The 2008–09 Four Hills Tournament was held at the four traditional venues of Oberstdorf, Garmisch-Partenkirchen, Innsbruck and Bischofshofen, located in Germany and Austria.
The tournament was won by Austria's Wolfgang Loitzl, who previously had not won a single World Cup event in his career. Loitzl won the last three competitions at Garmisch-Partenkirchen, Innsbruck and Bischofshofen to claim the overall victory, and became the first Austrian to win the Four Hills since Andreas Widhölzl in 1999–2000. The opening event at Oberstdorf was won by Switzerland' s Simon Ammann, the overall World Cup leader at the time of the competition. Ammann also finished second overall in the Four Hills. Austria's Gregor Schlierenzauer finished third overall, while Martin Schmitt of Germany and Dimitry Vassiliev of Russia rounded out the top five.
| Rank | Name | Nationality | Total points | Oberstdorf (Rk) | Garmisch (Rk) | Innsbruck (Rk) | Bis'hofen (Rk) |
|---|---|---|---|---|---|---|---|
| 1 | Wolfgang Loitzl |  | 1123.7 | 285.2 (2) | 276.3 (1) | 261.0 (1) | 301.2 (1) |
| 2 | Simon Ammann | 1091.1 | 286.4 (1) | 274.6 (2) | 245.7 (8) | 284.4 (2) | |
| 3 | Gregor Schlierenzauer | | 1077.1 | 280.1 (4) | 257.6 (4) | 260.3 (2) | 279.1 (4) |
| 4 | Martin Schmitt | 1055.2 | 273.8 (5) | 245.2 (8) | 257.7 (3) | 278.5 (5) | |
| 5 | Dimitry Vassiliev |  | 1048.1 | 284.4 (3) | 239.6 (9) | 244.9 (9) | 279.2 (3) |
| 6 | Anders Jacobsen |  | 1027.9 | 269.0 (6) | 247.0 (7) | 244.4 (10) | 267.5 (7) |
| 7 | Harri Olli |  | 1019.2 | 268.5 (7) | 258.6 (3) | 239.6 (11) | 252.5 (10) |
| 8 | Thomas Morgenstern | | 1001.0 | 254.7 (11) | 248.5 (6) | 250.6 (5) | 247.2 (16) |
| 9 | Matti Hautamäki | | 991.4 | 250.5 (13) | 237.1 (10) | 253.2 (4) | 250.6 (12) |
| 10 | Michael Neumayer | 986.3 | 259.8 (9) | 211.2 (24) | 246.5 (7) | 268.8 (6) | |
| 11 | Martin Koch | | 974.1 | 233.5 (23) | 249.0 (5) | 234.6 (14) | 257.0 (9) |
| 12 | Michael Uhrmann | 967.9 | 256.9 (10) | 222.9 (14) | 230.1 (16) | 258.0 (8) | |
| 13 | Noriaki Kasai |  | 953.5 | 243.9 (17) | 220.5 (16) | 249.0 (6) | 240.1 (19) |
| 14 | Ville Larinto | | 944.5 | 249.9 (14) | 221.9 (15) | 221.5 (24) | 251.2 (11) |
| 15 | Stephan Hocke | 937.1 | 247.3 (15) | 214.6 (20) | 226.1 (17) | 249.1 (15) | |
HS137 Schattenbergschanze, Germany[2]
29 December 2008
| align=Center | Rank ! | Name | Nationality | align=Center | 1st (m) ! | 2nd (m) | Points | Overall FHT points | Overall WC points (Rank) |
|---|---|---|---|---|---|---|---|---|---|
| 1 | 136.5 | 134.0 | 286.4 | 286.4 (1) | 685 (1) | ||||
| 2 | | 135.0 | 134.0 | 285.2 | 285.2 (2) | 439 (3) | |||
| 3 | | 134.5 | 136.0 | 284.4 | 284.4 (3) | 185 (9) | |||
| 4 | | 133.0 | 134.0 | 280.1 | 280.1 (4) | 560 (2) | |||
| 5 | 134.5 | 129.0 | 273.8 | 273.8 (5) | 248 (6) |
HS140 Große Olympiaschanze, Germany[3]
1 January 2009
| align=Center | Rank ! | Name | Nationality | align=Center | 1st (m) ! | 2nd (m) | Points | Overall FHT points | Overall WC points (Rank) |
|---|---|---|---|---|---|---|---|---|---|
| 1 | | 134.5 | 136.5 | 276.3 | 561.5 (1) | 539 (3) | |||
| 2 | 140.0 | 134.5 | 274.6 | 561.0 (2) | 765 (1) | ||||
| 3 | | 133.0 | 131.5 | 258.6 | 527.1 (4) | 284 (6) | |||
| 4 | | 134.0 | 130.5 | 257.6 | 537.7 (3) | 610 (2) | |||
| 5 | | 134.5 | 128.0 | 249.0 | 482.5 (11) | 230 (8) |
HS130 Bergiselschanze, Austria[4]
4 January 2009
| align=Center | Rank ! | Name | Nationality | align=Center | 1st (m) ! | 2nd (m) | Points | Overall FHT points | Overall WC points (Rank) |
|---|---|---|---|---|---|---|---|---|---|
| 1 | | 126.5 | 128.5 | 261.0 | 822.5 (1) | 639 (3) | |||
| 2 | | 126.0 | 127.5 | 260.3 | 798.0 (3) | 690 (2) | |||
| 3 | 128.5 | 125.5 | 257.7 | 776.7 (4) | 340 (5) | ||||
| 4 | | 123.5 | 128.0 | 253.2 | 740.8 (9) | 241 (10) | |||
| 5 | | 124.5 | 125.0 | 250.6 | 753.8 (8) | 359 (4) |
HS140 Paul-Ausserleitner-Schanze, Austria[5]
6 January 2009
| align=Center | Rank ! | Name | Nationality | align=Center | 1st (m) ! | 2nd (m) | Points | Overall FHT points | Overall WC points (Rank) |
|---|---|---|---|---|---|---|---|---|---|
| 1 | | 142.5 | 141.5 | 301.2 | 1123.7 (1) | 739 (3) | |||
| 2 | 137.5 | 140.5 | 284.4 | 1091.1 (2) | 877 (1) | ||||
| 3 | | 138.0 | 138.5 | 279.2 | 1048.1 (5) | 303 (8) | |||
| 4 | | 138.5 | 136.0 | 279.1 | 1077.1 (3) | 740 (2) | |||
| 5 | 138.5 | 136.5 | 278.5 | 1055.2 (4) | 385 (4) |