Globally, childbearing is a major concern for women living with HIV (WLWH). This study examined parity progression and its predictors among WLWH in Ibadan, Southwest Nigeria. We analysed dataset from a cross-sectional study on childbearing progression among 933 respondents aged 18-49 years receiving care at the HIV Program, University College Hospital, Ibadan. Multistate model was employed for analysis. The adjusted total fertility rate was 3.54. More than 70% were likely to progress from first-to-second birth (HR = 1.77; CI: 1.40, 2.23)but none of the covariates analysed were associated with progression. WLWH were less likely of progression from second-to-third birth (HR = 0.14; 95% CI: 0.13, 0.16). Having 1-2 children at HIV diagnosis (HR = 0.59; CI: 0.48, 0.71), being widowed (HR = 1.36; CI: 1.04, 1.80), having a partner with secondary education(HR = 1.23; 95% CI: 1.02, 1.49), partner's employment status (HR = 1.40; 95% CI: 1.04, 1.80), , knowledge of partner's HIV status (Negative) (HR = 0.75; 95% CI: 0.61, 0.94) were associated with progression to third birth. The estimated total fertility rate was lower than the national and the Southwest estimates. Different factors were associated with birth progression from one parity to another.