as fundamental study to examine the flexural behavior and failure mode in the laboratory. Based on the comparison of test results and nonlinear FE analyses, it is found that FEM is suitable to estimate the stiffness of I-girder with circular tube in order to design the cable-stayed bridge.