| 13 Aug 23 | r30        | Crown LegacyCrown Legacy | 1 - 0 | Huntsville CityHuntsville Ci |
| 13 Aug 23 | r30        | Bethlehem SteelBethlehem Ste | 1 - 2 | FC Cincinnati 2FC Cincinnati |
| 14 Aug 23 | r30        | Columbus Crew 2Columbus Crew | 0 - 5 | New York RB IINew York RB I |
| 14 Aug 23 | r30        | Houston Dynamo 2Houston Dynam | 0 - 0 | Whitecaps FC 2Whitecaps FC |
| 14 Aug 23 | r30        | Swope Park RangersSwope Park Ra | 6 - 1 | Portland Timbers IIPortland Timb |
| 14 Aug 23 | r30        | Minnesota United FC 2Minnesota Uni | 2 - 2 | St. Louis City SC 2St. Louis Cit |
| 14 Aug 23 | r30        | New England Revolution IINew England R | 5 - 1 | Atlanta United IIAtlanta Unite |
| 14 Aug 23 | r30        | New York City FC IINew York City | 3 - 4 | Orlando City BOrlando City |
| 14 Aug 23 | r30        | Tacoma DefianceTacoma Defian | 1 - 3 | Colorado Rapids 2Colorado Rapi |