| 1. | 15:44.0 | John Simons | 12 | Arrowhead(1-7) | 10/4/2008 | Eagle Invite |
| 2. | 15:48.0 | Marcus Paulson | 11 | Sussex Hamilton(1-7) | 10/4/2008 | Eagle Invite |
| 3. | 16:01.0 | Wally Bradford | 12 | Mukwonago(1-9) | 10/2/2008 | Mukwonago Invite |
| 4. | 16:04.0 | John Luterbach | 11 | Catholic Memorial(2-7) | 11/1/2008 | Division 2 State |
| 5. | 16:09.0 | Matt Dugan | 12 | Waukesha West(1-9) | 10/18/2008 | Classic 8 Conference Meet |
| 6. | 16:10.8 | Mike Clark | 11 | Waukesha South(1-9) | 10/4/2008 | Burlington Chocolate City Invite |
| 7. | 16:11.4 | Devin Eichler | 12 | Mukwonago(1-9) | 10/2/2008 | Mukwonago Invite |
| 8. | 16:19.5 | Tim Peterson | 11 | Brookfield Central(1-8) | 11/1/2008 | Division 1 State |
| 9. | 16:21.0 | Kevin Emmerich | 12 | Arrowhead(1-7) | 10/4/2008 | Eagle Invite |
| . | 16:21.0 | Dryden Holmes | 12 | Brookfield Central(1-8) | 10/4/2008 | Eagle Invite |
| 11. | 16:25.0 | Kyle Warras | 10 | Waukesha West(1-9) | 10/4/2008 | Eagle Invite |
| 12. | 16:27.1 | Ethan Zastrow | 12 | Mukwonago(1-9) | 10/2/2008 | Mukwonago Invite |
| 13. | 16:27.9 | Andrew Amato | 12 | Brookfield East(1-8) | 10/18/2008 | Greater Metro Conference Meet |
| 14. | 16:29.0 | Joe Martschinke | 11 | Waukesha West(1-9) | 10/4/2008 | Eagle Invite |
| 15. | 16:36.4 | Tim Hucke | 12 | Arrowhead(1-7) | 9/11/2008 | Arrowhead Invite |
| 16. | 16:40.0 | Jordan Lindstrom | 11 | Brookfield Central(1-8) | 10/25/2008 | Division 1 Sectional 8 |
| 17. | 16:40.7 | Matt Borneman | 12 | Muskego(1-10) | 10/18/2008 | Southeastern Conference Meet |
| 18. | 16:41.0 | Mike O'Connor | 10 | Muskego(1-10) | 10/4/2008 | Eagle Invite |
| . | 16:41.0 | Russell Sandvold | 9 | Arrowhead(1-7) | 10/4/2008 | Eagle Invite |
| 20. | 16:44.0 | Skyler Burns | 12 | Brookfield Central(1-8) | 10/4/2008 | Eagle Invite |
| 21. | 16:44.8 | Alex York | 11 | Muskego(1-10) | 9/27/2008 | Muskego Invite |
| 22. | 16:46.0 | Kyle Kocher | 12 | Muskego(1-10) | 10/4/2008 | Eagle Invite |
| 23. | 16:50.4 | Jeff Condit | 12 | Catholic Memorial(2-7) | 9/27/2008 | Janesville Craig Midwest Invite |
| 24. | 16:51.3 | Ron Goerke | 12 | Waukesha South(1-9) | 10/4/2008 | Burlington Chocolate City Invite |
| 25. | 16:54.4 | Justin Lauria-Banta | 12 | Catholic Memorial(2-7) | 11/1/2008 | Division 2 State |
| 26. | 16:55.0 | Zac Weier | 12 | Muskego(1-10) | 10/4/2008 | Eagle Invite |
| 27. | 16:55.7 | Nathan Heppe | 11 | Brookfield Academy(3-8) | 11/1/2008 | Division 3 State |
| . | 16:57.7 | Eric Lauria-Banta | 12 | Catholic Memorial(2-7) | 11/1/2008 | Division 2 State |
| 29. | 16:58.0 | Richard Keaton | 12 | Brookfield East(1-8) | 10/25/2008 | Division 1 Sectional 8 |
| 30. | 16:58.6 | Aric Runzheimer | 12 | Kettle Moraine(1-9) | 10/2/2008 | Mukwonago Invite |
| 31. | 16:59.0 | Caleb Laufer | 11 | Waukesha West(1-9) | 10/4/2008 | Eagle Invite |
| 32. | 17:02.7 | Marty Schumacher | 12 | Mukwonago(1-9) | 10/2/2008 | Mukwonago Invite |
| 33. | 17:05.0 | Tyler Zeman | 11 | Arrowhead(1-7) | 10/4/2008 | Eagle Invite |
| 34. | 17:06.8 | Krzysztof Swinarski | 11 | Brookfield East(1-8) | 10/18/2008 | Greater Metro Conference Meet |
| 35. | 17:08.0 | Mark Lindquist | 11 | Brookfield East(1-8) | 10/25/2008 | Division 1 Sectional 8 |
| 36. | 17:09.2 | Josh Martin | 10 | Pewaukee(2-7) | 10/17/2008 | Woodland Conference Meet |
| 37. | 17:09.8 | David Gedymin | 12 | Oconomowoc(1-6) | 10/2/2008 | Mukwonago Invite |
| 38. | 17:10.0 | Vikram Purewal | 10 | Brookfield Academy(3-8) | 10/18/2008 | Midwest Classic Confernce Meet |
| 39. | 17:11.6 | Zack Hodgeson | 10 | Brookfield East(1-8) | 10/18/2008 | Greater Metro Conference Meet |
| 40. | 17:13.2 | Chris Doyle | 12 | Waukesha South(1-9) | 10/25/2008 | Division 1 Sectional 9 |
| 41. | 17:15.4 | Carl Brandstaetter | 9 | Brookfield East(1-8) | 10/18/2008 | Greater Metro Conference Meet |
| 42. | 17:16.0 | Chris Roehrborn | 12 | Oconomowoc(1-6) | 10/16/2008 | Wisconsin Little Ten Conference Meet |
| 43. | 17:18.1 | Ryan Worden | 9 | Waukesha West(1-9) | 11/1/2008 | Division 1 State |
| 44. | 17:20.0 | Evan Cooper | 12 | Kettle Moraine(1-9) | 10/2/2008 | Mukwonago Invite |
| 45. | 17:21.0 | Eric Knutson | 11 | Brookfield Central(1-8) | 10/4/2008 | Eagle Invite |
| 46. | 17:22.0 | Brandon Fraleigh | 10 | New Berlin Eisenhower(2-8) | 10/4/2008 | Eagle Invite |
| 47. | 17:22.5 | Sam Poser | 10 | Brookfield Central(1-8) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 48. | 17:22.9 | Brian Drout | 11 | Kettle Moraine(1-9) | 10/2/2008 | Mukwonago Invite |
| 49. | 17:24.0 | Matt Champan | 11 | Waukesha West(1-9) | 10/4/2008 | Eagle Invite |
| 50. | 17:24.4 | Bryan Long | 10 | Waukesha North(1-9) | 10/4/2008 | Cudahy Purgold Invite |
| 1. | 16:25.0 | Kyle Warras | 10 | Waukesha West(1-9) | 10/4/2008 | Eagle Invite |
| 2. | 16:41.0 | Mike O'Connor | 10 | Muskego(1-10) | 10/4/2008 | Eagle Invite |
| 3. | 17:09.2 | Josh Martin | 10 | Pewaukee(2-7) | 10/17/2008 | Woodland Conference Meet |
| 4. | 17:10.0 | Vikram Purewal | 10 | Brookfield Academy(3-8) | 10/18/2008 | Midwest Classic Confernce Meet |
| 5. | 17:11.6 | Zack Hodgeson | 10 | Brookfield East(1-8) | 10/18/2008 | Greater Metro Conference Meet |
| 6. | 17:22.0 | Brandon Fraleigh | 10 | New Berlin Eisenhower(2-8) | 10/4/2008 | Eagle Invite |
| 7. | 17:22.5 | Sam Poser | 10 | Brookfield Central(1-8) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 8. | 17:24.4 | Bryan Long | 10 | Waukesha North(1-9) | 10/4/2008 | Cudahy Purgold Invite |
| 9. | 17:39.0 | Nick Linnan | 10 | Arrowhead(1-7) | 10/4/2008 | Eagle Invite |
| 10. | 17:39.2 | Jack Clayton | 10 | Waukesha South(1-9) | 10/4/2008 | Burlington Chocolate City Invite |
| 11. | 17:41.5 | Don Kennedy | 10 | Catholic Memorial(2-7) | 11/1/2008 | Division 2 State |
| 12. | 17:46.0 | Austin Hackney | 10 | Muskego(1-10) | 10/4/2008 | Eagle Invite |
| 13. | 17:46.6 | Alex Caffentzis | 10 | Pewaukee(2-7) | 10/17/2008 | Woodland Conference Meet |
| 14. | 17:51.9 | Robbie Greco | 10 | Brookfield Central(1-8) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 15. | 17:54.8 | Alec Eberhardt | 10 | Arrowhead(1-7) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 16. | 17:56.1 | Chris Cisneros | 10 | Waukesha North(1-9) | 10/25/2008 | Division 1 Sectional 9 |
| 17. | 18:00.6 | Andrew Gilhart | 10 | Waukesha South(1-9) | 10/4/2008 | Burlington Chocolate City Invite |
| 18. | 18:03.0 | Mike Fox | 10 | Arrowhead(1-7) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 19. | 18:12.2 | Chris Czech | 10 | Pewaukee(2-7) | 10/17/2008 | Woodland Conference Meet |
| 20. | 18:12.9 | David Kelly | 10 | Arrowhead(1-7) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 21. | 18:14.0 | Seth Leinbach | 10 | Sussex Hamilton(1-7) | 10/18/2008 | Greater Metro Conference Meet |
| 22. | 18:14.9 | Zac Hopp | 10 | Muskego(1-10) | 10/18/2008 | Southeastern Conference Meet |
| 23. | 18:15.2 | Cole McKenna | 10 | Brookfield East(1-8) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 24. | 18:20.6 | Nick Rudd | 10 | Muskego(1-10) | 10/18/2008 | Southeastern Conference Meet |
| 25. | 18:21.5 | Corbin Schultz | 10 | Pewaukee(2-7) | 10/17/2008 | Woodland Conference Meet |
| 1. | 16:41.0 | Russell Sandvold | 9 | Arrowhead(1-7) | 10/4/2008 | Eagle Invite |
| 2. | 17:15.4 | Carl Brandstaetter | 9 | Brookfield East(1-8) | 10/18/2008 | Greater Metro Conference Meet |
| 3. | 17:18.1 | Ryan Worden | 9 | Waukesha West(1-9) | 11/1/2008 | Division 1 State |
| 4. | 17:39.8 | Wesley Vann | 9 | Brookfield Central(1-8) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 5. | 18:01.1 | John Hougard | 9 | Kettle Moraine(1-9) | 10/2/2008 | Mukwonago Invite |
| 6. | 18:06.0 | Dan McKee | 9 | Sussex Hamilton(1-7) | 10/18/2008 | Greater Metro Conference Meet |
| 7. | 18:07.6 | Jordan Daul | 9 | Pewaukee(2-7) | 10/17/2008 | Woodland Conference Meet |
| 8. | 18:18.6 | Patrick Delaney | 9 | New Berlin West(2-8) | 10/17/2008 | Woodland Conference Meet |
| 9. | 18:19.0 | Cullen Schuh | 9 | Mukwonago(1-9) | 10/18/2008 | Classic 8 Conference Meet |
| 10. | 18:21.0 | Joe Blommel | 9 | Muskego(1-10) | 10/4/2008 | Eagle Invite |
| 11. | 18:29.1 | John Grunwaldt | 9 | Pewaukee(2-7) | 10/17/2008 | Woodland Conference Meet |
| 12. | 18:31.1 | Kyle Lewin | 9 | Arrowhead(1-7) | 10/10/2008 | Wisconsin Lutheran Viking Invite |
| 13. | 18:31.7 | Gabe Poser | 9 | Brookfield Central(1-8) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 14. | 18:32.0 | Nathan Hills | 9 | Oconomowoc(1-6) | 10/2/2008 | Mukwonago Invite |
| 15. | 18:34.5 | Scott Wolter | 9 | Pewaukee(2-7) | 10/17/2008 | Woodland Conference Meet |
| 16. | 18:36.2 | Stephen Matthias | 9 | Sheboygan North(1-4) | 10/3/2008 | Fond du Lac Relays |
| 17. | 18:37.0 | Jared Laufer | 9 | Waukesha West(1-9) | 10/4/2008 | Eagle Invite |
| 18. | 18:37.8 | David Zielinski | 9 | Muskego(1-10) | 10/18/2008 | Southeastern Conference Meet |
| 19. | 18:38.1 | Jon Carlson | 9 | Mukwonago(1-9) | 10/2/2008 | Mukwonago Invite |
| 20. | 18:45.7 | Kendall Cook | 9 | Brookfield East(1-8) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 21. | 18:52.4 | Danny Buck | 9 | Brookfield Central(1-8) | 10/23/2008 | Future Champions @ Menomonee Falls |
| 22. | 18:56.2 | Kevin Kashian | 9 | Brookfield East(1-8) | 9/27/2008 | Manitowoc Nikolai Invite |
| 23. | 18:58.6 | Adam Joerres | 9 | Muskego(1-10) | 10/18/2008 | Southeastern Conference Meet |
| 24. | 18:59.9 | Greg Gamroth | 9 | Kettle Moraine(1-9) | 10/2/2008 | Mukwonago Invite |