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| 1908–09 season | ||
|---|---|---|
| President | Alfred Edwards, thenPiero Pirelli | |
| Manager | Giannino Camperio | |
| Stadium | Campo Milan di Porta Monforte Arena Civica | |
| Italian Football Championship | Qualifications | |
| Palla Dapples | Winner (2 times) | |
| Top goalscorer | League:Max Laich Pietro Lana Marco Sala Attilio Trerè (1) All: Pietro Lana (4) | |
During the1908–09 seasonMilan Foot-Ball and Cricket Club competed in the Italian Football Championship and the Palla Dapples.

In the 1908–09 season, Milan returned to participate in the championship after forfeiting the previous year. TheItalian Football Federation was in fact backtracking from its decision, allowing again football clubs to register foreign players.
Milan did not make it through the Lombard qualifying round and were eliminated by US Milanese thanks to a 3–1 defeat. On 10 January 1909, on the previous game of such qualifying round, the first official derby between Milan and Inter was played, at Campo Milan in Porta Monforte, which saw theRossoneri win 3-2 thanks to the goals scored byAttilio Trerè,Pietro Lana andMax Laich.[1] Two months earlier, on 18 October 1908, the first ever match between Milan and Inter had been played, valid for winning theCoppa Chiasso. The match, played in two halves of 25 minutes each, was won by Milan 2-1 with goals from Lana andLuigi Forlano, and allowed Milan to definitively conquer the trophy, having won it for the third consecutive edition after the successes of 1906 and 1907.[2] this season registered also Milan's last two victories in thePalla Dapples.
Milan overcame their second corporate crisis with the election of a new president:Alfred Edwards, head of the club since its foundation, was replaced byPiero Pirelli.
Note: Flags indicate national team as defined underFIFA eligibility rules; some limited exceptions apply. Players may hold more than one non-FIFA nationality.
| 10 January 19091 | Milan | 3-2 | Inter | Milano |
| Trerè II Lana Laich | Report | Stadium:Campo di Porta Monforte Attendance: 150 Referee:Goodley |
| 17 January 19092 | US Milanese | 3-1 | Milan | Milano |
| Recalcati Bojocchi I Pizzi I | Stadium:Campo di via Cascina Mojetta Referee:Knoote |
| 1 November 19081 | Milan | 3-1 | Genoa | Milano |
| Lana Forlano | Report | Stadium:Campo Milan di Porta Monforte Referee: Radice |
| 8 November 19081 | Milan | 2-1 | Juventus | Milano |
| Lana Trerè | Report | Stadium:Campo Milan di Porta Monforte Referee: Rizzi |
| 15 November 19081 | Milan | 0-2 | Pro Vercelli | Milano |
| Report | Stadium:Campo Milan di Porta Monforte Referee: Goodley |
| 3 January 19091 | Torino | 5-0 | Milan | Torino |
| Kempher Capra Zuffi | Report | Stadium:Motovelodromo Referee: Goodley |
| 28 March 19091 | Torino | 2-1 | Milan | Torino |
| Laich Zuffi | Report | Stadium:Motovelodromo |
| Competition[4] | Points | Home | Away | Total | GD | |||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| G | W | D | L | Gs | Ga | G | W | D | L | Gs | Ga | G | W | D | L | Gs | Ga | |||
| 1909 Italian Football Championship | - | 1 | 1 | 0 | 0 | 3 | 2 | 1 | 0 | 0 | 1 | 1 | 3 | 2 | 1 | 0 | 1 | 4 | 5 | -1 |
| Palla Dapples | - | 3 | 2 | 0 | 1 | 5 | 4 | 3 | 0 | 0 | 3 | 1 | 9 | 6 | 2 | 0 | 4 | 6 | 13 | -7 |
| Total | - | 4 | 3 | 0 | 1 | 8 | 6 | 4 | 0 | 0 | 4 | 2 | 12 | 8 | 3 | 0 | 5 | 10 | 18 | -8 |
| No. | Pos | Nat | Player | Total | Italian Football Championship | ||
|---|---|---|---|---|---|---|---|
| Apps | Goals | Apps | Goals | ||||
| GK | Gerolamo Radice | 2 | -5 | 2 | -5 | ||
| GK | Luigi Barbieri | 1 | 0 | 1 | 0 | ||
| DF | Carlo Bianchi | 1 | 0 | 1 | 0 | ||
| DF | Marco Sala | 2 | 1 | 2 | 1 | ||
| DF | Attilio Colombo | 2 | 0 | 2 | 0 | ||
| DF | Andrea Meschia | 1 | 0 | 1 | 0 | ||
| MF | Giulio Ermolli | 1 | 0 | 1 | 0 | ||
| MF | Alessandro Scarioni | 2 | 0 | 2 | 0 | ||
| MF | Attilio Trerè | 1 | 1 | 1 | 1 | ||
| MF | Max Laich | 2 | 1 | 2 | 1 | ||
| FW | Luigi Forlano | 1 | 0 | 1 | 0 | ||
| FW | Johann Ferdinand Mädler | 1 | 0 | 1 | 0 | ||
| FW | Pietro Lana | 2 | 1 | 2 | 1 | ||
| FW | Edoardo Mariani | 2 | 0 | 2 | 0 | ||
| FW | Vittorio Pedroni | 1 | 0 | 1 | 0 | ||