| 2021-05-08 | Crawley TownvBoltonLeague Two · England | 1–4 | League Two · England |
| 2021-05-01 | BoltonvExeterLeague Two · England | 1–2 | League Two · England |
| 2021-04-24 | MorecambevBoltonLeague Two · England | 0–1 | League Two · England |
| 2021-04-20 | BoltonvCarlisleLeague Two · England | 1–0 | League Two · England |
| 2021-04-17 | GrimsbyvBoltonLeague Two · England | 2–1 | League Two · England |
| 2021-04-13 | SalfordvBoltonLeague Two · England | 0–1 | League Two · England |
| 2021-04-10 | BoltonvHarrogateLeague Two · England | 2–1 | League Two · England |
| 2021-04-05 | Newport CountyvBoltonLeague Two · England | 1–0 | League Two · England |
| 2021-04-02 | BoltonvColchesterLeague Two · England | 0–0 | League Two · England |
| 2021-03-27 | Forest GreenvBoltonLeague Two · England | 0–1 | League Two · England |
| 2021-03-20 | BoltonvWalsallLeague Two · England | 2–1 | League Two · England |
| 2021-03-13 | Port ValevBoltonLeague Two · England | 0–1 | League Two · England |
| 2021-03-09 | BoltonvCambridgeLeague Two · England | 2–1 | League Two · England |
| 2021-03-06 | BradfordvBoltonLeague Two · England | 1–1 | League Two · England |
| 2021-03-02 | OldhamvBoltonLeague Two · England | 0–2 | League Two · England |
| 2021-02-27 | BoltonvBarrowLeague Two · England | 1–0 | League Two · England |
| 2021-02-23 | BoltonvScunthorpeLeague Two · England | 2–0 | League Two · England |
| 2021-02-20 | SouthendvBoltonLeague Two · England | 0–1 | League Two · England |
| 2021-02-17 | MansfieldvBoltonLeague Two · England | 2–3 | League Two · England |
| 2021-02-13 | BoltonvStevenageLeague Two · England | 1–0 | League Two · England |
| 2021-02-09 | BoltonvMorecambeLeague Two · England | 1–1 | League Two · England |
| 2021-01-30 | BoltonvLeyton OrientLeague Two · England | 2–0 | League Two · England |
| 2021-01-23 | TranmerevBoltonLeague Two · England | 2–1 | League Two · England |
| 2021-01-16 | BoltonvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2021-01-12 | ExetervBoltonLeague Two · England | 1–1 | League Two · England |
| 2021-01-02 | BoltonvCrawley TownLeague Two · England | 0–1 | League Two · England |