Teams
Bold indicates team had qualified for the 2000 Davis Cup World Group.
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The 1999 Davis Cup World Group qualifying round was held from 24 to 26 September. They were the main play-offs of the 1999 Davis Cup. The winners of the playoffs advanced to the 2000 Davis Cup World Group, and the losers were relegated to their respective Zonal Regions I.
Bold indicates team had qualified for the 2000 Davis Cup World Group.
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Date: 24–26 September
The eight losing teams in the World Group first round ties and eight winners of the Zonal Group I final round ties competed in the World Group qualifying round for spots in the 2000 World Group.
| Home team | Score | Visiting team | Location | Venue | Door | Surface | Ref. |
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 Austria | 3-2 |  Sweden | Pörtschach | Werzer Arena | Outdoor | Clay | [1] |
 Zimbabwe | 4-1 |  Chile | Harare | Harare Municipal Centre | Indoor | Hard | [2] |
 Uzbekistan | 0-5 |  Czech Republic | Tashkent | Yunusabad Tennis Centre | Indoor | Hard | [3] |
 Ecuador | 2-3 |  Netherlands | Guayaquil | Club Nacional de Guayaquil | Outdoor | Clay | [4] |
 New Zealand | 0-5 |  Spain | Hamilton | Mystery Creek Events Centre | Indoor | Hard | [5] |
 Italy | 3-2 |  Finland | Sassari | Torres Tennis Sassari | Outdoor | Clay | [6] |
 Great Britain | 4-1 |  South Africa | Birmingham | National Indoor Arena | Indoor | Hard | [7] |
 Romania | 1-4 |  Germany | Bucharest | Arena Club | Outdoor | Clay | [8] |
Czech Republic, Germany, Great Britain, Italy, Netherlands, Spain and Zimbabwe remain in the World Group in 2000. Austria are promoted to the World Group in 2000. Chile, Ecuador, Finland, New Zealand, Romania, South Africa and Uzbekistan remain in Zonal Group I in 2000. Sweden are relegated to Zonal Group I in 2000. Austria 3 | Werzer Arena, Pörtschach, Austria [1] 24–26 September 1999 Clay |  Sweden 2 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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 Zimbabwe 4 | Harare Municipal Centre, Harare, Zimbabwe [2] 24–26 September 1999 Hard (indoors) |  Chile 1 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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 Uzbekistan 0 | Yunusabad Tennis Centre, Tashkent, Uzbekistan [3] 24–26 September 1999 Hard (indoors) |  Czech Republic 5 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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 Ecuador 2 | Club Nacional de Guayaquil, Guayaquil, Ecuador [4] 24–26 September 1999 Clay |  Netherlands 3 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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 New Zealand 0 | Mystery Creek Events Centre, Hamilton, New Zealand [5] 24–26 September 1999 Hard (indoors) |  Spain 5 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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 Italy 3 | Torres Tennis Sassari, Sassari, Italy [6] 24–26 September 1999 Clay |  Finland 2 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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 Great Britain 4 | National Indoor Arena, Birmingham, England [7] 24–26 September 1999 Hard (indoors) |  South Africa 1 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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 Romania 1 | Arena Club, Bucharest, Romania [8] 24–26 September 1999 Clay |  Germany 4 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
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