| 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 |
Team 2020 Schedules
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