This study analysed the spatial and temporal occurrence of 29 disinfection by-products (DBPs) formed by chlorination and chloramination. Four full-scale treatment works, and distribution system locations were sampled, and the results were compared with laboratory-based simulated distribution system (SDS) tests. The DBPs monitored incorporated 4 trihalomethanes (THMs), 9 haloacetic acids (HAAs), 7 haloacetonitriles (HANs) and 9 haloacetamides (HAcAms). For the first time, SDS tests were shown to successfully simulate the levels and speciation of HANs and HAcAms in both chlorinated and chloraminated systems. While THM and HAA concentrations generally increased with water age, HAN and HAcAm concentrations fluctuated and resulted in less pronounced overall increases. To explore the impact of switching the disinfectant in distribution, free chlorine and chloramines were applied in the SDS tests, which showed that chloramination not only reduces the yields of THMs (by 34%) and HAAs (by 49%), but also HANs (by 61%) and HAcAms (by 51%), although it shifts speciation towards more brominated HAAs, HANs and HAcAms species when compared against chlorination. Overall, the aim of the study was to demonstrate that SDS tests can be recommended for the simultaneous estimation of THM, HAA, HAN and HAcAm concentrations in distribution systems and to assess the effect of potential DBP minimisation strategies, such as switching the disinfectant in distribution.