| Date | Tournament | Surface | Prize Money | Winner(s) |
|---|
| 01/04/1999 | Adelaide Australia International Series | Outdoor Hard | $350,000 | Enqvist, Thomas Kuerten, Gustavo Lapentti, Nicolas | | 01/04/1999 | Doha Qatar International Series | Outdoor Hard | $1,000,000 | Schuettler, Rainer O'Brien, Alex Palmer, Jared | | 01/11/1999 | Auckland New Zealand International Series | Outdoor Hard | $350,000 | Schalken, Sjeng Tarango, Jeff Vacek, Daniel | | 01/11/1999 | Sydney Australia International Series | Outdoor Hard | $350,000 | Martin, Todd Lareau, Sebastien Nestor, Daniel | | 01/18/1999 | Australian Open Australia Grand Slam | Outdoor Hard | $3,539,387 | Kafelnikov, Yevgeny Bjorkman, Jonas Rafter, Patrick | | 02/01/1999 | Marseille France International Series | Indoor Hard | $539,250 | Santoro, Fabrice Mirnyi, Max Olhovskiy, Andrei | | 02/08/1999 | Dubai U.A.E. International Series | Outdoor Hard | $1,039,250 | Golmard, Jerome Black, Wayne Stolle, Sandon | | 02/08/1999 | San Jose CA, U.S.A. International Series | Indoor Hard | $350,000 | Philippoussis, Mark Woodforde, Mark Woodbridge, Todd | | 02/08/1999 | St Petersburg Russia International Series | Indoor Carpet | $350,000 | Rosset, Marc Tarango, Jeff Vacek, Daniel | | 02/15/1999 | Memphis TN, U.S.A. International Series Gold | Indoor Hard | $825,000 | Haas, Tommy Woodforde, Mark Woodbridge, Todd | | 02/15/1999 | Rotterdam The Netherlands International Series Gold | Indoor Carpet | $850,000 | Kafelnikov, Yevgeny Adams, David de Jager, John-Laffnie | | 02/22/1999 | London England International Series Gold | Indoor Carpet | $814,250 | Krajicek, Richard Henman, Tim Rusedski, Greg | | 03/01/1999 | Copenhagen Denmark International Series | Indoor Carpet | $240,000 | Gustafsson, Magnus Mirnyi, Max Olhovskiy, Andrei | | 03/01/1999 | Scottsdale AZ, U.S.A. International Series | Outdoor Hard | $350,000 | Gambill, Jan-Michael Gimelstob, Justin Reneberg, Richey | | 03/08/1999 | Indian Wells CA, U.S.A. Tennis Masters Series | Outdoor Hard | $2,450,000 | Philippoussis, Mark Black, Wayne Stolle, Sandon | | 03/15/1999 | Key Biscayne FL, U.S.A Tennis Masters Series | Outdoor Hard | $2,700,000 | Krajicek, Richard Black, Wayne Stolle, Sandon | | 03/22/1999 | Casablanca Morocco International Series | Outdoor Clay | $240,000 | Martin, Alberto Meligeni, Fernando Oncins, Jaime | | 04/05/1999 | Chennai India International Series | Outdoor Hard | $430,000 | Black, Byron Bhupathi, Mahesh Paes, Leander | | 04/05/1999 | Estoril Portugal International Series | Outdoor Clay | $625,000 | Costa, Albert Carbonell, Tomas Johnson, Donald | | 04/05/1999 | Hong Kong Hong Kong International Series | Outdoor Hard | $350,000 | Agassi, Andre Greenhalgh, James Silcock, Grant | | 04/12/1999 | Barcelona Spain International Series Gold | Outdoor Clay | $950,000 | Mantilla, Felix Haarhuis, Paul Kafelnikov, Yevgeny | | 04/12/1999 | Tokyo Japan International Series Gold | Outdoor Hard | $725,000 | Kiefer, Nicolas Tarango, Jeff Vacek, Daniel | | 04/19/1999 | Monte Carlo Monaco Tennis Masters Series | Outdoor Clay | $2,450,000 | Kuerten, Gustavo Delaitre, Olivier Henman, Tim | | 04/19/1999 | Orlando FL, U.S.A. International Series | Outdoor Clay | $289,250 | Norman, Magnus Courier, Jim Woodbridge, Todd | | 04/26/1999 | Atlanta GA, U.S.A. International Series | Outdoor Clay | $350,000 | Koubek, Stefan Galbraith, Patrick Gimelstob, Justin | | 04/26/1999 | Munich Germany International Series | Outdoor Clay | $525,000 | Squillari, Franco Orsanic, Daniel Puerta, Mariano | | 04/26/1999 | Prague Czech Republic International Series | Outdoor Clay | $500,000 | Hrbaty, Dominik Damm, Martin Stepanek, Radek | | 05/03/1999 | Delray Beach FL, U.S.A. International Series | Outdoor Clay | $270,000 | Hewitt, Lleyton Mirnyi, Max Zimonjic, Nenad | | 05/03/1999 | Hamburg Germany Tennis Masters Series | Outdoor Clay | $2,450,000 | Rios, Marcelo Arthurs, Wayne Kratzmann, Andrew | | 05/10/1999 | Rome Italy Tennis Masters Series | Outdoor Clay | $2,450,000 | Kuerten, Gustavo Ferreira, Ellis Leach, Rick | | 05/16/1999 | World Team Cup Germany World Team Cup | Outdoor Clay | $1,650,000 | Australia | | 05/17/1999 | St. Poelten Austria International Series | Outdoor Clay | $425,000 | Rios, Marcelo Florent, Andrew Olhovskiy, Andrei | | 05/24/1999 | Roland Garros France Grand Slam | Outdoor Clay | $5,159,915 | Agassi, Andre Bhupathi, Mahesh Paes, Leander | | 06/07/1999 | Halle Germany International Series | Outdoor Grass | $900,000 | Kiefer, Nicolas Bjorkman, Jonas Rafter, Patrick | | 06/07/1999 | London Queen's Club England International Series | Outdoor Grass | $750,000 | Sampras, Pete Lareau, Sebastien O'Brien, Alex | | 06/07/1999 | Merano Italy International Series | Outdoor Clay | $350,000 | Vicente, Fernando Arnold Ker, Lucas Oncins, Jaime | | 06/14/1999 | 's-Hertogenbosch The Netherlands International Series | Outdoor Grass | $500,000 | Rafter, Patrick | | 06/14/1999 | Nottingham England International Series | Outdoor Grass | $350,000 | Pioline, Cedric Galbraith, Patrick Gimelstob, Justin | | 06/21/1999 | Wimbledon England Grand Slam | Outdoor Grass | $5,614,685 | Sampras, Pete Bhupathi, Mahesh Paes, Leander | | 07/05/1999 | Bastad Sweden International Series | Outdoor Clay | $350,000 | Marin, Juan Antonio Adams, David Tarango, Jeff | | 07/05/1999 | Gstaad Switzerland International Series | Outdoor Clay | $550,000 | Costa, Albert Johnson, Donald Suk, Cyril | | 07/05/1999 | Newport RI, U.S.A. International Series | Outdoor Grass | $320,000 | Woodruff, Chris Arthurs, Wayne Paes, Leander | | 07/19/1999 | Stuttgart Outdoor Germany International Series Gold | Outdoor Clay | $1,040,000 | Norman, Magnus Oncins, Jaime Orsanic, Daniel | | 07/26/1999 | Kitzbuhel Austria International Series Gold | Outdoor Clay | $525,000 | Costa, Albert Haggard, Chris Nyborg, Peter | | 07/26/1999 | Los Angeles CA, U.S.A. International Series | Outdoor Hard | $350,000 | Sampras, Pete Black, Byron Ferreira, Wayne | | 07/26/1999 | Umag Croatia International Series | Outdoor Clay | $400,000 | Norman, Magnus Puerta, Mariano Sanchez, Javier | | 08/02/1999 | Amsterdam The Netherlands International Series | Outdoor Clay | $500,000 | El Aynaoui, Younes Haarhuis, Paul Schalken, Sjeng | | 08/02/1999 | Montreal Toronto Montreal, Canada Tennis Masters Series | Outdoor Hard | $2,450,000 | Johansson, Thomas Bjorkman, Jonas Rafter, Patrick | | 08/09/1999 | Cincinnati OH, U.S.A. Tennis Masters Series | Outdoor Hard | $2,450,000 | Sampras, Pete Black, Byron Bjorkman, Jonas | | 08/09/1999 | San Marino San Marino International Series | Outdoor Clay | $300,000 | Blanco, Galo Arnold Ker, Lucas Hood, Mariano | | 08/16/1999 | Indianapolis IN, U.S.A. International Series Gold | Outdoor Hard | $870,000 | Lapentti, Nicolas Haarhuis, Paul Palmer, Jared | | 08/16/1999 | Washington DC, U.S.A. International Series Gold | Outdoor Hard | $725,000 | Agassi, Andre Gimelstob, Justin Lareau, Sebastien | | 08/23/1999 | Boston MA, U.S.A. International Series | Outdoor Hard | $350,000 | Safin, Marat Canas, Guillermo Garcia, Martin | | 08/23/1999 | Long Island NY, U.S.A. International Series | Outdoor Hard | $350,000 | Norman, Magnus Delaitre, Olivier Santoro, Fabrice | | 08/30/1999 | US Open NY, U.S.A. Grand Slam | Outdoor Hard | $6,257,000 | Agassi, Andre Lareau, Sebastien O'Brien, Alex | | 09/13/1999 | Bournemouth England International Series | Outdoor Clay | $400,000 | Voinea, Adrian Adams, David Tarango, Jeff | | 09/13/1999 | Mallorca Spain International Series | Outdoor Clay | $500,000 | Ferrero, Juan Carlos Arnold Ker, Lucas Carbonell, Tomas | | 09/13/1999 | Tashkent Uzbekistan International Series | Outdoor Hard | $500,000 | Kiefer, Nicolas Ogorodov, Oleg Rosset, Marc | | 09/27/1999 | Bucharest Romania International Series | Outdoor Clay | $350,000 | Martin, Alberto Arnold Ker, Lucas Garcia, Martin | | 09/27/1999 | Grand Slam Cup Germany Grand Slam Cup | Indoor Hard | | Rusedski, Greg | | 09/27/1999 | Toulouse France International Series | Indoor Hard | $400,000 | Escude, Nicolas Delaitre, Olivier Tarango, Jeff | | 10/04/1999 | Basel Switzerland International Series | Indoor Carpet | $1,000,000 | Kucera, Karol Haygarth, Brent Kitinov, Aleksandar | | 10/04/1999 | Palermo Italy International Series | Outdoor Clay | $350,000 | Di Pasquale, Arnaud Hood, Mariano Prieto, Sebastian | | 10/04/1999 | Shanghai China International Series | Outdoor Hard | $350,000 | Norman, Magnus Lareau, Sebastien Nestor, Daniel | | 10/11/1999 | Singapore Singapore International Series Gold | Indoor Hard | $725,000 | Rios, Marcelo Mirnyi, Max Taino, Eric | | 10/11/1999 | Vienna Austria International Series Gold | Indoor Hard | $800,000 | Rusedski, Greg Prinosil, David Stolle, Sandon | | 10/18/1999 | Lyon France International Series | Indoor Carpet | $750,000 | Lapentti, Nicolas Norval, Piet Ullyett, Kevin | | 10/25/1999 | Stuttgart Indoor Germany Tennis Masters Series | Indoor Hard | $2,450,000 | Enqvist, Thomas Black, Byron Bjorkman, Jonas | | 11/01/1999 | Paris Indoor France Tennis Masters Series | Indoor Carpet | $2,550,000 | Agassi, Andre Lareau, Sebastien O'Brien, Alex | | 11/08/1999 | Moscow Russia International Series | Indoor Carpet | $1,000,000 | Kafelnikov, Yevgeny Gimelstob, Justin Vacek, Daniel | | 11/08/1999 | Stockholm Sweden International Series | Indoor Hard | $825,000 | Enqvist, Thomas Norval, Piet Ullyett, Kevin | | 11/15/1999 | Doubles Championship CT, U.S.A. Year-End Championship | Indoor Carpet | $900,000 | Lareau, Sebastien O'Brien, Alex | | 11/22/1999 | Singles Championship Germany Year-End Championship | Indoor Hard | $3,600,000 | Sampras, Pete |
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