| Number: | 27 |
| Type: | Grey Cup |
| Date: | December 9, 1939 |
| Stadium: | Lansdowne Park |
| City: | Ottawa |
| Visitor Name: | Winnipeg Blue Bombers |
| Visitor Colour: | Winnipeg Blue Bombers |
| Home Name: | Ottawa Rough Riders |
| Home Colour: | Ottawa Rough Riders |
| Visitor Coach: | Reg Threlfall |
| Home Coach: | Ross Trimble |
| Visitor Record: | 10–2 |
| Home Record: | 5–1 |
| Visitor1: | 5 |
| Visitor2: | 1 |
| Visitor3: | 0 |
| Visitor4: | 2 |
| Home1: | 6 |
| Home2: | 0 |
| Home3: | 0 |
| Home4: | 1 |
| Attendance: | 11,738 |
The 27th Grey Cup was played on December 9, 1939, before 11,738 fans at Lansdowne Park at Ottawa.
The Winnipeg Blue Bombers defeated the Ottawa Rough Riders 8–7. The weekend of the match saw very low temperatures so the night before the game the groundskeepers attempted to warm the playing surface by lighting hundreds of litres of gasoline, nevertheless, the field was frozen again the next day.[1]