The 1958–59 season was the 21st season of competitive association football in the Football League played by Chester, an English club based in Chester, Cheshire.

Chester competed in the newly formed Fourth Division. Alongside competing in the Football League the club also participated in the FA Cup and the Welsh Cup.

Football League

Results summary

Results by matchday

Matches DateOpponentsVenueResultScoreScorersAttendance23 AugustTorquay UnitedHL0–29,07027 AugustCrystal PalaceAD3–3Pearson, Mason, Foulkes18,17030 AugustCrewe AlexandraAW4–2Jepson (3), Richards8,6573 SeptemberCrystal PalaceHW3–2Mason, Pearson, Webster7,9936 SeptemberNorthampton TownHL2–3Bullock (2)9,72311 SeptemberWalsallAL2–2Richards, Croft11,79113 SeptemberWorkingtonAL0–15,71717 SeptemberWalsallHW2–0Webster (pen.), Haddington (o.g.)7,80020 SeptemberYork CityHD2–2Mason, Richards8,53627 SeptemberBradford Park AvenueAL0–37,2741 OctoberWatfordHW2–1Webster (2, 1pen.)4,5794 OctoberPort ValeHL1–2Webster8,1978 OctoberHartlepools UnitedHD1–1Bullock3,22011 OctoberAldershotHD2–2Bullock, Pearson6,65514 OctoberWatfordAL2–4Pearson, Bullock7,04618 OctoberGatesheadAW1–0Jepson3,96325 OctoberOldham AthleticHW5–2Richards (2), Bullock (2), Hughes (pen.)7,0971 NovemberBarrowAW2–1Hughes (pen.), Jepson4,3338 NovemberCarlisle UnitedHW2–1Richards, Foulkes7,35122 NovemberExeter CityHW4–2Richards, Bullock, Webster (2)8,04029 NovemberCoventry CityAL1–5Pearson15,81413 DecemberDarlingtonAD0–04,99520 DecemberTorquay UnitedAL0–44,01325 DecemberMillwallAW1–0Richards9,26027 DecemberMillwallHD0–09,2731 JanuaryHartlepools UnitedAW3–1Pearson, Bullock, Foulkes3,95217 JanuaryGillinghamAD3–3B. Griffiths, Bullock (2)5,33124 JanuaryShrewsbury TownHL3–5Jepson, Bullock, Richards8,17031 JanuaryWorkingtonHL1–2Foulkes6,4997 FebruaryYork CityAD1–1Jepson5,41414 FebruaryBradford Park AvenueHW2–0Webster, Davis6,08921 FebruaryPort ValeAL0–48,85128 FebruaryAldershotAL0–14,5187 MarchGatesheadHL0–14,88114 MarchOldham AthleticAW5–3Foulkes (2), Davis, Pearson, Hunt5,22621 MarchBarrowHW2–0Davis (2)4,79127 MarchSouthportAD1–1Jepson4,38428 MarchCarlisle UnitedAL3–4Souter, Davis, Bradley (o.g.)4,52230 MarchSouthportHW2–1Jepson, Davis5,6364 AprilGillinghamHL1–2Davis5,51311 AprilExeter CityAD1–1Pearson6,46413 AprilNorthampton TownAL0–43,86518 AprilCoventry CityHD1–1Farmer (o.g.)5,92022 AprilCrewe AlexandraHL0–19,56525 AprilShrewsbury TownAL0–37,26029 AprilDarlingtonHW1–0Webster3,314

FA Cup

RoundDateOpponentsVenueResultScoreScorersAttendanceFirst round15 NovemberBoston United (SFL)HW3–2Bullock, Hughes, Pearson8,495Second round6 DecemberBury (3)HD1–1Webster11,606Second round replay9 DecemberAL1–2Hunt15,167

Welsh Cup

RoundDateOpponentsVenueResultScoreScorersAttendanceFifth round21 JanuaryRhyl (CCL)HL1–4B. Griffiths1,340

Season statistics Player Total League FACup WelshCup Goalkeepers Brian Biggins 3 – 3 – – – – – Keith Griffiths 8 – 7 – – – 1 – Ron Howells 38 – 35 – 3 – – – Derek Owen 1 – 1 – – – – – Field players Jimmy Anderson 15 – 14 – – – 1 – George Ashfield 5 – 5 – – – – – Norman Bullock 39 13 35 12 3 1 1 – Alec Croft 4 1 3 1 – – 1 – Eric Davis 15 7 15 7 – – – – Royston Evans 1 – 1 – – – – – Billy Foulkes 43 6 40 6 3 – – – Ray Gill 29 – 29 – – – – – Brian Griffiths 3 2 2 1 – – 1 1 Ron Hughes 32 3 28 2 3 1 1 – Bobby Hunt 39 2 36 1 3 1 – – Jerry Ireland 4 – 3 – – – 1 – Barry Jepson 29 9 28 9 – – 1 – Jimmy Mason 38 3 35 3 3 – – – Stan Pearson 35 9 32 8 3 1 – – Gordon Richards 43 9 40 9 3 – – – Jack Saunders 26 – 25 – 1 – – – Bill Souter 37 1 33 1 3 – 1 – George Spruce 24 – 21 – 2 – 1 – Harry Webster 28 10 26 9 2 1 – – Phil Whitlock 2 – 1 – – – 1 – Bobby Williams 9 – 8 – 1 – – – Own goals – 3 – 3 – – – – Total 50 78 46 72 3 5 1 1

References