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1/64-finals
1/32-finals
1/16-finals
1/8-finals
Draw
20261/64-finals
1/32-finals
| 1 | Chattanooga | Tennessee Tempo | 1 : 0 |
| 2 | Bye | Atlanta Utd | |
| 3 | Charlotte | Bye | |
| 4 | Charlotte Independ. | Charleston | 3 : 2 |
| 5 | Vermont Green | Westchester SC | 0 : 1 |
| 6 | Bye | New York City | |
| 7 | New York Red Bulls | Bye | |
| 8 | Pittsburgh | Virginia Dream | 2 : 0 |
| 9 | Flint City | Detroit | 0 : 1 |
| 10 | Bye | Chicago Fire | |
| 11 | St. Louis City | Bye | |
| 12 | San Antonio | FC Tulsa | 0 : 1 |
| 13 | Lexington | Louisville City | 0 : 2 |
| 14 | Bye | Austin FC | |
| 15 | Houston Dynamo | Bye | |
| 16 | New Mexico | El Paso | 0 : 4 |
| 17 | Colorado Springs | Spokane Velocity | 2 : 1 |
| 18 | Bye | Sporting Kansas City | |
| 19 | Colorado Rapids | Bye | |
| 20 | Indy Eleven | Union Omaha | 1 : 2 |
| 21 | Valley 559 FC | Sacramento Republic | 0 : 4 |
| 22 | Bye | Minnesota United | |
| 23 | San Jose Earthquakes | Bye | |
| 24 | Orange County SC | Phoenix Rising | 1 : 2 |
| 25 | FC Naples | America CFL Spurs | 3 : 0 |
| 26 | Bye | Orlando City | |
| 27 | New England Revolution | Bye | |
| 28 | Rhode Island | Hartford Athletic | 2 : 0 |
| 29 | Richmond Kickers | Loudoun | 1 : 0 |
| 30 | Bye | Columbus Crew | |
| 31 | DC United | Bye | |
| 32 | Asheville City | One Knoxville | 1 : 2 |
1/16-finals
1/8-finals
| 1 | TBD #1 | TBD #2 | |
| 2 | TBD #3 | TBD #4 | |
| 3 | TBD #5 | TBD #6 | |
| 4 | TBD #7 | TBD #8 | |
| 5 | TBD #9 | TBD #10 | |
| 6 | TBD #11 | TBD #12 | |
| 7 | TBD #13 | TBD #14 | |
| 8 | TBD #15 | TBD #16 |
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