87th Grey Cup|  | 
| 
| Hamilton Tiger-Cats | Calgary Stampeders |  
| (11–7) | (12–6) |  
| 32 | 21 |  
| Head coach: 
 | Head coach: 
 |  | 
| 
|  |  |  |  |  | Total |  
| Hamilton Tiger-Cats | 10 | 11 | 4 | 7 | 32 |  
| Calgary Stampeders | 0 | 0 | 14 | 7 | 21 |  | 
| Date | November 28, 1999 | 
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| Stadium | BC Place Stadium | 
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| Location | Vancouver | 
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| Most Valuable Player | Danny McManus, QB (Tiger-Cats) | 
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| Most Valuable Canadian | Mike Morreale, SB (Tiger-Cats) | 
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| Referee | Ken Lazaruk | 
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| Attendance | 45,118 | 
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|
| Network | CBC, RDS | 
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| Announcers | (CBC) Steve Armitage, Chris Cuthbert, Mark Lee, Chris Walby, Brian Williams, Glen Suitor, Brenda Irving | 
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|  | 
The 87th Grey Cup (Canadian Football League championship) was held in 1999 in Vancouver.  The Hamilton Tiger-Cats won the game 32–21 over the Calgary Stampeders in a rematch of the previous year's 86th Grey Cup.