Monotonicity analysis of delta fractional sums and differences of order on the time scale are presented in this study. For this analysis, two models of discrete fractional calculus, Riemann–Liouville and Caputo, are considered. There is a relationship between the delta Riemann–Liouville fractional h-difference and delta Caputo fractional h-differences, which we find in this study. Therefore, after we solve one, we can apply the same method to the other one due to their correlation. We show that is -increasing on , where the delta Riemann–Liouville fractional h-difference of order of a function starting at is greater or equal to zero, and then, we can show that is -increasing on , where the delta Caputo fractional h-difference of order of a function starting at is greater or equal to for each . Conversely, if is greater or equal to zero and is increasing on , we show that the delta Riemann–Liouville fractional h-difference of order of a function starting at is greater or equal to zero, and consequently, we can show that the delta Caputo fractional h-difference of order of a function starting at is greater or equal to on . Furthermore, we consider some related results for strictly increasing, decreasing, and strictly decreasing cases. Finally, the fractional forward difference initial value problems and their solutions are investigated to test the mean value theorem on the time scale utilizing the monotonicity results.