| 2016-10-08 | AccringtonvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2016-10-01 | CheltenhamvLutonLeague Two · England | 1–1 | League Two · England |
| 2016-09-27 | CheltenhamvStevenageLeague Two · England | 0–0 | League Two · England |
| 2016-09-24 | YeovilvCheltenhamLeague Two · England | 4–2 | League Two · England |
| 2016-09-17 | CheltenhamvNotts CountyLeague Two · England | 2–3 | League Two · England |
| 2016-09-10 | Newport CountyvCheltenhamLeague Two · England | 2–2 | League Two · England |
| 2016-09-03 | PlymouthvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2016-08-27 | CheltenhamvCreweLeague Two · England | 2–0 | League Two · England |
| 2016-08-20 | CheltenhamvDoncasterLeague Two · England | 0–1 | League Two · England |
| 2016-08-16 | CarlislevCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2016-08-13 | MansfieldvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2016-08-06 | CheltenhamvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 2015-05-02 | AFC WimbledonvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2015-04-25 | CheltenhamvShrewsburyLeague Two · England | 0–1 | League Two · England |
| 2015-04-18 | NorthamptonvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2015-04-14 | CheltenhamvCambridgeLeague Two · England | 3–1 | League Two · England |
| 2015-04-11 | WycombevCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2015-04-06 | CheltenhamvStevenageLeague Two · England | 0–1 | League Two · England |
| 2015-04-03 | YorkvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2015-03-28 | CheltenhamvPlymouthLeague Two · England | 0–3 | League Two · England |
| 2015-03-21 | CheltenhamvExeterLeague Two · England | 1–2 | League Two · England |
| 2015-03-17 | PortsmouthvCheltenhamLeague Two · England | 2–2 | League Two · England |
| 2015-03-13 | Newport CountyvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2015-03-07 | CheltenhamvMansfieldLeague Two · England | 1–1 | League Two · England |
| 2015-03-03 | CarlislevCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2015-02-28 | CheltenhamvTranmereLeague Two · England | 2–0 | League Two · England |
| 2015-02-20 | AccringtonvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2015-02-14 | CheltenhamvBuryLeague Two · England | 1–2 | League Two · England |
| 2015-02-10 | SouthendvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2015-02-07 | CheltenhamvBurtonLeague Two · England | 1–3 | League Two · England |
| 2015-01-31 | Dag and RedvCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2015-01-24 | CheltenhamvLutonLeague Two · England | 1–1 | League Two · England |
| 2015-01-16 | CheltenhamvMorecambeLeague Two · England | 1–1 | League Two · England |
| 2015-01-10 | HartlepoolvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2015-01-03 | OxfordvCheltenhamLeague Two · England | 1–2 | League Two · England |
| 2014-12-28 | CheltenhamvNewport CountyLeague Two · England | 0–1 | League Two · England |
| 2014-12-26 | ExetervCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2014-12-20 | CheltenhamvPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2014-12-13 | MansfieldvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2014-11-29 | CheltenhamvOxfordLeague Two · England | 1–1 | League Two · England |
| 2014-11-22 | CheltenhamvWycombeLeague Two · England | 1–4 | League Two · England |
| 2014-11-15 | StevenagevCheltenhamLeague Two · England | 5–1 | League Two · England |
| 2014-11-01 | CheltenhamvYorkLeague Two · England | 0–1 | League Two · England |
| 2014-10-25 | PlymouthvCheltenhamLeague Two · England | 3–0 | League Two · England |
| 2014-10-21 | CambridgevCheltenhamLeague Two · England | 1–2 | League Two · England |
| 2014-10-18 | CheltenhamvNorthamptonLeague Two · England | 3–2 | League Two · England |
| 2014-10-11 | ShrewsburyvCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2014-10-04 | CheltenhamvAFC WimbledonLeague Two · England | 1–1 | League Two · England |
| 2014-09-27 | BurtonvCheltenhamLeague Two · England | 1–0 | League Two · England |
| 2014-09-20 | CheltenhamvDag and RedLeague Two · England | 1–1 | League Two · England |