| Year Game Played: | 1999 |
| Game Name: | Insight.com Bowl |
| Football Season: | 1999 |
| Visitor Name Short: | Colorado |
| Visitor Nickname: | Buffaloes |
| Visitor School: | University of Colorado |
| Home Name Short: | Boston College |
| Home Nickname: | Eagles |
| Home School: | Boston College |
| Visitor Record: | 6 - 5 |
| Visitor Conference: | Big 12 |
| Home Record: | 8 - 3 |
| Home Conference: | Big East |
| Visitor Coach: | Gary Barnett |
| Home Coach: | Tom O'Brien |
| Home Rank Ap: | 25 |
| Home Rank Coaches: | 22 |
| Visitor 1Q: | 21 |
| Visitor 2Q: | 24 |
| Visitor 3Q: | 10 |
| Visitor 4Q: | 7 |
| Home 1Q: | 0 |
| Home 2Q: | 7 |
| Home 3Q: | 7 |
| Home 4Q: | 14 |
| Date Game Played: | December 31 |
| Stadium: | Arizona Stadium |
| City: | Tucson, Arizona |
| Attendance: | 35,762 |
The 1999 Insight.com Bowl was the 11th edition of the game. It featured the Colorado Buffaloes and the Boston College Eagles.
Colorado started off with a 10-yard touchdown run from Cortlen Johnson thus making it 7 - 0 Colorado. Mike Moschetti's 2 yard touchdown run made it 14 - 0. Colorado's Jason Sykes intercepted a Boston College pass, and returned it 29 yards for a touchdown, making it 21-0 Colorado, to close the 1st quarter scoring.
In the second quarter, Colorado's Rashidi Barnes intercepted a Boston College pass, and returned it 21 yards for a touchdown, making it 28-0. Ben Kelly later scored on an 88-yard punt return for Colorado giving them a 35-0 lead. With Colorado driving again, Boston College's George White intercepted a Colorado pass and returned it 78 yards for a score making it 35 - 7. Cortlen Johnson added a 2-yard touchdown for Colorado to make it 42 - 7. Jeremy Aldrich's 26 yard field goal made it 45 - 7 Colorado at the half.
In the third quarter, Jeremy Aldrich drilled a 21-yard field goal, making the score 48 - 7 Colorado. Boston College's Bryan Ardnt recovered a fumble in the end zone to make it 48 - 14. Colorado's Roman Hollowell scored on an 18-yard touchdown run to make it 55 - 14 Colorado at the end of three quarters.
Colorado's Zac Colvin rushed 4 yards for a touchdown to make it 62 - 14. Boston College's Tim Hasselbeck threw a 2-yard touchdown pass to Jamal Burke to make it 62 - 21. Doug Bessette scored on a 9-yard return of a blocked punt for Boston College, to make the final score 62 - 28.
Colorado's 62 points was an Insight Bowl record. Boston College won eight straight bowl games after this loss.