| 05 Aug 23 | r01        | CharltonCharlton | 1 - 0 | Leyton OrientLeyton Orient |
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| 12 Aug 23 | r02        | Leyton OrientLeyton Orient | 0 - 4 | PortsmouthPortsmouth |
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| 15 Aug 23 | r03        | WycombeWycombe | 3 - 2 | Leyton OrientLeyton Orient |
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| 19 Aug 23 | r04        | BlackpoolBlackpool | 0 - 0 | Leyton OrientLeyton Orient |
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| 26 Aug 23 | r05        | Leyton OrientLeyton Orient | 2 - 0 | Cambridge UnitedCambridge Uni |
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| 02 Sep 23 | r06        | Leyton OrientLeyton Orient | 0 - 3 | StevenageStevenage |
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| 09 Sep 23 | r07        | ExeterExeter | 1 - 2 | Leyton OrientLeyton Orient |
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| 16 Sep 23 | r08        | PeterboroPeterboro | 1 - 1 | Leyton OrientLeyton Orient |
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| 23 Sep 23 | r09        | Leyton OrientLeyton Orient | 1 - 0 | ShrewsburyShrewsbury |
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| 30 Sep 23 | r10        | Fleetwood TownFleetwood Tow | 1 - 0 | Leyton OrientLeyton Orient |
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| 07 Oct 23 | r12        | Leyton OrientLeyton Orient | 2 - 1 | ReadingReading |
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| 14 Oct 23 | r13        | CarlisleCarlisle | 0 - 1 | Leyton OrientLeyton Orient |
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| 21 Oct 23 | r14        | Leyton OrientLeyton Orient | 1 - 1 | BarnsleyBarnsley |
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| 24 Oct 23 | r15        | NorthamptonNorthampton | 2 - 2 | Leyton OrientLeyton Orient |
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| 28 Oct 23 | r16        | BurtonBurton | 0 - 0 | Leyton OrientLeyton Orient |
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| 11 Nov 23 | r17        | Leyton OrientLeyton Orient | 2 - 3 | Oxford UtdOxford Utd |
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| 21 Nov 23 | r11        | Leyton OrientLeyton Orient | 0 - 1 | LincolnLincoln |
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| 25 Nov 23 | r19        | Leyton OrientLeyton Orient | 1 - 1 | WiganWigan |
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| 28 Nov 23 | r20        | Bristol RoversBristol Rover | 1 - 1 | Leyton OrientLeyton Orient |
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| 09 Dec 23 | r21        | Leyton OrientLeyton Orient | 0 - 3 | DerbyDerby |
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| 16 Dec 23 | r22        | CheltenhamCheltenham | 1 - 2 | Leyton OrientLeyton Orient |
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| 23 Dec 23 | r23        | BoltonBolton | 3 - 2 | Leyton OrientLeyton Orient |
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| 26 Dec 23 | r24        | Leyton OrientLeyton Orient | 1 - 0 | CharltonCharlton |
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| 29 Dec 23 | r25        | Leyton OrientLeyton Orient | 0 - 0 | WycombeWycombe |
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| 01 Jan 24 | r26        | Cambridge UnitedCambridge Uni | 0 - 2 | Leyton OrientLeyton Orient |
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| 13 Jan 24 | r28        | PortsmouthPortsmouth | 0 - 3 | Leyton OrientLeyton Orient |
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| 20 Jan 24 | r29        | Leyton OrientLeyton Orient | 1 - 0 | BoltonBolton |
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| 27 Jan 24 | r30        | ReadingReading | 1 - 1 | Leyton OrientLeyton Orient |
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| 03 Feb 24 | r31        | Leyton OrientLeyton Orient | 3 - 2 | CarlisleCarlisle |
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| 06 Feb 24 | r18        | Port ValePort Vale | 0 - 1 | Leyton OrientLeyton Orient |
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| 10 Feb 24 | r32        | BarnsleyBarnsley | 2 - 1 | Leyton OrientLeyton Orient |
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| 13 Feb 24 | r33        | Leyton OrientLeyton Orient | 4 - 3 | NorthamptonNorthampton |
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| 17 Feb 24 | r34        | Leyton OrientLeyton Orient | 1 - 2 | BurtonBurton |
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| 24 Feb 24 | r35        | Oxford UtdOxford Utd | 1 - 2 | Leyton OrientLeyton Orient |
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| 27 Feb 24 | r27        | Leyton OrientLeyton Orient | 1 - 0 | BlackpoolBlackpool |
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| 02 Mar 24 | r36        | Leyton OrientLeyton Orient | 0 - 1 | Bristol RoversBristol Rover |
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| 09 Mar 24 | r37        | WiganWigan | 1 - 0 | Leyton OrientLeyton Orient |
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| 12 Mar 24 | r38        | Leyton OrientLeyton Orient | 0 - 0 | Port ValePort Vale |
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| 16 Mar 24 | r39        | StevenageStevenage | 0 - 1 | Leyton OrientLeyton Orient |
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| 29 Mar 24 | r41        | LincolnLincoln | 1 - 0 | Leyton OrientLeyton Orient |
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| 01 Apr 24 | r42        | Leyton OrientLeyton Orient | 1 - 2 | PeterboroPeterboro |
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| 06 Apr 24 | r43        | Leyton OrientLeyton Orient | 3 - 1 | CheltenhamCheltenham |
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| 09 Apr 24 | r40        | Leyton OrientLeyton Orient | 2 - 2 | ExeterExeter |
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| 13 Apr 24 | r44        | DerbyDerby | 3 - 0 | Leyton OrientLeyton Orient |
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| 20 Apr 24 | r45        | Leyton OrientLeyton Orient | 0 - 1 | Fleetwood TownFleetwood Tow |
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| 27 Apr 24 | r46        | ShrewsburyShrewsbury | 1 - 3 | Leyton OrientLeyton Orient |