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1998-99 STEWART CUP
Maryland's Amateur Competition
1st Round
| Date | Site | Home | Visitor | Result |
|---|---|---|---|---|
| 7 February | P.G.C.C. | Brookland United | DMFC | 1-6 |
| 7 February | P.G.C.C. | Accokeek Blue Devils | Canton SC | 2-6 |
| 7 February | Herring Run Park | Jerry D's | Three Brothers SC | 6-2 |
| 7 February | Herring Run Park | Peninsula United SC | Sporting Chesapeake | 0-2 |
| 7 February | Patterson Park 1 | Claddagh Pub SC | Christos | 2-3 OT |
| 7 February | Patterson Park 1 | Casa Mia's SC | Bill Batemans | 1-0 |
| 7 February | Patterson Park 2 | Baltimore Colts FC | Emerald Soccer | 3-0 |
| 7 February | Patterson Park 2 | Steele Pulse | AC Hellas | 2-6 |
2nd Round
| Date | Site | Home | Visitor | Result |
|---|---|---|---|---|
| 21 February | Peary H.S. | AC Hellas | Sporting Chesapeake | 1-0 |
| 21 February | Patterson Park | Jerry D's | DMFC | 6-4 |
| 21 February | Herring Run Park | Baltimore Colts FC | Casa Mia's SC | 1-0 |
| 21 February | Herring Run Park | Canton SC | Christos | 1-4 |
Semifinal
| Date | Site | Home | Visitor | Result |
|---|---|---|---|---|
| 14 March | Patterson Park | Christos | Jerry D's | 1-3 |
| 28 March | Peary High School | AC Hellas | Baltimore Colts FC | 3-6 |
Final
| Date | Site | Home | Visitor | Result |
|---|---|---|---|---|
| 18 April | Herring Run Park | Jerry D's | Baltimore Colts FC | 0-3 |
Congratulations to the Baltimore Colts FC as the Champion of Maryland's Amateur Cup Competition.
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