Milan 1990 ATP
Final
| Winner | Loser | Score | |
|---|---|---|---|
| Ivan Lendl | d. | Tim Mayotte | 6-3 6-2 |
Semifinals
| Winner | Loser | Score | |
|---|---|---|---|
| Ivan Lendl | d. | Pete Sampras | 3-6 6-0 6-3 |
| Tim Mayotte | d. | John McEnroe | 6-4 6-4 |
Quarterfinals
| Winner | Loser | Score | |
|---|---|---|---|
| Ivan Lendl | d. | Jim Courier | 6-2 6-4 |
| Pete Sampras | d. | Milan Srejber | 6-7 6-4 6-4 |
| Tim Mayotte | d. | Jakob Hlasek | 7-5 6-7 7-5 |
| John McEnroe | d. | Eric Jelen | 6-3 6-3 |
Round of 16
| Winner | Loser | Score | |
|---|---|---|---|
| Ivan Lendl | d. | Alexander Volkov | 6-2 2-6 6-1 |
| Jim Courier | d. | Karel Novacek | 6-4 6-4 |
| Milan Srejber | d. | Aaron Krickstein | 6-2 6-3 |
| Pete Sampras | d. | Markus Zoecke | 6-1 7-6 |
| Tim Mayotte | d. | Thierry Champion | 6-2 6-1 |
| Jakob Hlasek | d. | Jeremy Bates | 6-3 3-6 6-3 |
| Eric Jelen | d. | Horst Skoff | 7-6 4-5 RET |
| John McEnroe | d. | Paolo Cane | 6-4 6-1 |
Round of 32
| Winner | Loser | Score | |
|---|---|---|---|
| Ivan Lendl | d. | Diego Nargiso | 6-3 6-3 |
| Alexander Volkov | d. | Simone Colombo | 6-1 6-4 |
| Karel Novacek | d. | Jerome Potier | 6-4 6-4 |
| Jim Courier | d. | Mark Koevermans | 6-2 6-1 |
| Aaron Krickstein | d. | Omar Camporese | 6-4 6-3 |
| Milan Srejber | d. | Stefano Pescosolido | 7-5 6-2 |
| Pete Sampras | d. | Anders Jarryd | 6-1 6-3 |
| Markus Zoecke | d. | Jimmy Connors | 6-3 4-6 7-6 |
| Tim Mayotte | d. | Martin Strelba | 6-1 6-1 |
| Thierry Champion | d. | Petr Korda | 6-4 7-6 |
| Jakob Hlasek | d. | Peter Lundgren | 7-6 7-5 |
| Jeremy Bates | d. | Yannick Noah | 7-5 6-4 |
| Horst Skoff | d. | Paolo Pambianco | 6-2 6-2 |
| Eric Jelen | d. | Paul Haarhuis | 6-4 6-2 |
| Paolo Cane | d. | Bruno Oresar | 7-6 6-4 |
| John McEnroe | d. | Andrei Cherkasov | 6-1 4-6 6-4 |