The objective of this systematic review and meta-analysis was to identify the benefits and possible adverse side effects of oxytocin use during farrowing. Randomized controlled trials that were published in English within the last 50 years were eligible for inclusion. Eligible research needed to contain the PICO elements: population (P)—sows at farrowing; intervention (I):—oxytocin given to sows—comparator (C): sows at farrowing not given oxytocin, as well as sows given different dosages and/or different timing of administration; and outcomes (O):—stillbirths, sow mortality, and piglet viability. Four bibliographic databases were used: PubMed, CAB Direct, Web of Science Core Collection, and ProQuest Dissertations, and Theses Global. In addition, we performed a manual search of the table of contents in the American Association of Swine Veterinarians database for relevant conference proceedings and reports. To assess the risk of bias at the study level, a modified version of the Cochrane 2.0 ROB was used. Meta-analyses were performed to examine the average stillbirth rate, farrowing duration, and birth interval between piglets using random-effect standardized mean difference (SMD) models. To explore heterogeneity, a sub-group analysis was performed on the objectives of the study, dose, time, and route of administration. Of the 46 studies eligible for meta-analyses, only 25 had sufficient information. The pooled analyses of the random effect model demonstrated that the average number of stillborn pigs was lower in the comparator group (SMD = 0.23; CI95% = 0.1, 0.36), and both the farrowing duration (SMD = −8.4; CI95% = −1.1, −0.60) and the birth interval between piglets (SMD = −1.41; CI95% = −1.86, −0.97) were shorter in the oxytocin group. The majority of the studies had an overall risk of bias of ‘some concerns’. It was concluded that the use of oxytocin increases the overall number of stillborn piglets, but decreases the farrowing duration and time interval between piglets. However, future studies should focus on the effect of oxytocin on the experience of dystocia among sows.