| Sectional 1
 @ Burr Ridge Middle School | 
| Host: Burr Ridge MS Date: Wednesday, February 12, 2014
 | 
| Dolton Lincoln
 (18-2)
 vs. 
Dixmoor Rosa Parks
 (19-3) | 
| Regional 1 | Dolton Lincoln
 def. Calumet City Schrum
, 39-26 | 
| Regional 2 | Dixmoor Rosa Parks
 def. Burr Ridge MS
, 58-52 | 
| Sectional 2
 @ Washington Central Intermediate | 
| Host: Washington Central Date: Wednesday, February 12, 2014
 | 
| Eureka
 (15-7)
 vs. 
Washington Central
 (16-4) | 
| Regional 3 | Eureka
 def. El Paso-Gridley
, 27-22 | 
| Regional 4 | Washington Central
 def. Washington MS
, 45-34 | 
| Sectional 3
 @ Farmington Central | 
| Host: Farmington Central Date: Wednesday, February 12, 2014
 | 
| Peoria Quest
 (15-2)
 vs. 
Bushnell-Prairie City
 (20-3) | 
| Regional 5 | Peoria Quest
 def. Farmington Central
, 37-32 | 
| Regional 6 | Bushnell-Prairie City
 def. Joy Mercer County
, 54-25 | 
| Sectional 4
 @ Iroquois West Middle School | 
| Host: Onarga Iroquois West Date: Wednesday, February 12, 2014
 | 
| Momence JHS
 (15-5)
 vs. 
Hoopeston Area
 (22-1) | 
| Regional 7 | Momence JHS
 def. Watseka Glenn Raymond
, 32-31 | 
| Regional 8 | Hoopeston Area
 def. St. Joseph
, 39-19 | 
| Sectional 5
 @ Monticello | 
| Host: Monticello Date: Wednesday, February 12, 2014
 | 
| Warrensburg-Latham
 (9-10)
 vs. 
Monticello
 (23-1) | 
| Regional 9 | Warrensburg-Latham
 def. Assumption Central A & M
, 36-33 | 
| Regional 10 | Monticello
 def. Clinton
, 43-26 | 
| Sectional 6
 @ Pikeland Community School | 
| Host: Pittsfield Pikeland Date: Wednesday, February 12, 2014
 | 
| Williamsville
 (16-8)
 vs. 
Quincy Blessed Sacrament
 (11-9) | 
| Regional 11 | Williamsville
 def. Athens
, 32-25 | 
| Regional 12 | Quincy Blessed Sacrament
 def. Mendon Unity
, 46-26 | 
| Sectional 7
 @ Sullivan High School Gym | 
| Host: Sullivan Date: Wednesday, February 12, 2014
 | 
| Marshall JHS
 (12-10)
 vs. 
Teutopolis
 (16-6) | 
| Regional 13 | Marshall JHS
 def. Casey-Westfield
, 38-37 | 
| Regional 14 | Teutopolis
 def. Shelbyville Moulton
, 40-21 | 
| Sectional 8
 @ Vandalia Junior High School | 
| Host: Vandalia Date: Wednesday, February 12, 2014
 | 
| Vandalia
 (18-3)
 vs. 
Piasa Southwestern
 (22-2) | 
| Regional 15 | Vandalia
 def. Greenville
, 41-38 | 
| Regional 16 | Piasa Southwestern
 def. Auburn JHS at Divernon
, 51-29 |