| 19 Sep 20 | r01        | SandhausenSandhausen | 3 - 2 | DarmstadtDarmstadt |
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| 26 Sep 20 | r02        | DarmstadtDarmstadt | 0 - 0 | Jahn RegensburgJahn Regensbu |
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| 05 Oct 20 | r03        | NurnbergNurnberg | 2 - 3 | DarmstadtDarmstadt |
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| 24 Oct 20 | r05        | DarmstadtDarmstadt | 2 - 2 | St PauliSt Pauli |
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| 28 Oct 20 | r04        | OsnabrueckOsnabrueck | 1 - 1 | DarmstadtDarmstadt |
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| 01 Nov 20 | r06        | KarlsruheKarlsruhe | 3 - 4 | DarmstadtDarmstadt |
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| 08 Nov 20 | r07        | DarmstadtDarmstadt | 0 - 4 | PaderbornPaderborn |
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| 22 Nov 20 | r08        | AueAue | 3 - 0 | DarmstadtDarmstadt |
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| 27 Nov 20 | r09        | DarmstadtDarmstadt | 4 - 0 | BraunschweigBraunschweig |
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| 04 Dec 20 | r10        | Fortuna DüsseldorfFortuna Düsse | 3 - 2 | DarmstadtDarmstadt |
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| 12 Dec 20 | r11        | DarmstadtDarmstadt | 1 - 2 | HamburgHamburg |
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| 15 Dec 20 | r12        | SPVGG Greuther FürthSPVGG Greuthe | 0 - 4 | DarmstadtDarmstadt |
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| 19 Dec 20 | r13        | DarmstadtDarmstadt | 2 - 0 | Wuerzburger KickersWuerzburger K |
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| 02 Jan 21 | r14        | BochumBochum | 2 - 1 | DarmstadtDarmstadt |
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| 10 Jan 21 | r15        | DarmstadtDarmstadt | 1 - 2 | HannoverHannover |
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| 17 Jan 21 | r16        | FC HeidenheimFC Heidenheim | 3 - 0 | DarmstadtDarmstadt |
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| 24 Jan 21 | r17        | DarmstadtDarmstadt | 0 - 2 | Holstein KielHolstein Kiel |
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| 27 Jan 21 | r18        | DarmstadtDarmstadt | 2 - 1 | SandhausenSandhausen |
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| 30 Jan 21 | r19        | Jahn RegensburgJahn Regensbu | 1 - 1 | DarmstadtDarmstadt |
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| 06 Feb 21 | r20        | DarmstadtDarmstadt | 1 - 2 | NurnbergNurnberg |
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| 14 Feb 21 | r21        | DarmstadtDarmstadt | 1 - 0 | OsnabrueckOsnabrueck |
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| 20 Feb 21 | r22        | St PauliSt Pauli | 3 - 2 | DarmstadtDarmstadt |
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| 26 Feb 21 | r23        | DarmstadtDarmstadt | 0 - 1 | KarlsruheKarlsruhe |
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| 05 Mar 21 | r24        | PaderbornPaderborn | 2 - 3 | DarmstadtDarmstadt |
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| 13 Mar 21 | r25        | DarmstadtDarmstadt | 4 - 1 | AueAue |
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| 20 Mar 21 | r26        | BraunschweigBraunschweig | 1 - 1 | DarmstadtDarmstadt |
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| 04 Apr 21 | r27        | DarmstadtDarmstadt | 1 - 2 | Fortuna DüsseldorfFortuna Düsse |
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| 09 Apr 21 | r28        | HamburgHamburg | 1 - 2 | DarmstadtDarmstadt |
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| 16 Apr 21 | r29        | DarmstadtDarmstadt | 2 - 2 | SPVGG Greuther FürthSPVGG Greuthe |
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| 20 Apr 21 | r30        | Wuerzburger KickersWuerzburger K | 1 - 3 | DarmstadtDarmstadt |
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| 26 Apr 21 | r31        | DarmstadtDarmstadt | 3 - 1 | BochumBochum |
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| 07 May 21 | r32        | HannoverHannover | 1 - 2 | DarmstadtDarmstadt |
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| 16 May 21 | r33        | DarmstadtDarmstadt | 5 - 1 | FC HeidenheimFC Heidenheim |
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| 23 May 21 | r34        | Holstein KielHolstein Kiel | 2 - 3 | DarmstadtDarmstadt |