| Club: | Hawthorn Football Club |
| Season: | 1999 |
| President: | Ian Dicker |
| Coach: | Ken Judge |
| Captain: | Shane Crawford |
| Home Ground: | Waverley Park |
| Regularseason Comp: | AFL season |
| Regularseason Result: | 10–11–1 (9th) |
| Finals Series: | Finals series |
| Finals Result: | Did not qualify |
| Club B&Amp;F: | Best and Fairest |
| Best And Fairest: | Shane Crawford |
| Leading Goalscorer: | Aaron Lord (42) |
| Highest Attendance: | 72,130 (Round 22 vs.) |
| Lowest Attendance: | 13,941 (Round 18 vs.) |
| Average Attendance: | 34,863 |
| Prevseason: | 1998 |
| Nextseason: | 2000 |
The 1999 season was the Hawthorn Football Club's 75th season in the Australian Football League and 98th overall.
| Rd | Date and local time | Opponent | Scores (Hawthorn's scores indicated in bold) | Venue | Attendance | Record | |||
|---|---|---|---|---|---|---|---|---|---|
| Home | Away | Result | |||||||
| 1 | Sunday, 28 March (2:10 pm) | 8.11 (59) | 10.14 (74) | Won by 15 points | Melbourne Cricket Ground (A) | 48,620 | 1–0 | ||
| 2 | Saturday, 3 April (2:10 pm) | 8.8 (56) | 8.12 (60) | Lost by 4 points | Waverley Park (H) | 29,135 | 1–1 | ||
| 3 | Saturday, 10 April (8:40 pm) | 11.12 (78) | 16.16 (112) | Won by 34 points | Subiaco Oval (A) | 22,552 | 2–1 | ||
| 4 | Friday, 16 April (7:40 pm) | 12.13 (85) | 12.12 (84) | Lost by 1 point | Melbourne Cricket Ground (A) | 46,289 | 2–2 | ||
| 5 | Saturday, 24 April (2:10 pm) | 9.14 (68) | 14.10 (94) | Lost by 26 points | Waverley Park (H) | 27,370 | 2–3 | ||
| 6 | Saturday, 1 May (2:10 pm) | 14.14 (98) | 14.16 (100) | Won by 2 points | Shell Stadium (A) | 27,341 | 3–3 | ||
| 7 | Sunday, 9 May (2:40 pm) | 20.11 (131) | 16.7 (103) | Lost by 28 points | Sydney Cricket Ground (A) | 25,823 | 3–4 | ||
| 8 | Saturday, 15 May (2:10 pm) | 7.7 (49) | 15.11 (101) | Lost by 52 points | Waverley Park (H) | 21,114 | 3–5 | ||
| 9 | Saturday, 22 May (2:10 pm) | 7.5 (47) | 15.17 (107) | Lost by 60 points | Waverley Park (A) | 46,479 | 3–6 | ||
| 10 | Saturday, 5 June (2:10 pm) | 11.15 (81) | 12.15 (87) | Won by 6 points | Melbourne Cricket Ground (A) | 45,382 | 4–6 | ||
| 11 | Sunday, 13 June (2:10 pm) | 10.16 (76) | 11.10 (76) | Draw | Optus Oval (A) | 18,977 | 4–6–1 | ||
| 12 | Saturday, 19 June (2:10 pm) | 17.7 (109) | 14.12 (96) | Won by 13 points | Waverley Park (H) | 36,381 | 5–6–1 | ||
| 13 | Saturday, 26 June (7:40 pm) | 8.17 (65) | 6.9 (45) | Lost by 20 points | Football Park (A) | 28,739 | 5–7–1 | ||
| 14 | Sunday, 4 July (2:10 pm) | 7.13 (55) | 13.11 (89) | Lost by 34 points | Waverley Park (H) | 48,353 | 5–8–1 | ||
| 15 | Saturday, 10 July (7:40 pm) | 13.14 (92) | 9.7 (61) | Lost by 31 points | The Gabba (A) | 22,758 | 5–9–1 | ||
| 16 | Sunday, 18 July (2:10 pm) | 14.8 (92) | 18.16 (124) | Lost by 32 points | Waverley Park (H) | 40,319 | 5–10–1 | ||
| 17 | Sunday, 25 July (2:10 pm) | 18.17 (125) | 11.10 (76) | Lost by 49 points | Football Park (A) | 38,679 | 5–11–1 | ||
| 18 | Sunday, 1 August (2:10 pm) | 15.12 (102) | 9.23 (77) | Won by 25 points | Waverley Park (H) | 13,941 | 6–11–1 | ||
| 19 | Sunday, 8 August (2:10 pm) | 18.14 (122) | 8.6 (54) | Won by 68 points | Waverley Park (H) | 16,665 | 7–11–1 | ||
| 20 | Saturday, 14 August (8:10 pm) | 11.16 (82) | 12.12 (84) | Won by 2 points | WACA (A) | 24,835 | 8–11–1 | ||
| 21 | Saturday, 21 August (7:40 pm) | 15.13 (103) | 15.11 (101) | Won by 2 points | Waverley Park (H) | 31,603 | 9–11–1 | ||
| 22 | Sunday, 29 August (2:10 pm) | 23.15 (153) | 11.2 (68) | Won by 85 points | Waverley Park (H) | 72,130 | 10–11–1 | ||
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