[5] New York City FC 0-1 Portland Timbers [10] 2019-07-07 22:30
Stadium: Yankee Stadium Round: 1
Referee: Ted Unkel Home Manager: Domenec Torrent Font Away Manager: Giovanni Savarese
Head to Head
| USA MLS | 2018/04/22 22:00 | Portland Timbers v New York City FC | L | 3-0 |
| USA MLS | 2017/09/09 21:30 | New York City FC v Portland Timbers | L | 0-1 |
| USA MLS | 2016/05/15 23:30 | Portland Timbers v New York City FC | W | 1-2 |
| USA MLS | 2015/04/19 23:00 | New York City FC v Portland Timbers | L | 0-1 |
Home History
| USA MLS | 2019/07/03 23:00 | New York City FC v Seattle Sounders | W | 3-0 |
| USA MLS | 2019/06/29 23:00 | New York City FC v Philadelphia Union | W | 4-2 |
| USA US Open Cup | 2019/06/19 23:00 | DC United v New York City FC | W | 1-2 |
| USA US Open Cup | 2019/06/12 23:00 | New York City FC v North Carolina FC | W | 4-0 |
| USA MLS | 2019/06/06 23:00 | New York City FC v FC Cincinnati | W | 5-2 |
| USA MLS | 2019/06/01 23:30 | Columbus Crew v New York City FC | D | 2-2 |
| USA MLS | 2019/05/25 19:30 | Chicago Fire v New York City FC | D | 1-1 |
| USA MLS | 2019/05/11 20:00 | LA Galaxy v New York City FC | W | 0-2 |
Away History
| USA MLS | 2019/07/01 03:00 | Portland Timbers v FC Dallas | W | 1-0 |
| USA MLS | 2019/06/26 23:30 | CF Montreal v Portland Timbers | L | 2-1 |
| USA MLS | 2019/06/23 03:00 | Portland Timbers v Houston Dynamo | W | 4-0 |
| USA US Open Cup | 2019/06/20 03:00 | Portland Timbers v LA Galaxy | W | 4-0 |
| USA US Open Cup | 2019/06/13 02:30 | Seattle Sounders v Portland Timbers | W | 1-2 |
| USA MLS | 2019/06/02 02:30 | Portland Timbers v Los Angeles FC | L | 2-3 |
| USA MLS | 2019/05/25 23:30 | Philadelphia Union v Portland Timbers | W | 1-3 |
| USA MLS | 2019/05/16 00:30 | Houston Dynamo v Portland Timbers | D | 1-1 |
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