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2008–09 Toto Cup Al
Tournament details
Country	Israel
Teams	12
Final positions
Champions	Maccabi Tel Aviv (3rd title)
Runner-up	F.C. Ashdod
Tournament statistics
Matches played	46
Goals scored	125 (2.72 per match)
Top goal scorer(s)	Yeghia Yavruyan ; Yuval Avidor (5)
	← 2007–08 2009–10 →

The 2008–09 Toto Cup Al was the twenty-seventh season of the third most important football tournament in Israel since its introduction and fifth under the current format. It was held in two stages. First, twelve Premier League teams were divided into three groups. The winners and runners-up, as well as two best third placed teams from each group, advanced to the Quarterfinals. Quarterfinals and Semifinals were held as two-legged matches, while the Final was one-legged match held at Ramat Gan Stadium. The defending champions were Maccabi Haifa. Maccabi Tel Aviv won the 2008–09 Toto Cup Al making it their third Toto Cup title overall.

Group stage

The matches were played from August 8 to November 12, 2008.

Group A

Pos	Team	Pld	W	D	L	GF	GA	GD	Pts	MHA	BnY	MNE	BEI
1	Maccabi Haifa (A)	6	3	3	0	12	5	+7	12		1–1	1–1	1–1
2	Bnei Yehuda (A)	6	3	1	2	10	10	0	10	1–3		3–0	3–2
3	Maccabi Netanya (A)	6	2	1	3	6	10	−4	7	1–4	1–2		1–0
4	Beitar Jerusalem	6	1	1	4	6	9	−3	4	0–2	3–0	0–2

Source: football.org.il (in Hebrew)
Rules for classification: 1st points; 2nd goal difference; 3rd matches won; 4th goals scored; 5th head-to-head; 6th decision match
(A) Advanced to the quarterfinals

Group B

Pos	Team	Pld	W	D	L	GF	GA	GD	Pts	ASH	MTA	HAR	MPT
1	F.C. Ironi Ashdod (A)	6	3	2	1	7	5	+2	11		1–1	0–1	2–1
2	Maccabi Tel Aviv (A)	6	2	2	2	9	7	+2	8	1–2		1–0	1–2
3	Hakoah Amidar Ramat Gan	6	1	3	2	5	6	−1	6	0–1	2–2		1–1
4	Maccabi Petah Tikva	6	1	3	2	6	9	−3	6	1–1	0–3	1–1

Source: football.org.il (in Hebrew)
Rules for classification: 1st points; 2nd goal difference; 3rd matches won; 4th goals scored; 5th head-to-head; 6th decision match
(A) Advanced to the quarterfinals

Group C

Pos	Team	Pld	W	D	L	GF	GA	GD	Pts	HTA	BnS	IKS	HPT
1	Hapoel Tel Aviv (A)	6	3	2	1	17	9	+8	11		7–2	4–3	0–0
2	Bnei Sakhnin (A)	6	3	1	2	8	14	−6	10	0–4		2–1	1–1
3	Ironi Kiryat Shmona (A)	6	2	1	3	9	10	−1	7	1–1	0–1		2–1
4	Hapoel Petah Tikva	6	1	2	3	7	8	−1	5	3–1	1–2	1–2

Source: football.org.il (in Hebrew)
Rules for classification: 1st points; 2nd goal difference; 3rd matches won; 4th goals scored; 5th head-to-head; 6th decision match
(A) Advanced to the quarterfinals

Elimination rounds

Quarterfinals

The first legs were played on January 5 and 6, 2009 while the second legs were played on January 13 and 14, 2009.

Team 1	Agg.Tooltip Aggregate score	Team 2	1st leg	2nd leg
Maccabi Netanya	1–5	F.C. Ashdod	1–4	0–1
Bnei Yehuda	2–2 (a)	Maccabi Tel Aviv	2–1	0–1
Hapoel Tel Aviv	2–2 (p. 4–3)	Maccabi Haifa	2–0	0–2 (aet)

The first game between Ironi Kiryat Shmona and Bnei Sakhnin (that should have been played in Kiryat Shmona) has been cancelled due to safety reasons during the 2008–2009 Israel–Gaza conflict. The tie was eventually played as one-legged match on a neutral ground (Ramat Gan Stadium, Ramat Gan) on January 20, 2009.