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The 2008–09 FA Youth Cup was the 57th FA Youth Cup. A record 474 clubs participated in the competition. The competition started in September 2008 with the preliminary round and concluded with the final on 22 and 26 May 2009.
Arsenal knocked out holders Manchester City en route to the final, where they beat 2006 and 2007 winners Liverpool 6–2 on aggregate to lift the FA Youth Cup for the 7th time.
Calendar
Qualifying ties played in the week commencing; proper ties played by the closing date.
Round
Date
Fixture(s)
Clubs
New entries
Preliminary Round
8 September 2008
119
474 → 355
238
First Round Qualifying
15 September 2008
132
355 → 223
145
Second Round Qualifying
6 October 2008
66
223 → 157
Third Round Qualifying
20 October 2008
33
157 → 124
First Round
11 November 2008
40
124 → 84
47
Second Round
26 November 2008
20
84 → 64
Third Round
15 December 2008
32
64 → 32
44
Fourth Round
20 January 2009
16
32 → 16
Fifth Round
7 March 2009
8
16 → 8
Sixth Round
16 March 2009
4
8 → 4
Semi-finals
First leg: 16 April 2009 Second leg: 22 April 2009
2
4 → 2
Final
First leg: 22 May 2009 Second leg: 26 May 2009
1
2 → 1
First round
The League One and League Two teams will enter at this round except Notts County which did not apply, along with the winners of the previous round.
"Young O's Ease Into Round Two". Leyton Orient FC. Archived from the original on 4 March 2009. Retrieved 15 August 2023.{{cite web}}: CS1 maint: bot: original URL status unknown (link)
"Youngsters Crash Out". Leyton Orient FC. Archived from the original on 19 December 2008. Retrieved 15 August 2023.{{cite web}}: CS1 maint: bot: original URL status unknown (link)
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Arsenal
