1 March 2014
George Campbell vs. KZN Development
Pinetown vs. Port Natal
8 March 2014
Port Natal vs. George Campbell
Durban High School vs. KZN Development
11 March 2014
George Campbell vs. Pinetown
15 March 2014
Westville Boys' High vs. Glenwood
Kearsney College vs. Northwood
Hillcrest vs. George Campbell
Port Shepstone vs. Clifton
Port Natal vs. Durban High School
18 March 2014
Durban High School vs. George Campbell
22 March 2014
Glenwood vs. Michaelhouse
St. Charles College vs. Hilton College
Maritzburg College vs. Northwood
Kearsney College vs. Westville Boys' High
29 March 2014
Westville Boys' High vs. Marlow Landbou
Glenwood vs. Diocesan College
Durban High School vs. Pretoria Boys' High
Michaelhouse vs. Queen's College
Kearsney College vs. Grey Boys' High School
31 March 2014
Kearsney College vs. Pretoria Boys' High
Michaelhouse vs. Graeme College
Durban High School vs. King Edward VII
Westville Boys' High vs. Queen's College
Glenwood vs. Jeppe Boys' High
2 April 2014
Westville Boys' High vs. Jeppe Boys' High
Michaelhouse vs. Grey Boys' High School
Durban High School vs. SACS
9 April 2014
Durban High School vs. Clifton
12 April 2014
Voortrekker (Pietermaritzburg) vs. Glenwood
Maritzburg College vs. Pretoria Boys' High
Westville Boys' High vs. Durban High School
Northwood vs. George Campbell
Clifton vs. Port Natal
17 April 2014
Kearsney College vs. HTS Middelburg
Westville Boys' High vs. Nico Malan
Glenwood vs. Dale College
Northwood vs. Graeme College
19 April 2014
Kearsney College vs. Dale College
Glenwood vs. EG Jansen
Westville Boys' High vs. Grey College
Northwood vs. Menlopark
21 April 2014
Glenwood vs. Framesby
Westville Boys' High vs. Selborne College
Kearsney College vs. EG Jansen
Northwood vs. King Edward VII
26 April 2014
Westville Boys' High vs. Michaelhouse
Hilton College vs. Kearsney College
Northwood vs. Jeppe Boys' High
Durban High School vs. Parktown Boys' High
Clifton vs. St. Charles College
28 April 2014
Glenwood vs. Waterkloof (Wildeklawer)
Maritzburg College vs. Monument (Wildeklawer)
29 April 2014
St. Charles College vs. George Campbell
30 April 2014
Maritzburg College vs. Diamantveld (Wildeklawer)
Glenwood vs. Outeniqua (Wildeklawer)
3 May 2014
Michaelhouse vs. Hilton College
Kearsney College vs. St. Charles College
10 May 2014
Durban High School vs. Glenwood
Maritzburg College vs. King Edward VII
Westville Boys' High vs. Pretoria Boys' High
St. Charles College vs. Michaelhouse
Northwood vs. Hilton College
Kearsney College vs. George Campbell
Voortrekker (Pietermaritzburg) vs. Port Natal
Clifton vs. Kearsney College II
17 May 2014
Glenwood vs. George Campbell
Maritzburg College vs. Kearsney College
Westville Boys' High vs. Empangeni
Northwood vs. Michaelhouse
Hilton College vs. Durban High School
Port Natal vs. Glenwood II
Clifton vs. Pinetown
Voortrekker (Pietermaritzburg) vs. St. Charles College
20 May 2014
Durban High School vs. Michaelhouse
24 May 2014
Glenwood vs. Maritzburg College
Westville Boys' High vs. King Edward VII
Northwood vs. Durban High School
Voortrekker (Pietermaritzburg) vs. George Campbell
Richardsbaai vs. Port Natal
Clifton vs. St. Andrews (Bloemfontein)
31 May 2014
Maritzburg College vs. Hilton College
Glenwood vs. Monument
Michaelhouse vs. St. John's College
Kearsney College vs. St. Stithian's College
Port Natal vs. Northwood
George Campbell vs. Clifton
Durban High School vs. St. Charles College
7 June 2014
Hilton College vs. Glenwood
Michaelhouse vs. Maritzburg College
Port Natal vs. Westville Boys' High
Durban High School vs. Kearsney College
Northwood vs. St. Charles College
George Campbell vs. Empangeni/Richardsbaai
Port Natal vs. Westville Boys' High II
Clifton vs. Treverton
14 June 2014
Glenwood vs. Northwood
Maritzburg College vs. Durban High School
Hilton College vs. Westville Boys' High
Kearsney College vs. Michaelhouse
Clifton vs. St. Charles College
21 June 2014
Glenwood vs. Kearsney College
Westville Boys' High vs. Maritzburg College
Michaelhouse vs. St. Charles College
George Campbell vs. Hilton College
Port Natal vs. Hilton College II
Voortrekker (Pietermaritzburg) vs. Clifton
28 June 2014
Hilton College vs. Michaelhouse
26 July 2014
Glenwood vs. Grey College
Maritzburg College vs. Affies
2 August 2014
Glenwood vs. Affies
Maritzburg College vs. Pretoria Boys' High
9 August 2014
Maritzburg College vs. Glenwood
16 August 2014
Glenwood vs. KZN Development
Maritzburg College vs. Grey College