1998–99 Pro Tour season| Pro Player of the Year |  Kai Budde | 
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| Rookie of the Year |  Dirk Baberowski | 
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| World Champion |  Kai Budde | 
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| Pro Tours | 5 | 
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| Grands Prix | 14 | 
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| Start of season | 5 September 1998 | 
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| End of season | 8 August 1999 | 
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The 1998–99 Pro Tour season was the fourth season of the Magic: The Gathering Pro Tour. It began on 5 September 1998 with Grand Prix Boston and ended on 8 August 1999 with the conclusion of 1999 World Championship in Tokyo. The season consisted of fourteen Grand Prix, and five Pro Tours, located in Chicago, Rome, Los Angeles, New York, and Tokyo. At the end of the season Kai Budde from Germany was awarded the Pro Player of the year title.