[9] Orlando City SC 0-1 New York Red Bulls [5] 2019-07-21 23:30
Stadium: Inter&Co Stadium Round: 1
Referee: Armando Villarreal Home Manager: James O'Connor Away Manager: Chris Armas
Head to Head
| SUA - MLS | 2019/03/23 23:30 | New York Red Bulls v Orlando City SC | W | 0-1 |
| SUA - MLS | 2018/10/28 20:30 | New York Red Bulls v Orlando City SC | L | 1-0 |
| SUA - MLS | 2018/03/31 17:00 | Orlando City SC v New York Red Bulls | W | 4-3 |
| SUA - MLS | 2017/08/12 23:30 | New York Red Bulls v Orlando City SC | L | 3-1 |
| SUA - MLS | 2017/04/09 20:00 | Orlando City SC v New York Red Bulls | W | 1-0 |
| SUA - MLS | 2016/07/13 23:30 | New York Red Bulls v Orlando City SC | L | 2-0 |
| SUA - MLS | 2016/05/06 23:00 | Orlando City SC v New York Red Bulls | D | 1-1 |
| SUA - MLS | 2016/04/24 23:30 | New York Red Bulls v Orlando City SC | L | 3-2 |
| Meciuri amicale internationale intercluburi | 2016/02/17 15:00 | Orlando City SC v New York Red Bulls | W | 3-2 |
| SUA - MLS | 2015/09/25 23:00 | New York Red Bulls v Orlando City SC | W | 2-5 |
| SUA - MLS | 2015/07/18 23:30 | Orlando City SC v New York Red Bulls | L | 0-2 |
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