| CUP | ROUND | DATE | TIME | HOME | RESULT | AWAY | LOCATION |
|---|
| Amateur | 1st | 7 Apr | 2:00 | SC Vistula Garfield (NJ) | 1:2 | New York Shockers (NPSL) | Garfield High School Stadium |
| | | 7:00 | Providence City FC (MA) | – | NY Greek American (ENY) | Pierce Memorial Field |
| | | 2:00 | Newtown Pride FC (CT) | 2:0 | Sete de Setembro (MA) | Newtown HS Blue & Gold Stadium |
| | | 8:00 | NY Pancyprian Freedoms (ENY) | 3:3 (5:3 PK) | Hoboken FC 1912 (NJ) | Belson Stadium |
| | | 5:00 | Los Toros (MDCVA) | 6:0 | Lancaster City FC (EPA) | Nike Park #7 |
| | 14 Apr | 7:00 | Alexandria Reds (NPSL) | – | Christos FC (MD) | Limerick Field |
| | 7 Apr | 12:30 | West Chester United (EPA) | 0:1 | Steel Pulse FC (MD) | Bryn Athen College |
| | | 2:00 | Vereinigung Erzgebirge (EPA) | 3:1 | Virginia Marauders FC (MDCVA) | Vereinigung Erzgebirge Clubhouse |
| Fricker | QF | 14 Apr | 4:00 | West Chester United (EPA) | – | Steel Pulse FC (MD) | Delacy Soccer Complex #3 |
| | 5 May | 3:00 | Christos FC (MD) | – | Celtic (WV) | Rockburn Branch Park #5 |
| Mengel | QF | 20 Apr | 5:00 | Torres FC (MA) | – | Sportfriends Polonia SC (NJ) | SM Lorusso Field Complex |
| | 21 Apr | 2:00 | New York Ukrainians (ENY) | – | Greenwich FC (CT) | Randalls Island Field 74 |
| | | 5:00 | NoVa FC (MDCVA) | – | EPA | Segra Field |
| | | 3:00 | Spencerport Storm (WNY) | – | Christos FC (MD) | Tiger Stadium |
| Amateur | QF | 28 Apr | TBC | New York Shockers (NPSL) | – | TBC | TBC |
| | | TBC | Newtown Pride FC (CT) | – | NY Pancyprian Freedoms (ENY) | TBC |
| | | TBC | Los Toros (MDCVA) | – | TBC | TBC |
| | | TBC | Steel Pulse FC (MD) | – | Vereinigung Erzgebirge (EPA) | TBC |
| O40 | QF | 28 Apr | 9:00 am | Central Park Rangers Legends (ENY) | – | Den of Lions Legends (NJ) | Randall’s Island Field 10 |
| | | 9:00 | Fairfield GAC FC | – | Safira FC (MA) | TBC |
| | | 3:00 | Christos FC (MD) | – | Renegades (MDCVA) | Rockburn Branch Park #5 |
| | | | NVSL United (MDCVA) | – | EPA | TBC |
| Fricker | SF | 4 May | 8:00 | Lansdowne Yonkers FC (ENY) | – | Atletico Boston (MA | Tibbetts Brook Park |
| | 5 May | | | | | |
| O50 | QF | 5 May | | Christos FC (MD) | – | MDCVA | TBC |
| | | | Philly Bucks (EPA) | – | OG Soccer FC (MD) | TBC |
| Mengel | SF | 12 May | | | | | |
| O40 | SF | 19 May | | | | | |
| Amateur | SF | 19 May | | | | | |
| O50 | SF | 2 Jun | | Greenwich Pumas (CT) | – | LISFL United (ENY) | TBC |
| O40 | Final | 15 Jun | | | | | |
| Amateur | Final | | | | | | |
| Women | Final | 16 Jun | | | | | |
| O50 | Final | | | | | | |
| Fricker | Final | | | | | | |
| Xikis | Final | | | | | | |
| Mengel | Final | | | | | | |
