| 29 Feb 20 | r01        | Albirex Niigata SAlbirex Niiga | 4 - 0 | Geylang InternationalGeylang Inter |
| 01 Mar 20 | r01        | Young LionsYoung Lions | 1 - 4 | Hougang UnitedHougang Unite |
| 01 Mar 20 | r01        | Tampines RoversTampines Rove | 1 - 0 | Balestier KhalsaBalestier Kha |
| 06 Mar 20 | r01        | Tanjong Pagar UnitedTanjong Pagar | 1 - 1 | Home UnitedHome United |
| 06 Mar 20 | r01        | DPMM FCDPMM FC | 2 - 0 | Tampines RoversTampines Rove |
| 07 Mar 20 | r01        | Balestier KhalsaBalestier Kha | 2 - 2 | Albirex Niigata SAlbirex Niiga |
| 11 Mar 20 | r01        | Geylang InternationalGeylang Inter | 3 - 0 | Young LionsYoung Lions |
| |
| 14 Mar 20 | r02        | Young LionsYoung Lions | 0 - 2 | Balestier KhalsaBalestier Kha |
| 14 Mar 20 | r02        | Tampines RoversTampines Rove | 2 - 0 | Home UnitedHome United |
| 14 Mar 20 | r02        | Tampines RoversTampines Rove | 2 - 0 | Tanjong Pagar UnitedTanjong Pagar |
| 14 Mar 20 | r02        | DPMM FCDPMM FC | - | Albirex Niigata SAlbirex Niiga |
| 15 Mar 20 | r02        | Hougang UnitedHougang Unite | 1 - 2 | Geylang InternationalGeylang Inter |
| |
| 18 Mar 20 | r03        | Balestier KhalsaBalestier Kha | 2 - 2 | Hougang UnitedHougang Unite |
| 18 Mar 20 | r03        | Tampines RoversTampines Rove | 4 - 0 | Home UnitedHome United |
| |
| 20 Mar 20 | r04        | Tanjong Pagar UnitedTanjong Pagar | 2 - 2 | Albirex Niigata SAlbirex Niiga |
| |
| 17 Apr 20 | r03        | Balestier KhalsaBalestier Kha | - | DPMM FCDPMM FC |
| |
| 08 May 20 | r04        | Home UnitedHome United | - | DPMM FCDPMM FC |
| |
| 16 May 20 | r05        | Tampines RoversTampines Rove | - | DPMM FCDPMM FC |
| |
| 14 Jun 20 | r06        | Albirex Niigata SAlbirex Niiga | - | DPMM FCDPMM FC |
| 17 Jun 20 | r06        | DPMM FCDPMM FC | - | Young LionsYoung Lions |
| 20 Jun 20 | r06        | Balestier KhalsaBalestier Kha | - | Hougang UnitedHougang Unite |
| 20 Jun 20 | r06        | Young LionsYoung Lions | - | DPMM FCDPMM FC |
| 24 Jun 20 | r06        | Geylang InternationalGeylang Inter | - | Balestier KhalsaBalestier Kha |
| 24 Jun 20 | r06        | DPMM FCDPMM FC | - | Hougang UnitedHougang Unite |
| |
| 28 Jun 20 | r07        | Geylang InternationalGeylang Inter | - | DPMM FCDPMM FC |
| 03 Jul 20 | r07        | DPMM FCDPMM FC | - | Balestier KhalsaBalestier Kha |
| |
| 24 Jul 20 | r08        | Young LionsYoung Lions | - | Hougang UnitedHougang Unite |
| 25 Jul 20 | r08        | Tampines RoversTampines Rove | - | Balestier KhalsaBalestier Kha |
| 25 Jul 20 | r08        | DPMM FCDPMM FC | - | Home UnitedHome United |
| 26 Jul 20 | r08        | Albirex Niigata SAlbirex Niiga | - | Geylang InternationalGeylang Inter |
| |
| 29 Jul 20 | r09        | Geylang InternationalGeylang Inter | - | Young LionsYoung Lions |
| 29 Jul 20 | r09        | Balestier KhalsaBalestier Kha | - | Albirex Niigata SAlbirex Niiga |
| 29 Jul 20 | r09        | DPMM FCDPMM FC | - | Tampines RoversTampines Rove |
| 01 Aug 20 | r09        | Hougang UnitedHougang Unite | - | Geylang InternationalGeylang Inter |
| 01 Aug 20 | r09        | Young LionsYoung Lions | - | Balestier KhalsaBalestier Kha |
| 02 Aug 20 | r09        | Albirex Niigata SAlbirex Niiga | - | DPMM FCDPMM FC |
| 07 Aug 20 | r09        | Home UnitedHome United | - | Tampines RoversTampines Rove |
| 07 Aug 20 | r09        | DPMM FCDPMM FC | - | Young LionsYoung Lions |
| |
| 21 Aug 20 | r10        | Albirex Niigata SAlbirex Niiga | - | Home UnitedHome United |
| 22 Aug 20 | r10        | Hougang UnitedHougang Unite | - | DPMM FCDPMM FC |
| 25 Aug 20 | r10        | Tampines RoversTampines Rove | - | Albirex Niigata SAlbirex Niiga |
| 28 Aug 20 | r10        | Home UnitedHome United | - | Young LionsYoung Lions |
| 29 Aug 20 | r10        | DPMM FCDPMM FC | - | Geylang InternationalGeylang Inter |
| |
| 11 Sep 20 | r11        | Balestier KhalsaBalestier Kha | - | DPMM FCDPMM FC |
| 11 Sep 20 | r11        | Young LionsYoung Lions | - | Tampines RoversTampines Rove |
| 12 Sep 20 | r11        | Hougang UnitedHougang Unite | - | Home UnitedHome United |
| 15 Sep 20 | r11        | Albirex Niigata SAlbirex Niiga | - | Young LionsYoung Lions |
| 16 Sep 20 | r11        | Tampines RoversTampines Rove | - | Hougang UnitedHougang Unite |
| 16 Sep 20 | r11        | Home UnitedHome United | - | Geylang InternationalGeylang Inter |
| 19 Sep 20 | r11        | Hougang UnitedHougang Unite | - | Albirex Niigata SAlbirex Niiga |
| |
| 20 Sep 20 | r12        | Balestier KhalsaBalestier Kha | - | Home UnitedHome United |
| 20 Sep 20 | r12        | Geylang InternationalGeylang Inter | - | Tampines RoversTampines Rove |
| |
| 17 Oct 20 | r04        | Tampines RoversTampines Rove | 1 - 2 | Hougang UnitedHougang Unite |
| 18 Oct 20 | r04        | Home UnitedHome United | 4 - 0 | Geylang InternationalGeylang Inter |
| 18 Oct 20 | r04        | Young LionsYoung Lions | 0 - 4 | Albirex Niigata SAlbirex Niiga |
| |
| 24 Oct 20 | r02        | Geylang InternationalGeylang Inter | 2 - 3 | Balestier KhalsaBalestier Kha |
| 24 Oct 20 | r02        | Albirex Niigata SAlbirex Niiga | 3 - 2 | Home UnitedHome United |
| |
| 25 Oct 20 | r03        | Hougang UnitedHougang Unite | - | DPMM FCDPMM FC |
| 28 Oct 20 | r03        | Home UnitedHome United | - | DPMM FCDPMM FC |
| |
| 31 Oct 20 | r07        | Tampines RoversTampines Rove | 2 - 0 | Albirex Niigata SAlbirex Niiga |
| |
| 31 Oct 20 | r03        | DPMM FCDPMM FC | - | Geylang InternationalGeylang Inter |
| 01 Nov 20 | r03        | Home UnitedHome United | 5 - 0 | Young LionsYoung Lions |
| |
| 04 Nov 20 | r07        | Tampines RoversTampines Rove | 1 - 0 | Young LionsYoung Lions |
| 04 Nov 20 | r07        | Home UnitedHome United | 1 - 1 | Hougang UnitedHougang Unite |
| |
| 07 Nov 20 | r04        | Balestier KhalsaBalestier Kha | 1 - 7 | Home UnitedHome United |
| 07 Nov 20 | r04        | Geylang InternationalGeylang Inter | 1 - 1 | Tampines RoversTampines Rove |
| |
| 08 Nov 20 | r08        | Albirex Niigata SAlbirex Niiga | 4 - 0 | Hougang UnitedHougang Unite |
| |
| 12 Nov 20 | r05        | Hougang UnitedHougang Unite | 4 - 1 | Young LionsYoung Lions |
| 12 Nov 20 | r05        | Balestier KhalsaBalestier Kha | 2 - 2 | Tampines RoversTampines Rove |
| 13 Nov 20 | r05        | Geylang InternationalGeylang Inter | 0 - 1 | Albirex Niigata SAlbirex Niiga |
| |
| 17 Nov 20 | r03        | Hougang UnitedHougang Unite | 1 - 3 | Home UnitedHome United |
| |
| 17 Nov 20 | r04        | Young LionsYoung Lions | 1 - 3 | Tampines RoversTampines Rove |
| |
| 17 Nov 20 | r05        | Albirex Niigata SAlbirex Niiga | 2 - 0 | Balestier KhalsaBalestier Kha |
| 21 Nov 20 | r05        | Geylang InternationalGeylang Inter | 2 - 0 | Hougang UnitedHougang Unite |
| 21 Nov 20 | r05        | Balestier KhalsaBalestier Kha | 1 - 2 | Young LionsYoung Lions |
| |
| 22 Nov 20 | r06        | Home UnitedHome United | 2 - 3 | Albirex Niigata SAlbirex Niiga |
| |
| 25 Nov 20 | r07        | Hougang UnitedHougang Unite | 0 - 2 | Tampines RoversTampines Rove |
| |
| 25 Nov 20 | r08        | Geylang InternationalGeylang Inter | 0 - 3 | Home UnitedHome United |
| 25 Nov 20 | r08        | Albirex Niigata SAlbirex Niiga | 2 - 0 | Young LionsYoung Lions |
| |
| 28 Nov 20 | r10        | Balestier KhalsaBalestier Kha | 2 - 0 | Geylang InternationalGeylang Inter |
| |
| 29 Nov 20 | r03        | Albirex Niigata SAlbirex Niiga | 1 - 4 | Tampines RoversTampines Rove |
| |
| 29 Nov 20 | r07        | Young LionsYoung Lions | 0 - 4 | Home UnitedHome United |
| |
| 02 Dec 20 | r05        | Young LionsYoung Lions | 1 - 2 | Geylang InternationalGeylang Inter |
| |
| 02 Dec 20 | r06        | Home UnitedHome United | 1 - 1 | Tampines RoversTampines Rove |
| |
| 02 Dec 20 | r10        | Hougang UnitedHougang Unite | 1 - 2 | Balestier KhalsaBalestier Kha |
| |
| 05 Dec 20 | r04        | Hougang UnitedHougang Unite | 0 - 1 | Albirex Niigata SAlbirex Niiga |
| |
| 05 Dec 20 | r08        | Home UnitedHome United | 5 - 2 | Balestier KhalsaBalestier Kha |
| 05 Dec 20 | r08        | Tampines RoversTampines Rove | 1 - 1 | Geylang InternationalGeylang Inter |