A spinning test particle around a Schwarzschild black hole shows a chaotic behavior, if its spin is larger than a critical value. We discuss whether or not some peculiar signature of chaos appears in the gravitational waves emitted from such a system. Calculating the emitted gravitational waves by use of the quadrupole formula, we find that the energy emission rate of gravitational waves for a chaotic orbit is about 10 times larger than that for a circular orbit, but the same enhancement is also obtained by a regular "elliptic" orbit. A chaotic motion is not always enhance the energy emission rate maximally. As for the energy spectra of the gravitational waves, we find some characteristic feature for a chaotic orbit. It may tell us how to find out a chaotic behavior of the system. Such a peculiar behavior, if it will be found, may also provide us some additional informations to determine parameters of a system such as a spin.