| 2016-12-31 | Man UnitedvMiddlesbroughPremier League · England | 2–1 | Premier League · England |
| 2016-12-26 | BurnleyvMiddlesbroughPremier League · England | 1–0 | Premier League · England |
| 2016-12-17 | MiddlesbroughvSwanseaPremier League · England | 3–0 | Premier League · England |
| 2016-12-14 | MiddlesbroughvLiverpoolPremier League · England | 0–3 | Premier League · England |
| 2016-12-11 | SouthamptonvMiddlesbroughPremier League · England | 1–0 | Premier League · England |
| 2016-12-05 | MiddlesbroughvHullPremier League · England | 1–0 | Premier League · England |
| 2016-11-26 | LeicestervMiddlesbroughPremier League · England | 2–2 | Premier League · England |
| 2016-11-20 | MiddlesbroughvChelseaPremier League · England | 0–1 | Premier League · England |
| 2016-11-05 | Man CityvMiddlesbroughPremier League · England | 1–1 | Premier League · England |
| 2016-10-29 | MiddlesbroughvBournemouthPremier League · England | 2–0 | Premier League · England |
| 2016-10-22 | ArsenalvMiddlesbroughPremier League · England | 0–0 | Premier League · England |
| 2016-10-16 | MiddlesbroughvWatfordPremier League · England | 0–1 | Premier League · England |
| 2016-10-01 | West HamvMiddlesbroughPremier League · England | 1–1 | Premier League · England |
| 2016-09-24 | MiddlesbroughvTottenhamPremier League · England | 1–2 | Premier League · England |
| 2016-09-17 | EvertonvMiddlesbroughPremier League · England | 3–1 | Premier League · England |
| 2016-09-10 | MiddlesbroughvCrystal PalacePremier League · England | 1–2 | Premier League · England |
| 2016-08-28 | West BromvMiddlesbroughPremier League · England | 0–0 | Premier League · England |
| 2016-08-21 | SunderlandvMiddlesbroughPremier League · England | 1–2 | Premier League · England |
| 2016-08-13 | MiddlesbroughvStokePremier League · England | 1–1 | Premier League · England |
| 2016-05-07 | MiddlesbroughvBrightonChampionship · England | 1–1 | Championship · England |
| 2016-04-29 | BirminghamvMiddlesbroughChampionship · England | 2–2 | Championship · England |
| 2016-04-23 | MiddlesbroughvIpswichChampionship · England | 0–0 | Championship · England |
| 2016-04-19 | BurnleyvMiddlesbroughChampionship · England | 1–1 | Championship · England |
| 2016-04-16 | BoltonvMiddlesbroughChampionship · England | 1–2 | Championship · England |
| 2016-04-12 | MiddlesbroughvReadingChampionship · England | 2–1 | Championship · England |
| 2016-04-09 | MiddlesbroughvPrestonChampionship · England | 1–0 | Championship · England |
| 2016-04-05 | MiddlesbroughvHuddersfieldChampionship · England | 3–0 | Championship · England |
| 2016-04-01 | QPRvMiddlesbroughChampionship · England | 2–3 | Championship · England |
| 2016-03-18 | MiddlesbroughvHullChampionship · England | 1–0 | Championship · England |
| 2016-03-13 | CharltonvMiddlesbroughChampionship · England | 2–0 | Championship · England |
| 2016-03-08 | RotherhamvMiddlesbroughChampionship · England | 1–0 | Championship · England |
| 2016-03-04 | MiddlesbroughvWolvesChampionship · England | 2–1 | Championship · England |
| 2016-03-01 | BlackburnvMiddlesbroughChampionship · England | 2–1 | Championship · England |
| 2016-02-27 | FulhamvMiddlesbroughChampionship · England | 0–2 | Championship · England |
| 2016-02-23 | MiddlesbroughvCardiffChampionship · England | 3–1 | Championship · England |
| 2016-02-15 | LeedsvMiddlesbroughChampionship · England | 0–0 | Championship · England |
| 2016-02-09 | Milton Keynes DonsvMiddlesbroughChampionship · England | 1–1 | Championship · England |
| 2016-02-06 | MiddlesbroughvBlackburnChampionship · England | 1–1 | Championship · England |
| 2016-01-23 | MiddlesbroughvNott'm ForestChampionship · England | 0–1 | Championship · England |
| 2016-01-16 | Bristol CityvMiddlesbroughChampionship · England | 1–0 | Championship · England |
| 2016-01-12 | BrentfordvMiddlesbroughChampionship · England | 0–1 | Championship · England |
| 2016-01-02 | MiddlesbroughvDerbyChampionship · England | 2–0 | Championship · England |