Second Round
June 23 in Staten Island, N.Y. Staten Island Vipers (A-League) 7 United German-Hungarians (USASA) 0. Goals: Oliver 3, Inneh 4, 74, Mohammed 30, Johnson 55, Wilson 89, 90. Staten Island — Zaratin, Dugas, Mohammed, Birnsingh, Marcotrigiano (Boney, 65), Villagra (Wilson, 59), Sloan (Johnson, 46), Oliviero, Leanti, Oliver, Inneh. German-Hungarians — Centofana, Veneziale, Wilkinson (Curly, 79), Woehecke, Peev, Morris (Schmidt, 15), Malone, Ryan, Henes, De Stephanis, Million (Eckert, 61). Att.: n/a. June 23 in Blaine, Minn. Minnesota Thunder (A-League) 1 Mid Michigan Bucks (PDL) 2. Goals: Bankov 80; Dodd 23, Schumacher 28. Minnesota — Swallen, Sylvester (Gramenz, 71), Raines (Wood, n/a), Bankov, Nowak, Levanthal, Zeba, Mladenov, Saunders (Labastida, 46), Lagos, Magee. Mid Michigan — Placek, Hall, Djeuking, Scicluna, Mack (Stockyi, 86), Schumacher, Armstrong, Emert, Snape, Costa (Heinemann, 81), Dodd. Att.: 225. June 23 in Seattle Seattle Sounders (A-League) 3 Spokane Shadow (PDL) 1. Goals: Storkson 27, 55, Hattrup 73; Rose 78. Seattle — Burpo, James, Annicchero, Waibel, Barton, Mann (Gaw, 78), Robertson, Heald (Nguyen, 78), Russell, Baena (Hattrup, 40), Storkson. Spokane — Mullen, Houck (Hollingshead, 71), Marks, Saunders, Sleeth, Seely, Hampton, Hogenhout (Higgins, 62), Berto, Brown, McAllister (Rose, 54). Att.: 236.Second-Round Schedule
| Date | Matchup | Kickoff (ET) |
| June 30 | New York Freedoms (PDL) at Rochester Rhinos (A) | 7:30 p.m. |
| June 30 | Arizona Sahuaros (D3) at San Diego Flash (A) | 7:15 p.m. |
| July 5 | Carolina Dynamo (D3) at Orange County Zodiac (A) | TBD |
| July 6 | Wilmington Hammerheads (D3) at Charleston Battery (A) | 8:00 p.m. |
| July 10 | Cocoa Expos (PDL) at Jacksonville Cyclones (A) | 7:30 p.m. |
Third-Round Schedule
Note: All dates and locations are subject to change.| Tentative Date | Matchup |
| July 13 | Staten Island Vipers (A-League) at MetroStars (MLS) |
| July 13 | Orange County/Carolina winner at Columbus Crew (MLS) |
| July 13 | Jacksonville/Cocoa winner at Dallas Burn (MLS) |
| July 13 | Seattle Sounders (A-League) at Colorado Rapids (MLS) |
| July 14 | Tampa Bay Mutiny (MLS) at Mid Michigan Bucks (PDL) |
| July 14 | Chicago Fire (MLS) at Rochester/New York winner |
| Aug. 4 | D.C. United (MLS) at Wilmington-Charleston winner |
| Aug. 4 | Los Angeles Galaxy (MLS) at San Diego-Arizona winner |