We consider the spectrum of anomalous dimensions in planar N = 4 supersymmetric Yang-Mills theory and its N = 1 super-conformal Leigh-Strassler deformations. The two-loop truncation of the integrable N = 4 dilatation operator in the SU(2) sector, which is a next-to-nearest-neighbour deformation of the XXX spin chain, is not strictly integrable at finite coupling and we show that it indeed has Wigner-Dyson level statistics. However, we find that it is only weakly chaotic in the sense that the cross-over to chaotic dynamics is slower than for generic chaotic systems.For the Leigh-Strassler deformed theory with generic parameters, we show that the one-loop dilatation operator in the SU(3) sector is chaotic, with a spectrum that is well described by GUE Random Matrix Theory. For the imaginary-β deformation, the statistics are GOE and the transition from the integrable limit is that of a generic system. This provides a weak-coupling analogue of the chaotic dynamics seen for classical strings in the dual background.We further study the spin chains in the semi-classical limit described by generalised Landau-Lifshitz models, which are also known to describe large-angularmomentum string solutions in the dual theory. We show that for the higher-derivative theory following from the two-loop N = 4 SU(2) spin chain, the maximal Lyapunov exponent is close to zero, consistent with the absence of chaotic dynamics. For the imaginary-β SU(3) theory, the resulting Landau-Lifshitz model has classically chaotic dynamics at finite values of the deformation parameter.