| 2018-12-29 | CheltenhamvForest GreenLeague Two · England | 2–2 | League Two · England |
| 2018-12-26 | CheltenhamvMilton Keynes DonsLeague Two · England | 3–1 | League Two · England |
| 2018-12-22 | SwindonvCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2018-12-15 | Port ValevCheltenhamLeague Two · England | 2–2 | League Two · England |
| 2018-12-08 | CheltenhamvGrimsbyLeague Two · England | 2–1 | League Two · England |
| 2018-11-27 | BuryvCheltenhamLeague Two · England | 4–1 | League Two · England |
| 2018-11-24 | CheltenhamvNewport CountyLeague Two · England | 2–1 | League Two · England |
| 2018-11-17 | Notts CountyvCheltenhamLeague Two · England | 0–3 | League Two · England |
| 2018-11-03 | CheltenhamvMansfieldLeague Two · England | 2–2 | League Two · England |
| 2018-10-27 | CheltenhamvStevenageLeague Two · England | 0–2 | League Two · England |
| 2018-10-23 | OldhamvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2018-10-20 | Forest GreenvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2018-10-06 | Milton Keynes DonsvCheltenhamLeague Two · England | 3–0 | League Two · England |
| 2018-10-02 | CheltenhamvMorecambeLeague Two · England | 2–2 | League Two · England |
| 2018-09-29 | CheltenhamvLincolnLeague Two · England | 0–2 | League Two · England |
| 2018-09-22 | ExetervCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2018-09-15 | CheltenhamvCreweLeague Two · England | 0–0 | League Two · England |
| 2018-09-08 | NorthamptonvCheltenhamLeague Two · England | 1–3 | League Two · England |
| 2018-09-01 | CheltenhamvColchesterLeague Two · England | 1–3 | League Two · England |
| 2018-08-25 | CambridgevCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2018-08-21 | MacclesfieldvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2018-08-18 | CheltenhamvCarlisleLeague Two · England | 0–1 | League Two · England |
| 2018-08-11 | TranmerevCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2018-08-04 | CheltenhamvCrawley TownLeague Two · England | 0–1 | League Two · England |
| 2018-05-05 | CrewevCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2018-04-28 | CheltenhamvCoventryLeague Two · England | 1–6 | League Two · England |
| 2018-04-21 | CambridgevCheltenhamLeague Two · England | 4–3 | League Two · England |
| 2018-04-14 | CheltenhamvForest GreenLeague Two · England | 0–1 | League Two · England |
| 2018-04-07 | CheltenhamvMorecambeLeague Two · England | 3–0 | League Two · England |
| 2018-04-02 | ExetervCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2018-03-30 | CheltenhamvCarlisleLeague Two · England | 0–1 | League Two · England |
| 2018-03-24 | Crawley TownvCheltenhamLeague Two · England | 3–5 | League Two · England |
| 2018-03-17 | CheltenhamvChesterfieldLeague Two · England | 1–1 | League Two · England |
| 2018-03-10 | SwindonvCheltenhamLeague Two · England | 0–3 | League Two · England |
| 2018-03-06 | CheltenhamvNotts CountyLeague Two · England | 1–1 | League Two · England |
| 2018-02-24 | LutonvCheltenhamLeague Two · England | 2–2 | League Two · England |
| 2018-02-17 | CheltenhamvWycombeLeague Two · England | 0–2 | League Two · England |
| 2018-02-13 | LincolnvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2018-02-10 | CheltenhamvPort ValeLeague Two · England | 5–1 | League Two · England |
| 2018-02-03 | GrimsbyvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2018-01-27 | CheltenhamvBarnetLeague Two · England | 1–1 | League Two · England |
| 2018-01-20 | MansfieldvCheltenhamLeague Two · England | 3–2 | League Two · England |
| 2018-01-13 | CheltenhamvAccringtonLeague Two · England | 0–2 | League Two · England |
| 2018-01-06 | ColchestervCheltenhamLeague Two · England | 1–4 | League Two · England |
| 2018-01-01 | StevenagevCheltenhamLeague Two · England | 4–1 | League Two · England |