The objective of this study was to examine whether factors such as insertion site, patient's facial pattern, microscrew features, type of tooth movement desired, level of experience handling orthodontic microscrews and operator expertise were associated with failure of microscrews. After the approval of an ethics committee, 166 patients of one practice signed an informed consent and received 293 microscrews randomly distributed by 3 operators with different levels of practical experience and expertise in handling microscrews. The microscrews were observed in a period of 365 days or as long as orthodontic forces had to be applied and independent variables were recorded. Analysis by the chi-square test did not produce enough evidence as to allow the assertion that there was an association between the variable "failure" and the variables "maxilla" (p=0.4775), "face" (p=0.1081), "facial pattern" (p=0.7522), "microscrew length" (p=0.9113), "desired movement" (p=0.0584), and "operator" (p=0.5785). The variable "insertion side" was significantly associated with "failure" (p=0.0022). In a 365-day survival analysis, the Log Rank test yielded a p-value of 0.00178 for the curve of variable "insertion side," and showed no significant differences for other variables. With a total success rate of 87.38%, the only variable found to be significant was "insertion side" (p=0.0022), with 3.088 more likelihood of a microscrew failing if placed on the left side than on the right side. The procedure of inserting microscrews involved a rapid learning curve for an inexperienced operator, which justifies their placement by orthodontists.