| Club: | PSV Eindhoven |
| Season: | 1998–99 |
| Manager: | Bobby Robson |
| Stadium: | Philips Stadion |
| League: | Eredivisie |
| League Result: | 3rd |
| Cup1: | KNVB Cup |
| Cup1 Result: | Semi-final |
| Cup2: | Champions League |
| Cup2 Result: | Group stage |
| Cup3: | Johan Cruyff Shield |
| Cup3 Result: | Winners |
| League Topscorer: | Ruud van Nistelrooy (31) |
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| Prevseason: | 1997–98 |
| Nextseason: | 1999–2000 |
During the 1998–99 Dutch football season, PSV Eindhoven competed in the Eredivisie.
PSV dropped one place in the final league table to third, only qualifying for the Champions League on the final day of the season. Manager Bobby Robson's contract expired at the end of the season, and former PSV right-back Eric Gerets was signed from Belgian champions Club Brugge as his replacement.
Squad at end of season