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24 matches · Macclesfield · League Two · 1999

Date	Match	Score	Competition
1999-12-28	MacclesfieldCarlisleLeague Two · England	2–1	League Two · England
1999-12-26	ShrewsburyMacclesfieldLeague Two · England	0–1	League Two · England
1999-12-18	MacclesfieldLeyton OrientLeague Two · England	1–0	League Two · England
1999-12-11	CheltenhamMacclesfieldLeague Two · England	1–1	League Two · England
1999-12-04	NorthamptonMacclesfieldLeague Two · England	2–0	League Two · England
1999-11-27	MacclesfieldHartlepoolLeague Two · England	3–3	League Two · England
1999-11-20	PeterboroMacclesfieldLeague Two · England	2–2	League Two · England
1999-11-14	MacclesfieldBrightonLeague Two · England	1–1	League Two · England
1999-11-06	YorkMacclesfieldLeague Two · England	0–2	League Two · England
1999-11-02	MacclesfieldMansfieldLeague Two · England	5–2	League Two · England
1999-10-23	MacclesfieldExeterLeague Two · England	1–0	League Two · England
1999-10-19	RochdaleMacclesfieldLeague Two · England	0–1	League Two · England
1999-10-16	ChesterMacclesfieldLeague Two · England	1–2	League Two · England
1999-10-09	MacclesfieldHalifaxLeague Two · England	0–2	League Two · England
1999-10-02	MacclesfieldTorquayLeague Two · England	1–2	League Two · England
1999-09-25	ExeterMacclesfieldLeague Two · England	0–3	League Two · England
1999-09-18	LincolnMacclesfieldLeague Two · England	1–1	League Two · England
1999-09-11	MacclesfieldSouthendLeague Two · England	1–2	League Two · England
1999-09-05	BarnetMacclesfieldLeague Two · England	2–1	League Two · England
1999-08-30	MacclesfieldRotherhamLeague Two · England	1–1	League Two · England
1999-08-28	HullMacclesfieldLeague Two · England	2–3	League Two · England
1999-08-21	MacclesfieldSwanseaLeague Two · England	1–2	League Two · England
1999-08-14	DarlingtonMacclesfieldLeague Two · England	3–0	League Two · England
1999-08-07	MacclesfieldNorthamptonLeague Two · England	1–0	League Two · England