The purpose of this paper was to choose an appropriate information dissimilarity measure for hierarchical clustering of daily streamflow discharge data, from twelve gauging stations on the Brazos River in Texas (USA), for the period 1989–2016. For that purpose, we selected and compared the average-linkage clustering hierarchical algorithm based on the compression-based dissimilarity measure (NCD), permutation distribution dissimilarity measure (PDDM), and Kolmogorov distance (KD). The algorithm was also compared with K-means clustering based on Kolmogorov complexity (KC), the highest value of Kolmogorov complexity spectrum (KCM), and the largest Lyapunov exponent (LLE). Using a dissimilarity matrix based on NCD, PDDM, and KD for daily streamflow, the agglomerative average-linkage hierarchical algorithm was applied. The key findings of this study are that: (i) The KD clustering algorithm is the most suitable among others; (ii) ANOVA analysis shows that there exist highly significant differences between mean values of four clusters, confirming that the choice of the number of clusters was suitably done; and (iii) from the clustering we found that the predictability of streamflow data of the Brazos River given by the Lyapunov time (LT), corrected for randomness by Kolmogorov time (KT) in days, lies in the interval from two to five days.