| 2020-11-08 | DC UnitedvCF MontrealMLS · United States | 2–3 | MLS · United States |
| 2020-11-02 | New England RevolutionvDC UnitedMLS · United States | 4–3 | MLS · United States |
| 2020-10-29 | DC UnitedvColumbus CrewMLS · United States | 1–0 | MLS · United States |
| 2020-10-24 | Atlanta UtdvDC UnitedMLS · United States | 1–2 | MLS · United States |
| 2020-10-19 | FC CincinnativDC UnitedMLS · United States | 1–2 | MLS · United States |
| 2020-10-15 | DC UnitedvPhiladelphia UnionMLS · United States | 2–2 | MLS · United States |
| 2020-10-12 | Chicago FirevDC UnitedMLS · United States | 2–1 | MLS · United States |
| 2020-10-08 | New York CityvDC UnitedMLS · United States | 4–1 | MLS · United States |
| 2020-10-04 | DC UnitedvAtlanta UtdMLS · United States | 0–4 | MLS · United States |
| 2020-09-28 | DC UnitedvNew England RevolutionMLS · United States | 0–2 | MLS · United States |
| 2020-09-24 | Nashville SCvDC UnitedMLS · United States | 1–0 | MLS · United States |
| 2020-09-20 | DC UnitedvToronto FCMLS · United States | 2–2 | MLS · United States |
| 2020-09-13 | DC UnitedvNew York Red BullsMLS · United States | 0–2 | MLS · United States |
| 2020-09-07 | DC UnitedvNew York CityMLS · United States | 0–0 | MLS · United States |
| 2020-09-03 | New York Red BullsvDC UnitedMLS · United States | 0–1 | MLS · United States |
| 2020-08-30 | Philadelphia UnionvDC UnitedMLS · United States | 4–1 | MLS · United States |
| 2020-08-26 | DC UnitedvNew England RevolutionMLS · United States | 1–2 | MLS · United States |
| 2020-08-22 | FC CincinnativDC UnitedMLS · United States | 0–0 | MLS · United States |
| 2020-07-22 | CF MontrealvDC UnitedMLS · United States | 1–0 | MLS · United States |
| 2020-07-18 | DC UnitedvNew England RevolutionMLS · United States | 1–1 | MLS · United States |
| 2020-07-13 | Toronto FCvDC UnitedMLS · United States | 2–2 | MLS · United States |
| 2020-03-07 | DC UnitedvInter MiamiMLS · United States | 2–1 | MLS · United States |
| 2020-02-29 | DC UnitedvColorado RapidsMLS · United States | 1–2 | MLS · United States |