An out-of-plane silicon grating coupler capable of mode-order conversion at the chip–fiber interface is designed and fabricated. Optimization of the structure is performed through finite-difference time-domain simulations, and the final device is characterized through far-field profile and transmission measurements. A coupling loss of 3.1 dB to a commercial two-mode fiber is measured for a single TE0→LP11 mode conversion grating, which includes a conversion penalty of 1.3 dB. Far-field patterns of the excited LP11 mode profile are also reported.