| 2017-08-26 | CheltenhamvExeterLeague Two · England | 3–4 | League Two · England |
| 2017-08-19 | CarlislevCheltenhamLeague Two · England | 3–0 | League Two · England |
| 2017-08-12 | CheltenhamvCrawley TownLeague Two · England | 1–0 | League Two · England |
| 2017-08-05 | MorecambevCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2017-05-06 | PortsmouthvCheltenhamLeague Two · England | 6–1 | League Two · England |
| 2017-04-29 | CheltenhamvHartlepoolLeague Two · England | 1–0 | League Two · England |
| 2017-04-22 | BlackpoolvCheltenhamLeague Two · England | 3–0 | League Two · England |
| 2017-04-17 | CheltenhamvGrimsbyLeague Two · England | 2–1 | League Two · England |
| 2017-04-14 | Crawley TownvCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2017-04-08 | WycombevCheltenhamLeague Two · England | 3–3 | League Two · England |
| 2017-04-01 | CheltenhamvMorecambeLeague Two · England | 3–1 | League Two · England |
| 2017-03-25 | BarnetvCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2017-03-18 | CheltenhamvCambridgeLeague Two · England | 0–1 | League Two · England |
| 2017-03-14 | ExetervCheltenhamLeague Two · England | 3–0 | League Two · England |
| 2017-03-11 | DoncastervCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2017-03-04 | CheltenhamvMansfieldLeague Two · England | 0–0 | League Two · England |
| 2017-02-28 | CheltenhamvCarlisleLeague Two · England | 1–0 | League Two · England |
| 2017-02-25 | Leyton OrientvCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2017-02-18 | CheltenhamvYeovilLeague Two · England | 2–0 | League Two · England |
| 2017-02-14 | StevenagevCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2017-02-11 | Notts CountyvCheltenhamLeague Two · England | 2–1 | League Two · England |
| 2017-02-04 | CheltenhamvNewport CountyLeague Two · England | 1–1 | League Two · England |
| 2017-01-31 | LutonvCheltenhamLeague Two · England | 2–3 | League Two · England |
| 2017-01-28 | CrewevCheltenhamLeague Two · England | 0–0 | League Two · England |
| 2017-01-21 | CheltenhamvPlymouthLeague Two · England | 1–2 | League Two · England |
| 2017-01-14 | CheltenhamvAccringtonLeague Two · England | 3–0 | League Two · England |
| 2017-01-02 | ColchestervCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2016-12-30 | CheltenhamvWycombeLeague Two · England | 0–1 | League Two · England |
| 2016-12-26 | CheltenhamvBarnetLeague Two · England | 1–2 | League Two · England |
| 2016-12-17 | MorecambevCheltenhamLeague Two · England | 1–2 | League Two · England |
| 2016-12-10 | CheltenhamvExeterLeague Two · England | 1–3 | League Two · England |
| 2016-11-26 | CambridgevCheltenhamLeague Two · England | 3–1 | League Two · England |
| 2016-11-22 | CheltenhamvColchesterLeague Two · England | 0–3 | League Two · England |
| 2016-11-19 | CheltenhamvPortsmouthLeague Two · England | 1–1 | League Two · England |
| 2016-11-12 | HartlepoolvCheltenhamLeague Two · England | 2–0 | League Two · England |
| 2016-10-29 | CheltenhamvBlackpoolLeague Two · England | 2–2 | League Two · England |
| 2016-10-22 | GrimsbyvCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2016-10-15 | CheltenhamvCrawley TownLeague Two · England | 2–1 | League Two · England |
| 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 |