Last updated at 10:40 p.m. on Saturday, November 29, 2008.
| The Road to Champaign | |||||
| First Round | Second Round | Quarterfinals | Semifinals | Finals | Champion |
| (1) Bartlett (9-0) | (1) Bartlett (10-0) 10-7 |
(1) Bartlett (11-0) 21-7 |
(1) Bartlett (12-0) 38-35 |
Park Ridge (Maine South) 23-6 |
Park Ridge (Maine South) 41-21 |
| (16) Niles (Notre Dame) (5-4) | |||||
| (8) Palatine (Fremd) (7-2) | (8) Palatine (Fremd) (8-2) 24-7 |
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| (9) Palatine (H.S.) (7-2) | |||||
| (4) @ Glenview (Glenbrook South) (8-1) | (13) Schaumburg (H.S.) (6-4) 20-16 |
(13) Schaumburg (H.S.) (7-4) 55-21 |
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| (13) Schaumburg (H.S.) (5-4) | |||||
| (5) Gurnee (Warren) (8-1) | (5) Gurnee (Warren) (9-1) 21-9 |
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| (12) Elmhurst (York) (6-3) | |||||
| (2) Park Ridge (Maine South) (9-0) | (2) Park Ridge (Maine South) (10-0) 63-29 |
(2) Park Ridge (Maine South) (11-0) 26-7 |
(2) Park Ridge (Maine South) (12-0) 42-0 |
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| (15) Lincolnshire (Stevenson) (5-4) | |||||
| (7) Wilmette (Loyola Academy) (7-2) | (7) Wilmette (Loyola Academy) (8-2) 26-14 |
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| (10) Carol Stream (Glenbard North) (6-3) | |||||
| (3) @ Chicago (Lane) (8-1) | (14) Winnetka (New Trier) (6-4) 31-10 |
(6) Barrington (9-2) 7-2 |
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| (14) Winnetka (New Trier) (5-4) | |||||
| (6) Barrington (7-2) | (6) Barrington (8-2) 21-14 |
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| (11) Chicago (St. Patrick) (6-3) | |||||
| (1) Bolingbrook (9-0) | (1) Bolingbrook (10-0) 62-13 |
(9) Hinsdale (Central) (9-2) 35-14 |
(9) Hinsdale (Central) (10-2) 17-14 |
Hinsdale (Central) 24-21 |
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| (16) Chicago (Curie) (5-4) | |||||
| (8) @ Downers Grove (South) (7-2) | (9) Hinsdale (Central) (8-2) 46-12 |
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| (9) Hinsdale (Central) (7-2) | |||||
| (4) @ Plainfield (Central) (8-1) | (13) Belleville (East) (7-3) 17-15 |
(5) Chicago (Brother Rice) (9-2) 9-7 |
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| (13) Belleville (East) (6-3) | |||||
| (5) Chicago (Brother Rice) (7-2) | (5) Chicago (Brother Rice) (8-2) 44-6 |
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| (12) Orland Park (Sandburg) (6-3) | |||||
| (2) Naperville (North) (9-0) | (2) Naperville (North) (10-0) 42-16 |
(7) Chicago (Marist) (9-2) 28-25 |
(6) Chicago (Mt. Carmel) (10-2) 42-7 |
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| (15) Chicago (Simeon) (6-3) | |||||
| (7) Chicago (Marist) (7-2) | (7) Chicago (Marist) (8-2) 42-21 |
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| (10) New Lenox (Lincoln-Way Central) (6-3) | |||||
| (3) Frankfort (Lincoln-Way East) (8-1) | (3) Frankfort (Lincoln-Way East) (9-1) 35-17 |
(6) Chicago (Mt. Carmel) (9-2) 34-31 |
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| (14) Aurora (Waubonsie Valley) (6-3) | |||||
| (6) Chicago (Mt. Carmel) (7-2) | (6) Chicago (Mt. Carmel) (8-2) 42-21 |
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| (11) Naperville (Central) (6-3) |