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Wednesday, July 7, 1999 - 9:30PM
Saskatchewan Roughriders  18  vs
Calgary Stampeders  28
at McMahon Stadium, Calgary, Alberta
Head To Head for:
Saskatchewan vs Calgary
Friday, July 16, 1999 - 9:00PM
Saskatchewan Roughriders  6  vs
Edmonton Eskimos  39
at Commonwealth Stadium, Edmonton, Alberta
Head To Head for:
Saskatchewan vs Edmonton
Friday, July 23, 1999 - 10:00PM
BC Lions  32  vs
Saskatchewan Roughriders  21
at Taylor Field, Regina, Saskatchewan
Head To Head for:
BC vs Saskatchewan
Friday, July 30, 1999 - 10:00PM
Toronto Argonauts  15  vs
Saskatchewan Roughriders  20
at Taylor Field, Regina, Saskatchewan
Head To Head for:
Toronto vs Saskatchewan
Thursday, August 5, 1999 - 7:30PM
Saskatchewan Roughriders  17  vs
Hamilton Tiger-Cats  63
at Ivor Wynne Stadium, Hamilton, Ontario
Head To Head for:
Saskatchewan vs Hamilton
Friday, August 13, 1999 - 10:00PM
Calgary Stampeders  37  vs
Saskatchewan Roughriders  22
at Taylor Field, Regina, Saskatchewan
Head To Head for:
Calgary vs Saskatchewan
Friday, August 20, 1999 - 10:00PM
Edmonton Eskimos  27  vs
Saskatchewan Roughriders  29
at Taylor Field, Regina, Saskatchewan
Head To Head for:
Edmonton vs Saskatchewan
Thursday, August 26, 1999 - 10:30PM
Saskatchewan Roughriders  21  vs
BC Lions  28
at B.C. Place Stadium, Vancouver, British Columbia
Head To Head for:
Saskatchewan vs BC
Sunday, September 5, 1999 - 5:00PM
Winnipeg Blue Bombers  17  vs
Saskatchewan Roughriders  42
at Taylor Field, Regina, Saskatchewan
Head To Head for:
Winnipeg vs Saskatchewan
Saturday, September 11, 1999 - 3:00PM
Saskatchewan Roughriders  3  vs
Toronto Argonauts  28
at Skydome, Toronto, Ontario
Head To Head for:
Saskatchewan vs Toronto
Friday, September 17, 1999 - 10:00PM
Edmonton Eskimos  41  vs
Saskatchewan Roughriders  38
at Taylor Field, Regina, Saskatchewan
Head To Head for:
Edmonton vs Saskatchewan
Friday, September 24, 1999 - 8:30PM
Saskatchewan Roughriders  18  vs
Winnipeg Blue Bombers  24
at Winnipeg Stadium, Winnipeg, Manitoba
Head To Head for:
Saskatchewan vs Winnipeg
Sunday, October 3, 1999 - 5:00PM
Montreal Alouettes  41  vs
Saskatchewan Roughriders  26
at Taylor Field, Regina, Saskatchewan
Head To Head for:
Montreal vs Saskatchewan
Monday, October 11, 1999 - 1:00PM
Saskatchewan Roughriders  7  vs
Montreal Alouettes  43
at Percival Molson Memorial Stadium, Montreal, Quebec
Head To Head for:
Saskatchewan vs Montreal
Sunday, October 17, 1999 - 5:00PM
Calgary Stampeders  34  vs
Saskatchewan Roughriders  31
at Taylor Field, Regina, Saskatchewan
Head To Head for:
Calgary vs Saskatchewan
Sunday, October 24, 1999 - 5:00PM
Hamilton Tiger-Cats  42  vs
Saskatchewan Roughriders  12
at Taylor Field, Regina, Saskatchewan
Head To Head for:
Hamilton vs Saskatchewan
Saturday, October 30, 1999 - 3:00PM
Saskatchewan Roughriders  21  vs
Edmonton Eskimos  34
at Commonwealth Stadium, Edmonton, Alberta
Head To Head for:
Saskatchewan vs Edmonton
Friday, November 5, 1999 - 10:30PM
Saskatchewan Roughriders  18  vs
BC Lions  19
at B.C. Place Stadium, Vancouver, British Columbia
Head To Head for:
Saskatchewan vs BC