| Type: | AFL pre-season competition |
| Year: | 1999 |
| Teams: | 16 |
| Count: | 3rd |
| Matches: | 15 |
| Attendance: | 274488 |
| Michael Tuck Medallist: | Paul Salmon |
The 1999 AFL Ansett Australia Cup was the Australian Football League Pre-season Cup competition played in its entirety before the Australian Football League's 1999 Premiership Season began. It culminated the final in March 1999.
|- bgcolor="#CCCCFF"| Home team| Home team score| Away team| Away team score| Ground| Crowd| Date| Time|- bgcolor="#FFFFFF"| | 7.8 (50) | | 14.12 (96)| Subiaco Oval | 12,088| Thursday 11 February 1999| 6:00 PM|- bgcolor="#FFFFFF"| | 12.15 (87)| | 4.4 (28)| The Gabba| 16,318| Friday, 12 February 1999| 7:00 PM|- bgcolor="#FFFFFF"| | 12.13 (85)| | 11.8 (74)| Manuka Oval| 13,313| Saturday, 13 February 1999| 5:00 PM|- bgcolor="#FFFFFF"| | 14.8 (92)| | 18.12 (120)| Marrara Oval| 14,211| Saturday, 13 February 1999| 6:00 PM|- bgcolor="#FFFFFF"| | 8.15 (63)| | 6.10 (46)| Waverley Park| 11,325| Thursday, 18 February 1999| 8:00 PM|- bgcolor="#FFFFFF"| | 8.9 (57)| | 13.15 (93)| Football Park| 40,577| Friday 19 February 1999| 8:00 PM|- bgcolor="#FFFFFF"| | 9.7 (61)| | 20.14 (134)| Waverley Park| 13,514| Saturday, 20 February 1999| 8:00 PM|- bgcolor="#FFFFFF"| | 9.6 (60)| | 12.9 (81)| Waverley Park| 16,321| Sunday, 21 February 1999| 8:00 PM
|- bgcolor="#CCCCFF"| Home team| Home team score| Away team| Away team score| Ground| Crowd| Date| Time|- bgcolor="#FFFFFF"| | 14.8 (92)| | 10.9 (69)| Waverley Park| 12,993| Monday, 22 February 1999| 8:00 PM|- bgcolor="#FFFFFF"| | 4.11 (35)| | 9.9 (63)| Waverley Park| 8,948| Thursday, 25 February 1999| 8:00 PM|- bgcolor="#FFFFFF"| | 10.7 (67)| | 16.16 (112)| Football Park| 16,935| Friday, 26 February 1999| 8:00 PM|- bgcolor="#FFFFFF"| | 13.8 (86)| | 13.17 (95)| North Hobart Oval| 7,815| Saturday, 27 February 1999| 2:00 PM
|- bgcolor="#CCCCFF"| Home team| Home team score| Away team| Away team score| Ground| Crowd| Date| Time|- bgcolor="#FFFFFF"| | 10.11 (71)| | 8.13 (61)| Waverley Park| 24,175| Friday 5 March 1999 | 8:00 PM|- bgcolor="#FFFFFF"| | 10.11 (71)| | 7.7 (49)| Melbourne Cricket Ground| 16,081| Saturday, 6 March 1999| 8:00 PM
|- bgcolor="#CCCCFF"| Home team| Home team score| Away team| Away team score| Ground| Crowd| Date| Time|- bgcolor="#FFFFFF"| | 12.11 (83)| | 5.6 (36)| Waverley Park| 49,874| Saturday March 13, 1999| 8:05 PM
1. Hawthorn
2. Port Adelaide
3. Western Bulldogs
4. St. Kilda
5. Kangaroos
6. Brisbane
7. Richmond
8. Sydney
9. Collingwood
10. Essendon
11. Melbourne
12. West Coast
13. Adelaide
14. Fremantle
15. Geelong
16. Carlton