| 2008 Men's ITA vs. First Round | no result |
| Round of 128 | Aaron GendronLUT def. Joe HolguinLOR | 6-0, 6-3 |
| Round of 128 | Alex MoryUWW def. Daniel HertelLAWR | 6-2, 6-4 |
| Round of 128 | Mick PiotrowskiUWLC def. Eric RitterGRIN | 6-7 (3-7), 6-2, 1-0 (10-9) |
| Round of 128 | Danny GlinertUWW def. Mark MateskiLUT | 6-0, 6-2 |
| Round of 128 | L David NarvaezSTO def. Dillon SterleSt. Scholastica | 6-0, 6-4 |
| Round of 128 | Ashok JethwaGAC def. Lewis WilcoxMAC | 6-1, 6-3 |
| Round of 128 | Pawel SzczepkowskiSMU def. Roy WimerLAWR | 6-1, 6-1 |
| Round of 128 | Matt EdinCC def. Andy SchwenkeCART | 7-5, 6-2 |
| Round of 128 | David KoppelGAC def. Luke OdegaardSJU | 6-3, 6-3 |
| Round of 128 | Nathan FeketeUWLC def. Dawson ShaverCOE | 4-6, 6-3, 1-0 (10-6) |
| Round of 128 | Kelvin CaiatiUWW def. Caleb RayLAWR | 7-5, 6-2 |
| Round of 128 | Chris FowlerMAC def. Pat SchramkaCC | 6-2, 6-3 |
| Round of 128 | Jordan HughesCAR def. Samrissh BurmanLUT | by walkover |
| Round of 128 | L Sam RaifeGRIN def. Brian LindbergSt. Scholastica | 6-1, 6-1 |
| Round of 128 | Nate JungLUT def. Austin SveomCC | 6-2, 6-0 |
| Round of 128 | Dan VollmanCAR def. Erich PalecekUWW | 6-7 (4-7), 6-2, 1-0 (10-6) |
| Round of 128 | Charlie EdelmanMAC def. Travis FondowLAWR | 6-0, 6-0 |
| Round of 128 | Mark SteelmanSJU def. Steven PierceallSIMP | 6-2, 6-2 |
| Round of 128 | Lars OlsonUWEC def. Kirby JohnsonCC | 6-3, 6-0 |
| Round of 128 | Dylan GummGRIN def. Kyle NodarseLAWR | 6-1, 6-2 |
| Round of 128 | L Krishan JethwaGAC def. Jacob EngelstadSt. Scholastica | 6-2, 6-1 |
| Round of 128 | Knute GundersonSTO def. Max PeipkornLUT | 6-0, 6-7 (2-7), 1-0 (11-9) |
| Round of 128 | Doug MarmarUWLC def. Ali BandealiMAC | 6-2, 7-5 |
| Round of 128 | Phil LoprinziUWEC def. JT DelkCART | 6-2, 6-2 |
| Round of 128 | L Dutch HansonSJU def. Brendan AndersonSt. Scholastica | 6-3, 6-3 |
| Round of 128 | Peter WrightGAC def. Nick Hubbard-PetersSTO | 6-3, 6-4 |
| Round of 128 | Jordan SwansonCC def. Chris GhramLAWR | 6-3, 6-1 |
| Round of 128 | Greg JanssenCOE def. Justin MargoliesMAC | 6-3, 6-1 |
| 2008 Men's ITA vs. Second Round | no result |
| Round of 64 | John Kauss#1GAC def. Aaron GendronLUT | 6-2, 6-0 |
| Round of 64 | Kevin GoihlSJU def. Paul MairetMAC | by walkover |
| Round of 64 | Peter Dunn#19CARL def. Alex MoryUWW | 6-2, 6-1 |
| Round of 64 | Nick PiotrowskiUWLC def. Kevin Fawcett#16UWEC | 6-4, 6-3 |
| Round of 64 | Sammy Ramoni#10CART def. Scott StegemannCOE | 6-4, 6-0 |
| Round of 64 | Danny GlinertUWW def. Daniel PomerancGAC | 6-1, 6-4 |
| Round of 64 | Ashok JethwaGAC def. David NarvaezSTO | by walkover |
| Round of 64 | Max Busch#7LUT def. Pawel SzczepkowskiSMU | 6-0, 6-0 |
| Round of 64 | Juan Carlos Perez Bo#5GRIN def. Matt EdinCC | 6-1, 6-3 |
| Round of 64 | Thomas OrserLUT def. David KoppelGAC | 6-4, 3-6, 1-0 (10-4) |
| Round of 64 | Kevin Stickney#17GAC def. Nathan FeketeUWLC | 6-1, 7-5 |
| Round of 64 | Winston Park#11CAR def. Kelvin CaiatiUWW | 6-0, 6-1 |
| Round of 64 | Patrick ClarkGAC def. Joey Lakelma#13COE | 6-7, 6-2, 1-0 (10-7) |
| Round of 64 | Chris FowlerMAC def. Brain TollySTO | 6-2, 6-3 |
| Round of 64 | Steve LantzUWEC def. Jordan HUghesCAR | 7-5, 6-3 |
| Round of 64 | Alex Lowe#4UWW def. Sam RaifeGRIN | 6-1, 6-2 |
| Round of 64 | Dan LaFountaine#3GRIN def. Nate JungLUT | 6-1, 6-1 |
| Round of 64 | Dan VollmanCAR def. Joey Van LieshoutUWLC | 3-6, 6-4, 1-0 (10-6) |
| Round of 64 | Nick Hansen#20GAC def. Charlie EdelmanMAC | 6-4, 6-4 |
| Round of 64 | Harry Whiteley#15LUT def. Mark SteelmanSJU | 6-3, 2-6, 1-0 (10-5) |
| Round of 64 | Jack Schiro#12CART def. Lars OlsonUWEC | 6-4, 3-6, 1-0 (10-6) |
| Round of 64 | Krishan JethwaGAC def. Dylan GummGRIN | 6-2, 6-2 |
| Round of 64 | Knute GundersenSTO def. Ryan King#22COE | 2-6, 7-5, 1-0 (11-9) |
| Round of 64 | Mike Burdakin#6GAC def. Michael ColemanMAC | 6-0, 6-2 |
| Round of 64 | Charlie Paukert#8GAC def. Doug MarmarUWLC | 6-0, 6-1 |
| Round of 64 | Jon ArandaCAR def. Utsab RijalLUT | by walkover |
| Round of 64 | Mike Harmatys#21UWW def. Phil LoprinziUWEC | 3-6, 6-4, 1-0 (10-4) |
| Round of 64 | Ryan Dunn#9LAWR def. Dutch HansonSJU | 6-2, 5-7, 1-0 (10-1) |
| Round of 64 | Nate Fox#14GRIN def. Timmy MollerUWW | 6-4, 7-5 |
| Round of 64 | Paul VickersUWLC def. Peter WrightGAC | 2-6, 7-5, 1-0 (10-7) |
| Round of 64 | Scott Sundstrom#18LUT def. Jordan SwansonCC | 6-0, 6-0 |
| Round of 64 | Colin Russell#2CARL def. Greg JanssenCOE | 7-5, 6-3 |
| 2008 Men's ITA vs. Thid Round | no result |
| Round of 32 | John Kauss#1GAC def. Kevin GoihlSJU | 6-0, 6-0 |
| Round of 32 | Peter Dunn#19CAR def. Nick PiotrowskiUWLC | 6-3, 3-3, retired |
| Round of 32 | Sammy Ramoni#10CART def. Danny GlinertUWW | 0-6, 6-3, 1-0 (10-4) |
| Round of 32 | Ashok JethwaGAC def. Max Busch#7LUT | 7-5, 6-1 |
| Round of 32 | Juan Carlos Perez#5GRIN def. Thomas OrserLUT | 7-5, 6-3 |
| Round of 32 | Kevin Stickney#17GAC def. Winston Park#11CAR | 6-3, 6-1 |
| Round of 32 | Patrick ClarkGAC def. Chris FowlerMAC | 6-2, 6-0 |
| Round of 32 | Alex Lowe#4UWW def. Steve LantzUWEC | 6-4, 6-1 |
| Round of 32 | Dan LaFountaine#3GRIN def. Dan VollmanCAR | 6-2, 4-6, 1-0 (10-7) |
| Round of 32 | Harry Whiteley#15LUT def. Nick Hansen#20GAC | 6-1, 7-5 |
| Round of 32 | Jack Schiro#12CART def. Krishan JethwaGAC | 6-2, 6-2 |
| Round of 32 | Mike Burdakin#6GAC def. Knute GundersonSTO | 3-0, retired |
| Round of 32 | Charlie Paukert#8GAC def. Jon ArandaCAR | 6-2, 6-4 |
| Round of 32 | Mike Harmatys#21UWW def. Ryan Dunn#9LAWR | 7-6 (7-5), 6-2 |
| Round of 32 | Nate Fox#14GRIN def. Paul VickersUWLC | 1-6, 6-3, 1-0 (12-10) |
| Round of 32 | Scott Sundstrom#18LUT def. Colin Russell#2CAR | 6-1, 6-1 |
| 2008 Men's ITA vs. Fourth Round | no result |
| Round of 16 | John Kauss#1GAC def. Peter Dunn#19CAR | 6-1, 6-1 |
| Round of 16 | Sammy Ramoni#10CART def. Ashok JethwaGAC | 6-3, 6-4 |
| Round of 16 | Juan Carlos Perez Bo#5GRIN def. Kevin Stickney#17GAC | 6-4, 6-3 |
| Round of 16 | Alex Lowe#4UWW def. Patrick ClarkGAC | 6-1, 6-2 |
| Round of 16 | Harry Whiteley#15LUT def. Dan LaFountaine#3GRIN | 1-6, 6-2, 7-5 |
| Round of 16 | Mike Burdakin#6GAC def. Jack Schiro#12CART | 6-1, 6-1 |
| Round of 16 | Charlie Paukert#8GAC def. Mike Hermatys#21UWW | 6-1, 6-1 |
| Round of 16 | Scott Sundstrom#18LUT def. Nate Fox#14GRIN | 6-7 (2-7), 6-2, 6-2 |
| 2008 Men's ITA vs. Quarterfinal | no result |
| Quarterfinal | John Kauss#1GAC def. Sammy Ramoni#10CART | 6-1, 6-0 |
| Quarterfinal | Juan Carlos Perez Bo#5GRIN def. Alex Lowe#4UWW | 6-2, 6-4 |
| Quarterfinal | Mike Burdakin#6GAC def. Harry Whiteley#15LUT | 6-0, 6-3 |
| Quarterfinal | Charlie Paukert#8GAC def. Scott Sundstrom#18LUT | 7-5, 4-6, 6-2 |
| 2008 Men's ITA vs. Semifinal | no result |
| Semifinal | John Kauss#1GAC def. Juan Carlos Perez Bo#5GRIN | 6-1, 6-1 |
| Semifinal | Charlie Paukert#8GAC def. Mike Burdakin#6GAC | 6-2, 6-3 |
| 2008 Men's ITA vs. Championship | no result |
| Consolation | John Kauss#1GAC def. Charlie Paukert#8GAC | 6-3, 6-2 |