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GMT 02:00
| 08.05.2025 | ||||
| 04:35 | Cup Round 4 | San Jose Earthquake | 2-1 | Sacramento Republic |
| 04:05 | Cup Round 4 | Phoenix Rising | 1-4 AET | Houston Dynamo |
| 02:35 | Cup Round 4 | Austin FC | 3-2 | El Paso Locomotive |
| 02:05 | Cup Round 4 | Chicago Fire | 4-0 | Detroit City FC |
| 02:05 | Cup Round 4 | FC Dallas | 3-1 | AV Alta FC |
| 02:05 | Cup Round 4 | St. Louis City SC | 2-0 | Union Omaha |
| 01:35 | Cup Round 4 | Louisville City | 0-1 | Minnesota United |
| 01:35 | Cup Round 4 | Philadelphia Union | 1-1/p.5-4 | Indy Eleven |
| 01:35 | Cup Round 4 | Rhode Island FC | 1-2 | New England Revs |
| 01:35 | Cup Round 4 | Tampa Bay Rowdies | 0-5 | Orlando City SC |
| 01:05 | Cup Round 4 | Pitts. Riverhounds | 1-0 | New York City FC |
| 07.05.2025 | ||||
| 04:05 | Cup Round 4 | Tacoma Defiance | 2-3 | Portland Timbers |
| 21.05.2025 | |||||
| 01:30 | Cup Round 5 | New England Revs | - | Chicago Fire | |
| 04:30 | Cup Round 5 | San Jose Earthquake | - | Portland Timbers | |
| 22.05.2025 | |||||
| 01:30 | Cup Round 5 | DC United | - | Charlotte FC | |
| 01:30 | Cup Round 5 | Minnesota United | - | St. Louis City SC | |
| 01:30 | Cup Round 5 | New York Red Bulls | - | FC Dallas | |
| 01:30 | Cup Round 5 | Orlando City SC | - | Nashville SC | |
| 01:30 | Cup Round 5 | Philadelphia Union | - | Pitts. Riverhounds | |
| 03:00 | Cup Round 5 | Austin FC | - | Houston Dynamo | |
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