Matchdays
Match pairings were announced on May 27.
| Date | Round | Notes |
|---|---|---|
| June 9 | First Round | 32 USL and USASA clubs enter |
| June 16 | Second Round | |
| June 30/July 1 | Third Round | 8 MLS clubs enter |
| July 7 | Quarterfinals | |
| July 21 | Semifinals | |
| Sept. 2 | Final |
Read more about this topic: 2009 Lamar Hunt U.S. Open Cup