| ROUND | R1 | R2 | R3 | R4 | R5 | QF | SF | F |
| Season archive |
| Tuesday, 7 May 2019 | ||||||
| r1 | Lakeland Tropics | 1-1 | Brave SC | aet, p7-8 | ||
| 37 | Taylor-Parkes | 16 | ||||
| r1 | Tormenta FC-2 | 3-0 | Chattanooga Red Wolves | |||
| 25 | ||||||
| 58 | Mayr-Fälten | |||||
| 74 | Billhardt | |||||
| r1 | Milwaukee Bavarians | 0-2 | Forward Madison | |||
| 9 | Eaton | |||||
| 36 | Barriga Toyama | |||||
| r1 | New York U23 | 4-4 | FC Motown | aet, p5-3 | ||
| 18 | 3 | Fala | ||||
| 25 | Saramago | 70 | Eze | |||
| 59 | 71 | Vickers | ||||
| 110 | Cedeño | 119 | ||||
| r1 | Richmond Kickers | 6-2 | Virginia United | |||
| 17 | Boateng | 28 | ||||
| 23 | Boateng | 90 | Majano | |||
| 43 | Lockaby | |||||
| 48 | Jackson | |||||
| 55 | Boateng | |||||
| 75 | Boateng | |||||
| r1 | Christos | 1-1 | West Chester United | aet, p4-5 | ||
| 56 | Dengler | 2 | ||||
| r1 | Orange County FC | 2-0 | Golden State Force | |||
| 28 | ||||||
| 68 | ||||||
| r1 | Laredo Heat | 1-0 | Brazos Valley Cavalry | |||
| 60(p) | ||||||
| r1 | Cal FC | 5-1 | FCM Portland | |||
| 15(p) | Barouch | 44 | Braun | |||
| 25 | Barouch | |||||
| 28 | ||||||
| 45 | Barouch | |||||
| 52 | Menjívar | |||||
| r1 | Academica SC | 1-2 | El Farolito | |||
| 72 | 21 | Garduño | ||||
| 35 | Fredes | |||||
| Wednesday, 8 May 2019 | ||||||
| r1 | Little Rock Rangers | 2-2 | NTX Rayados | aet, p2-4 | ||
| 27 | 8 | |||||
| 40 | 95 | |||||
| r1 | Erie Commodores | 1-2 | Dayton Dutch Lions | |||
| 56 | 12(og) | |||||
| 73 | ||||||
| r1 | New York Cosmos | 2-1 | Black Rock | |||
| 28 | Dennis | 87 | ||||
| 90 | Bardić | |||||
| r1 | Des Moines Menace | 1-1 | Duluth | aet, p3-1 | ||
| 9 | 35(p) | |||||
| r1 | Reading United | 2-1 | Philadelphia Lone Star | |||
| 18 | Rafanello | 69 | Genus | |||
| 21(p) | Rafanello | |||||
| r1 | Miami FC | 1-2 | Florida Soccer Soldiers | |||
| 6 | Martínez | 46 | ||||
| 87 | Meneses | |||||
| r1 | Greenville Triumph | 1-0 | Tormenta FC | |||
| 75 | Seiler | |||||
| r1 | Lansing Ignite | 2-1 | AFC Ann Arbor | |||
| 29 | N'For | 66 | ||||
| 72 | N'For | |||||
| r1 | Midland-Odessa Sockers | 1-2 | FC Denver | |||
| 64 | 34 | |||||
| 89 | ||||||
| 4 | +4 | Charles BOATENG (Richmond Kickers) |
| 3 | +3 | Or BAROUCH (Cal FC) |
| 2 | +2 | Elma N'FOR (Lansing Ignite) |
| +2 | Jeremy RAFANELLO (Reading United) | |
| 1 | +1 | Cameron VICKERS (FC Motown) |
| +1 | Joe FALA (FC Motown) | |
| +1 | Ariel MARTÍNEZ (Miami FC) | |
| +1 | Aaron DENNIS (New York Cosmos) | |
| +1 | Freddie BRAUN (FCM Portland) | |
| +1 | Richard MENJÍVAR (Cal FC) | |
| +1 | Eli LOCKABY (Richmond Kickers) | |
| +1 | Leonardo FREDES (El Farolito) | |
| +1 | Shawn GENUS () | |
| +1 | Brian SARAMAGO () | |
| +1 | Adrian BILLHARDT () | |
| +1 | Daniel JACKSON (Richmond Kickers) | |
| +1 | Luca MAYR-FÄLTEN () | |
| +1 | Raheem TAYLOR-PARKES () | |
| +1 | Carlos MENESES (Florida Soccer Soldiers) | |
| +1 | Cole SEILER (Greenville Triumph) | |
| +1 | Bernardo MAJANO () | |
| +1 | Kene EZE (FC Motown) | |
| +1 | Miguel GARDUÑO (El Farolito) | |
| +1 | Bljedi BARDIĆ (New York Cosmos) | |
| +1 | Jeciel CEDEÑO () | |
| +1 | Jiro BARRIGA TOYAMA (Forward Madison) | |
| +1 | Jake DENGLER (Christos) | |
| +1 | Brandon EATON (Forward Madison) |