| Sectional 1
 @ Burr Ridge Middle School | 
| Host: Burr Ridge MS Date: Wednesday, February 05, 2014
 | 
| Dolton Lincoln
 (9-3)
 vs. 
Burr Ridge MS
 (15-5) | 
| Regional 1 | Dolton Lincoln
 def. South Holland McKinley
, 46-44 | 
| Regional 2 | Burr Ridge MS
 def. Morris Shabbona
, 35-31 | 
| Sectional 2
 @ Metamora Grade School | 
| Host: Metamora GS Date: Wednesday, February 05, 2014
 | 
| Metamora GS
 (21-2)
 vs. 
Washington Central
 (19-0) | 
| Regional 3 | Metamora GS
 def. Wenona Fieldcrest
, 36-32 | 
| Regional 4 | Washington Central
 def. Washington MS
, 35-25 | 
| Sectional 3
 @ Farmington Central | 
| Host: Farmington Central Date: Thursday, February 06, 2014
 | 
| Glasford Illini Bluffs
 (21-3)
 vs. 
Monmouth-Roseville JHS
 (20-1) | 
| Regional 5 | Glasford Illini Bluffs
 def. Farmington Central
, 43-31 | 
| Regional 6 | Monmouth-Roseville JHS
 def. Avon Abingdon Avon
, 46-39 | 
| Sectional 4
 @ GCMS Middle School | 
| Host: Gibson City GCMS Date: Thursday, February 06, 2014
 | 
| Watseka Glenn Raymond
 (12-4)
 vs. 
Gibson City GCMS
 (21-0) | 
| Regional 7 | Watseka Glenn Raymond
 def. Clifton Nash
, 29-11 | 
| Regional 8 | Gibson City GCMS
 def. Danville Oakwood
, 54-15 | 
| Sectional 5
 @ Warrensburg-Latham | 
| Host: Warrensburg-Latham Date: Thursday, February 06, 2014
 | 
| Warrensburg-Latham
 (19-0)
 vs. 
Monticello
 (15-2) | 
| Regional 9 | Warrensburg-Latham
 def. Pana JHS
, 46-27 | 
| Regional 10 | Monticello
 def. Downs Tri-Valley
, 51-48 | 
| Sectional 6
 @ Pikeland Community School | 
| Host: Pittsfield Pikeland Date: Thursday, February 06, 2014
 | 
| Williamsville
 (18-2)
 vs. 
Quincy Blessed Sacrament
 (16-3) | 
| Regional 11 | Williamsville
 def. Pleasant Plains
, 30-21 | 
| Regional 12 | Quincy Blessed Sacrament
 def. Camp Point Central
, 32-29 | 
| Sectional 7
 @ Marshall Junior High | 
| Host: Marshall JHS Date: Friday, February 07, 2014
 | 
| Bridgeport Red Hill
 (17-1)
 vs. 
Teutopolis
 (15-5) | 
| Regional 13 | Bridgeport Red Hill
 def. Marshall JHS
, 45-35 | 
| Regional 14 | Teutopolis
 def. Toledo Cumberland
, 30-24 | 
| Sectional 8
 @ Hillsboro Junior High | 
| Host: Hillsboro Date: Thursday, February 06, 2014
 | 
| Hillsboro
 (17-2)
 vs. 
Auburn JHS at Divernon
 (18-5) | 
| Regional 15 | Hillsboro
 def. Greenville
, 38-27 | 
| Regional 16 | Auburn JHS at Divernon
 def. Piasa Southwestern
, 41-34 |