The lay-up of cross laminated timber (CLT) leads to significant differences in properties over its cross-section. Particularly the out-of-plane shear behavior of CLT is effected by the changes in shear moduli over the cross-section. Results from laboratory shear tests are used to evaluate the shear stiffness of 3- and 5-layer CLT panels in their major and minor strength direction. The results are compared to calculated shear stiffness values on evaluated single-layer properties as well as commonly used property ratios using the Timoshenko beam theory and the shear analogy method. Differences between the two calculation approaches are pointed out. The shear stiffness is highly sensitive to the ratio of the shear modulus parallel to the grain to the shear modulus perpendicular to the grain. The stiffness values determined from two test measurements are compared with the calculated results. The level of agreement is dependent on the number of layers in CLT and the property axis of the CLT panels.