| Wednesday 28th July 1999 | |||
| Second Qualifying Round 1st Leg | |||
| Anorthosis Famagusta | 2-1 | Slovan Bratislava | |
| Besiktas | 1-1 | Hapoel Haifa | |
| CSKA Moscow | 2-0 | Molde | |
| Dinamo Kiev | 2-0 | Zhalgiris Vilnius | |
| Dinamo Tbilisi | 2-1 | Zimbru Chisinau | |
| Dnepr-Transmash Mog' | 0-1 | AIK Stockholm | |
| FC Haka Valkeakoski | 1-4 | Rangers | |
| IBV Vestmannaeyjar | 0-2 | MTK Budapest | |
| Liteks Lovech | 4-1 | Widzew Lodz | |
| Maribor Teatanic | 5-1 | KAA Gent | |
| Partizan Belgrade | 3-1 | NHK Rijeka | |
| Rapid Bucharest | 3-3 | Skonto Riga | |
| Rapid Vienna | 3-0 | Valletta | |
| Sloga Jug'nat Skopje | 0-1 | Brondby | |
July 1999
| Jul | Aug | Sep | Oct | Nov | Dec |
| Jan | Feb | Mar | Apr | May | Jun |
| Mo | Tu | We | Th | Fr | Sa | Su |
| 1 | 2 | 3 | 4 | |||
| 5 | 6 | 7 | 8 | 9 | 10 | 11 |
| 12 | 13 | 14 | 15 | 16 | 17 | 18 |
| 19 | 20 | 21 | 22 | 23 | 24 | 25 |
| 26 | 27 | 28 | 29 | 30 | 31 |
- Final
- Semi-Final
- Quarter-Final
- Second Round Group A
- Second Round Group B
- Second Round Group C
- Second Round Group D
- First Round Group A
- First Round Group B
- First Round Group C
- First Round Group D
- First Round Group E
- First Round Group F
- First Round Group G
- First Round Group H
- Third Qualifying Round
- Second Qualifying Round
- First Qualifying Round
