| Group A | 24/02/2023 | Jorge Wilstermann | - | Bolívar | 3:1 | ||||
| Group A | 27/04/2023 | Bolívar | - | Royal Pari | 5:1 | ||||
| Group A | 03/07/2023 | Oriente Petrolero | - | Bolívar | 0:2 | ||||
| Group A | 12/07/2023 | Bolívar | - | Libertad Gran Mamoré | 4:0 | ||||
| Group A | 21/07/2023 | Real Tomayapo | - | Bolívar | 1:0 | ||||
| Group A | 16/08/2023 | Bolívar | - | Jorge Wilstermann | 2:0 | ||||
| Group A | 24/10/2023 | Royal Pari | - | Bolívar | 1:2 |  |
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| Group A | 28/10/2023 | Bolívar | - | Oriente Petrolero | 4:0 | |
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| Group A | 30/10/2023 | Libertad Gran Mamoré | - | Bolívar | 0:2 | ||||
| Group A | 02/11/2023 | Bolívar | - | Real Tomayapo | 2:1 |  |
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| Quarter-finals | 28/11/2023 | Universitario de Vinto | - | Bolívar | 1:1 | ||||
| Quarter-finals | 09/12/2023 | Bolívar | - | Universitario de Vinto | 3:2 pso | ||||
| Semi-finals | 12/12/2023 | Bolívar | - | Club Aurora | 3:1 | ||||
| Semi-finals | 14/12/2023 | Club Aurora | - | Bolívar | 1:0 | ||||
| Final | 17/12/2023 | Jorge Wilstermann | - | Bolívar | 1:2 |  |
Chile