Background: Breast cancer (BC) cases have risen among Singaporean women, and it continues to be the leading cause of cancer-related mortality. The Breast Screen Singapore program was introduced to facilitate early detection of BC, but only 11% of the targeted women (above 50 years) attended regular mammography screening. Thus, this review identifies facilitators and barriers of BC screening uptake among Singaporean women who are above 40 years. Methods: A systematic review was conducted using the CINAHL, PubMed, JSTOR, TRIP and CENTRAL databases. Only primary research studies published between 2002 and 2020 focusing on Singapore were included. The evidence was drawn from 12 studies and summarised using thematic analysis. Findings: Adherence to mammography screening ranged from 15.6% to 97.1% between 2015 and 2018. BC literacy, abnormal breast symptoms, history of cancer, fast appointment scheduling and encouragement from family and friends facilitate regular screening. Barriers include high costs, disease phobia, cultural beliefs, poor knowledge and a negative attitude towards mammography. Conclusion: Reducing costs, flexible scheduling, regular training of health professionals and women’s education through the mass media will improve BC screening uptake. Involving Malay women, spiritual leaders and traditional healers in future research would increase the participation of this ethnic group.