2006 League Cup
| 18.09.06 | Derry City | 0-0 (Derry win 3-0 on pens) | Shelbourne |
| 07.08.06 | Shelbourne | 1-0 | Bohemians |
| 07.09.06 | Limerick | 0-3 | Derry City |
| 05.07.06 | Shelbourne | 4-1 | Finn Harps |
| 04.07.06 | Derry City | 4-0 | Drogheda United |
| 04.07.06 | Bohemians | 1-0 | Cobh Ramblers |
| 04.07.06 | Limerick |
1-0 | Shamrock Rovers |
| 09-05-06 | Cork City | 0-1 | Cobh Ramblers |
| 09-05-06 | Limerick | 1-0 | Kerry League |
| 09-05-06 | Monaghan United | 0-2 | Bohemians |
| 09-05-06 | Dundalk | 0-1 | Drogheda United |
| 09-05-06 | Derry City | 1-0 | Longford Town |
| 09-05-06 | Sligo Rovers | 1-1 | Finn Harps |
| 09-05-06 | Dublin City | 0-1 | Shelbourne |
| 09-05-06 | St Patrick's Athletic |
0-2 | Shamrock Rovers |
| Group A | Group B | Group C | Group D |
|---|---|---|---|
| Cobh Ramblers | Athlone Town | Finn Harps | Dublin City |
| Waterford United | Bohemians | Galway United | Kildare County |
| Kerry League | Dundalk | Longford Town | Bray Wanderers |
| Kilkenny City | UCD | Mayo League | St Pat's |
| Cork City | Drogheda United | Derry City | Shamrock Rovers |
| Limerick | Monaghan United | Sligo Rovers | Shelbourne |
| Date | Pool A |
|---|---|
| 04.04.06 |
Cobh Ramblers 2-0 Waterford United |
| 27.03.06 | Kerry League 2-0 Kilkenny City (aet |
| Byes: Cork City & Limerick |
| Date | Pool B |
|---|---|
| 04.04.06 |
Athlone Town 0-4 Bohemians |
| 27.03.06 | Dundalk 3-2 UCD |
| Byes: Drogheda United v Monaghan United |
| Date | Pool C |
|---|---|
| 03.04.06 |
Finn Harps 1-1 Galway United (Pens 2-1) |
| 04.04.06 | Longford Town 4-0 Mayo League |
| Byes: Derry City & Sligo Rovers |
| Date | Pool D |
|---|---|
| 04.04.06 | Dublin City 2-1 Kildare County |
| 04.04.06 | Bray Wanderers 1-2 St Patrick's Athletic |
| Byes: Shamrock Rovers & Shelbourne |
