Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 01.04.2009 |  | Group 5 | Estonia - Armenia | EST - ARM | 1:0 | 5.200 |
| 21.05.2009 |  | Group G | Estonia - Germany | EST - GER | 0:5 | 5.500 |
| 06.06.2009 |  | June | Estonia - Eq. Guinea | EST - EQG | 3:0 | 2.150 |
| 10.06.2009 | | June | Estonia - Portugal | EST - POR | 0:0 | 7.000 |
| 02.07.2009 |  | 1. Round First leg | Narva Trans - Rudar Velenje | JKN - | 0:3 | 400 |
| 09.07.2009 | | 1. Round 2nd leg | Nõmme Kalju - FC Dinaburg | JKK - FC | 0:0 | 500 |
| 23.07.2009 | | 2. Round 2nd leg | Flora - Brøndby IF | FLO - BIF | 1:4 | 3.000 |
| 12.08.2009 | | August | Estonia - Brazil | EST - BRA | 0:1 | 8.550 |
| 27.08.2009 | | Play-offs 2nd leg | Levadia - Galatasaray | LEV - GAL | 1:1 | 1.500 |
| 05.09.2009 |  | Group 2 | Estonia - Georgia | EST - GEO | 2:0 | 1.251 |
| 10.10.2009 | | Group 5 | Estonia - Bosnia-Herz. | EST - BIH | 0:2 | 6.450 |
| 14.10.2009 | | Group 5 | Estonia - Belgium | EST - BEL | 2:0 | 4.680 |
| 14.11.2009 | | November | Estonia - Albania | EST - ALB | 0:0 | 2.110 |