Ipswich Town v Leyton Orient, 12 August 2008
| Score | 4-1 to Ipswich Town |
| Referee | Gavin Ward |
| Competition | League Cup 1st round |
| Venue | Portman Road |
| Attendance | 10,477 |
View Ipswich Town v Leyton Orient head to head
Goals:
| Danny Haynes | 20 |
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| Tommy Miller | 22 |
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| Danny Haynes | 44 |
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| Alan Lee | 48 |
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Starting lineup:
Goalkeeper
Shane Supple
Defender
Pim Balkestein
Defender
Alex Bruce
Defender
Chris Casement
Defender/Forward
Richard Naylor
Midfielder
Tommy Miller
Midfielder
Alan Quinn
Midfielder
Liam Trotter
Midfielder/Forward
Jon Walters
Forward
Danny Haynes
Forward
Alan Lee
Substitutions:
| David Norris for Alan Quinn | 57 |
| Owen Garvan for Liam Trotter | 64 |
| Kevin Lisbie for Jon Walters | 70 |
Cards:
| Alex Bruce | 83 | Y |
| David Norris | 89 | Y |
On the bench:
Goalkeeper
Richard Wright
Defender
Tommy Smith
Midfielder
Owen Garvan
Midfielder
David Norris
Midfielder
Jaime Peters
Forward
Kevin Lisbie
Forward
Jordan Rhodes
Goals:
| Adam Boyd | 49 |
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Starting lineup:
Glenn Morris
Goalkeeper
Jason Demetriou
Defender
Adam Chambers
Defender/Midfielder
Danny Granville
Defender/Midfielder
Tamika Mkandawire
Defender/Midfielder
Steve Purches
Defender/Midfielder
Brian Saah
Defender/Midfielder
JJ Melligan
Midfielder
Paul Terry
Midfielder
Adam Boyd
Forward
Ryan Jarvis
Forward
Substitutions:
| Sean Thornton for Paul Terry | 46 |
| Aiden Palmer for Danny Granville | 57 |
| Alton Thelwell for Tamika Mkandawire | 73 |
Cards:
| Sean Thornton | 90 | Y |
On the bench:
Goalkeeper
Jamie Jones
Defender/Right back
Alton Thelwell
Defender
Andrew Cave-Brown
Defender/Left back
Aiden Palmer
Midfielder
Sean Thornton
Midfielder/Forward
Loick Pires
Forward
Wayne Gray