| 1. Round | 20/06/1999 | Jokerit Helsinki | - | JK Narva Trans | 3:0 | ||||
| 1. Round | 26/06/1999 | JK Narva Trans | - | Jokerit Helsinki | 1:4 |  |
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| 2. Round | 10/07/1999 | Floriana FC | - | Jokerit Helsinki | 1:1 | ||||
| 3. Round | 17/07/1999 | West Ham United | - | Jokerit Helsinki | 1:0 | ||||
| 3. Round | 24/07/1999 | Jokerit Helsinki | - | West Ham United | 1:1 |
Finland