| Club: | Real Madrid |
| Season: | 1999–2000 |
| Manager: | John Toshack (until 17 November 1999) Vicente del Bosque |
| Mgrtitle: | Head coach |
| Chrtitle: | President |
| Stadium: | Santiago Bernabéu |
| Chairman: | Lorenzo Sanz |
| League: | La Liga |
| League Result: | 5th |
| Cup1: | Copa del Rey |
| Cup1 Result: | Semi-finals |
| Cup2: | UEFA Champions League |
| Cup2 Result: | Winners |
| Cup3: | FIFA Club World Championship |
| Cup3 Result: | Fourth place |
| League Topscorer: | Raúl (17) |
| Season Topscorer: | Raúl (29) |
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| Prevseason: | 1998–99 |
| Nextseason: | 2000–01 |
The 1999–2000 season was Real Madrid C.F.'s 69th season in La Liga. This article lists all matches that the club played in the 1999–2000 season, and also shows statistics of the club's players.
John Toshack was sacked by Real Madrid in November 1999 as a consequence of league's bad form following a 3–2 defeat against Rayo Vallecano that left them in eighth position and re-hired Vicente del Bosque who previously managed the club in 1994 and 1996 as a caretaker only.
This season marked the start of the del Bosque era of trophy winning at the club, having taken over from Toshack early in the campaign. The squad was also largely different from the previous squad, with the arrival of Steve McManaman (Liverpool) and Nicolas Anelka (Arsenal) from the English Premier League respectively, as well as local talents Míchel Salgado, and Iván Helguera, to support the budding young talent of Raúl, Iker Casillas, Fernando Morientes and Guti, as well as veterans such as Fernando Hierro and Roberto Carlos.
As of 2024 this was the last season that Real Madrid went on to finished outside the top four spot in La Liga to date.
| In | |||||||
|---|---|---|---|---|---|---|---|
| width=3% | Pos. | width=32% | Name | width=30% | from | width=35% | Type |
| MF | Steve McManaman | Liverpool | |||||
| FW | Nicolas Anelka | Arsenal | €34,000,000 | ||||
| FW | Elvir Baljić | Fenerbahçe | €26,000,000 | ||||
| DF | Iván Helguera | ||||||
| DF | Míchel Salgado | Celta de Vigo | €12,000,000 | ||||
| DF | Geremi | Gençlerbirliği | €4,200,000 | ||||
| GK | Albano Bizzarri | Racing Club | €2,000,000 | ||||
| DF | Júlio César | Valladolid | €2,500,000 | ||||
| FW | Edwin Congo | Once Caldas | |||||
| Out | |||||||
|---|---|---|---|---|---|---|---|
| width=3% | Pos. | width=32% | Name | width=30% | To | width=35% | Type |
| MF | Jaime | Deportivo | |||||
| FW | Davor Suker | Arsenal | |||||
| FW | Predrag Mijatovic | Fiorentina | |||||
| DF | Christian Panucci | Internazionale | |||||
| DF | Robert Jarni | UD Las Palmas | |||||
| DF | Fernando Sanz | Malaga CF | |||||
| GK | Pedro Contreras | Malaga CF | |||||
Reference:[2]
| Out | |||||||
|---|---|---|---|---|---|---|---|
| width=3% | Pos. | width=32% | Name | width=30% | To | width=35% | Type |
| MF | Clarence Seedorf | Internazionale | |||||
| FW | Samuel Eto'o | RCD Mallorca | loan | ||||
| FW | Edwin Congo | Real Valladolid | loan | ||||
See main article: 1999–2000 La Liga.
See main article: 1999–2000 Copa del Rey.
See main article: 1999–2000 UEFA Champions League.
See main article: 1999–2000 UEFA Champions League knockout stage.
See main article: 2000 UEFA Champions League Final.
See main article: 2000 FIFA Club World Championship.
| width=60 | Place | width=60 | Position | width=60 | Nation | width=60 | Number | width=150 | Name | width=80 | La Liga | width=80 | Copa del Rey | width=120 | UEFA Champions League | width=120 | FIFA Club World Championship | width=80 | Total |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | FW |  | 7 | Raúl | 17 | 0 | 10 | 2 | 29 | ||||||||||
| 2 | FW | | 9 | Fernando Morientes | 12 | 0 | 6 | 1 | 19 | ||||||||||
| 3 | MF |  | 11 | Sávio | 4 | 0 | 4 | 1 | 9 | ||||||||||
| 4 | DF | | 3 | Roberto Carlos | 4 | 0 | 4 | 0 | 8 | ||||||||||
| MF | | 14 | Guti | 6 | 1 | 1 | 0 | 8 | |||||||||||
| 6 | FW |  | 19 | Nicolas Anelka | 2 | 0 | 2 | 3 | 7 | ||||||||||
| DF | | 4 | Fernando Hierro | 5 | 0 | 1 | 1 | 7 | |||||||||||
| 8 | Own goal | 2 | 0 | 3 | 0 | 5 | |||||||||||||
| 9 | MF | 8 | Steve McManaman | 3 | 0 | 1 | 0 | 4 | |||||||||||
| 10 | FW |  | 36 | Rolando Zárate | 1 | 2 | 0 | 0 | 3 | ||||||||||
| 11 | DF | | 15 | Ivan Helguera | 0 | 0 | 2 | 0 | 2 | ||||||||||
| 12 | FW |  | 20 | Elvir Baljić | 1 | 0 | 0 | 0 | 1 | ||||||||||
| DF | | José Manuel Meca García | 1 | 0 | 0 | 0 | 1 | ||||||||||||
| FW | 16 | Perica Ognjenović | 0 | 1 | 0 | 0 | 1 | ||||||||||||
| MF | | 22 | Christian Karembeu | 0 | 0 | 1 | 0 | 1 | |||||||||||
| DF |  | 21 | Geremi | 0 | 0 | 0 | 1 | 1 | |||||||||||
| TOTALS | 58 | 4 | 35 | 9 | 106 | ||||||||||||||