Here is the schedule for the 1998 U.S. Open Cup: FIRST ROUND
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| Date | Matchup/Result |
| June 9 | Austin Lone Stars (D3 Pro) 2 San Nicholas (USASA Region IV) 1 |
| June 10 | Delaware Wizards (D3 Pro) 2 Detroit Dynamite (Premier) 1 (OT) |
| June 11 | Chicago Stingers (D3 Pro) 8 Wisla (USASA Region II) 0 |
| June 12 | Charlotte Eagles (D3 Pro) 4 Los Lobos (USASA Region III) 3 |
| June 12 | Arizona Sahuaros (D3 Pro) 2 San Gabriel Valley HIghlanders (Premier) 1 |
| June 13 | Central Jersey Riptide (D3 Pro) 2 Kansas City Brass (Premier) 1 (OT) |
| June 16 | Orlando Nighthawks (D3 Pro) 2 Jackson Chargers (PDSL) 1 |
| June 21 | Western Mass Pioneers (D3 Pro) 0 (N.Y.) Greek Americans Atlas (USASA) 1 |
SECOND ROUND Games to be played between June 23 and 30.
| |
| Date | Matchup | Kickoff (local time) |
| June 23 | Orlando (D3 Pro) at Milwaukee Rampage (A-League) | 7:00 p.m. |
| June 23 | Charlotte (D3 Pro) at Worcester Wildfire (A-:League) | 7:30 p.m. |
| June 23 | Chicago (D3 Pro) at Hershey Wildcats (A-League) | 7:00 p.m. |
| June 23 | Austin (D3 Pro) at Orange County Zodiac (A-League) | 7:30 p.m. |
| June 24 | Arizona (D3 Pro) at El Paso Patriots (A-League) | 7:05 p.m. |
| June 24 | Delaware (D3 Pro) at Nashville Metros (A-League) | 7:30 p.m. |
| June 30 | Central Jersey (D3 Pro) at Hampton Roads Mariners (A-League) | 7:30 p.m. |
| July 1 | Greek Americans Atlas (USASA) at Rochester Rhinos (A-League) | TBD |
THIRD ROUND Note: MLS teams have the option to host.
| |
| July 6 | Chicago/Hershey winner vs. Chicago Fire |
| July 7 | Arizona/El Paso winner vs. San Jose Clash |
| July 7 | Greek Americans/Rochester winner vs. Columbus Crew |
| July 8 | Orlando/Milwaukee winner vs. Miami Fusion |
| July 8 | Central Jersey/Hampton Roads winner vs. MetroStars |
| July 8 | Charlotte/Worcester winner vs. Tampa Bay Mutiny |
| July 8 | Delaware/Nashville winner vs. Kansas City Wizards |
| July 8 | Austin/Orange County winner vs. Dallas Burn |
U.S. Soccer is currently finalizing dates and times for the U.S. Open Cup quarterfinals, semifinals and finals, which will all be played at neutral stadiums. Following the third round matches, when MLS clubs begin competing, the eight surviving teams will be grouped geographically, and then paired in a blind draw for the quarterfinals. The four quarterfinal matches will be played as two doubleheaders, with one in the East and one in the West. The semifinal match-ups will also be played as a doubleheader, with the four finalists being paired by a blind draw. The dates and times of all these matches will be announced by U.S. Soccer in the coming weeks. The 1998 U.S. Open Cup final has tentatively been scheduled for late August.