| 12 Sep 99 | r01        | Tampa Bay BuccaneersTampa Bay Buc | 17 - 13 | New York GiantsNew York Gian |
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| 19 Sep 99 | r02        | Philadelphia EaglesPhiladelphia | 19 - 5 | Tampa Bay BuccaneersTampa Bay Buc |
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| 26 Sep 99 | r03        | Tampa Bay BuccaneersTampa Bay Buc | 13 - 10 | Denver BroncosDenver Bronco |
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| 03 Oct 99 | r04        | Minnesota VikingsMinnesota Vik | 21 - 14 | Tampa Bay BuccaneersTampa Bay Buc |
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| 11 Oct 99 | r05        | Green Bay PackersGreen Bay Pac | 26 - 23 | Tampa Bay BuccaneersTampa Bay Buc |
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| 24 Oct 99 | r07        | Tampa Bay BuccaneersTampa Bay Buc | 6 - 3 | Chicago BearsChicago Bears |
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| 01 Nov 99 | r08        | Detroit LionsDetroit Lions | 20 - 3 | Tampa Bay BuccaneersTampa Bay Buc |
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| 07 Nov 99 | r09        | New Orleans SaintsNew Orleans S | 31 - 16 | Tampa Bay BuccaneersTampa Bay Buc |
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| 14 Nov 99 | r10        | Tampa Bay BuccaneersTampa Bay Buc | 17 - 10 | Kansas City ChiefsKansas City C |
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| 21 Nov 99 | r11        | Tampa Bay BuccaneersTampa Bay Buc | 19 - 10 | Atlanta FalconsAtlanta Falco |
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| 28 Nov 99 | r12        | Seattle SeahawksSeattle Seaha | 16 - 3 | Tampa Bay BuccaneersTampa Bay Buc |
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| 07 Dec 99 | r13        | Tampa Bay BuccaneersTampa Bay Buc | 24 - 17 | Minnesota VikingsMinnesota Vik |
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| 12 Dec 99 | r14        | Tampa Bay BuccaneersTampa Bay Buc | 23 - 16 | Detroit LionsDetroit Lions |
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| 19 Dec 99 | r15        | Las Vegas RaidersLas Vegas Rai | 45 - 0 | Tampa Bay BuccaneersTampa Bay Buc |
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| 26 Dec 99 | r16        | Tampa Bay BuccaneersTampa Bay Buc | 29 - 10 | Green Bay PackersGreen Bay Pac |
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| 02 Jan 00 | r17        | Chicago BearsChicago Bears | 20 - 6 | Tampa Bay BuccaneersTampa Bay Buc |
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| 15 Jan 00 | QF        | Tampa Bay BuccaneersTampa Bay Buc | 14 - 13 | Washington CommandersWashington Co |
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| 23 Jan 00 | SF        | Los Angeles RamsLos Angeles R | 11 - 6 | Tampa Bay BuccaneersTampa Bay Buc |