Matches — 1999
W-L: 5-5 (50.00%)
| Date | Tournament | Surface | Round | Wrk | Winner | Lrk | Loser | Score |
|---|---|---|---|---|---|---|---|---|
| 1999-10-04 | Palermo | Clay | R32 | 46 | 95 | 6-4 6-2 | ||
| 1999-09-24 | Davis Cup WG PO: ITA vs FIN | Clay | RR | 93 | 596 | 6-2 6-3 7-5 | ||
| 1999-09-24 | Davis Cup WG PO: ITA vs FIN | Clay | RR | 93 | 117 | 6-3 6-7(5) 2-6 6-1 6-3 | ||
| 1999-09-13 | Bournemouth | Clay | R32 | 26 | 93 | 6-2 3-6 6-3 | ||
| 1999-08-30 | US Open | Hard | R128 | 87 | 92 | 6-1 6-3 6-2 | ||
| 1999-08-09 | San Marino | Clay | R16 | 99 | 64 | 6-4 6-2 | ||
| 1999-08-09 | San Marino | Clay | QF | 99 | 162 | 6-1 6-3 | ||
| 1999-08-09 | San Marino | Clay | R32 | 99 | 107 | 6-4 6-4 | ||
| 1999-08-09 | San Marino | Clay | SF | 90 | 99 | 6-2 6-2 | ||
| 1999-07-26 | Kitzbuhel | Clay | R32 | 57 | 75 | 6-2 6-3 |
Andrea Gaudenzi
W-L: 5-5 (50.00%)