Second Round
July 10 in Cocoa, Fla. Cocoa Expos (PDL) 2 Jacksonville Cyclones (A-League) 7. Goals: Phillips 27, pen. 49; Munoz pen. 5, 20, 36, 54, DeOlivera 45, 79, Schmidt 80. Cocoa — Laitenen, Knott, Keneman, Holbert (Plunket, 5; Freeman, 46), Yoshiura, Teittinen, Lova, Phillips, Hinkey, Butcher, Enders. Jacksonville — Larusson, Broderick, Schmidt, Villhjalmsson, Simutone, Tomaro, Ledesma (Nickerson, 59), Care, Gonzalez (Santora, 69), DeOlivera, Munoz. Red card: Cocoa — Hinkey 73. Att.: 1,112.Complete Second-Round Results
| June 23 — Staten Island Vipers (A) 7 United German-Hungarians (USASA) 0 |
| June 23 — Minnesota Thunder (A) 1 Mid Michigan Bucks (PDL) 2 |
| June 23 — Seattle Sounders (A) 3 Spokane Shadow (PDL) 1 |
| June 30 — Rochester Rhinos (A) 2 New York Freedom (PDL) 1 (OT) |
| June 30 — San Diego Flash (A) 9 Arizona Sahuaros (D3) 2 |
| July 6 — Charleston Battery (A) 2 Wilmington Hammerheads (D3) 1 |
| July 6 — Orange County Zodiac (A) 0 Carolina Dynamo (D3) 2 |
| July 10 — Cocoa Expos (PDL) 2 Jacksonville Cylcones (A) 7 |
Third-Round Schedule
Note: All dates and locations are subject to change.| Tentative Date | Matchup |
| July 12 | Tampa Bay Mutiny (MLS) at Mid Michigan Bucks (PDL) |
| July 13 | Staten Island Vipers (A-League) at MetroStars (MLS) in Piscataway, N.J. |
| July 13 | Carolina Dynamo (D3) at Columbus Crew (MLS) |
| July 13 | Jacksonville Cyclones (A) at Dallas Burn (MLS) in Duncanville, Texas |
| July 13 | Seattle Sounders (A-League) at Colorado Rapids (MLS) |
| July 14 | Chicago Fire (MLS) at Rochester Rhinos (A) |
| July 20 | Los Angeles Galaxy (MLS) at San Diego Flash (A) |
| Aug. 4 | D.C. United (MLS) at Charleston Battery (A) |