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Southern Football League Division Two South-West
Season	1898–99
Champions	Cowes
Promoted	none
Relegated	league disbanded
Matches played	30
Goals scored	160 (5.33 per match)
	← 1897–98 1899–1900 →

Southern Football League Division Two London
Season	1898–99
Champions	Thames Ironworks
Promoted	none
Relegated	St Albans (folded); Uxbridge (resigned)
Matches played	132
Goals scored	597 (4.52 per match)
	← 1897–98 1899–1900 →

Southern Football League Division One
Season	1898–99
Champions	Southampton (3rd title)
Promoted	none
Relegated	Warmley (resigned); Royal Artillery Portsmouth (test match losers)
Matches played	156
Goals scored	506 (3.24 per match)
	← 1897–98 1899–1900 →

The 1898–99 season was the fifth in the history of the Southern League. This season saw the expansion of Division One up to 14 teams and creation of Division Two South-West, though it was disbanded at the end of the season after all its clubs left. No Southern League clubs applied for promotion to the Football League. Southampton were Division One champions for the third season in a row. Overall Division Two champions being decided in a playoff in which Thames Ironworks defeated Cowes 3-1 at The Den.^[1]

Division One

A total of 14 teams contest the division, including ten sides from previous season and four new teams.

Teams promoted from 1897-98 Division Two:

Royal Artillery Portsmouth - test matches winners
Warmley - test matches winners

Newly elected teams:

Bedminster (elected from the Western League)
Brighton United

Pos	Team	Pld	W	D	L	GF	GA	GR	Pts	Qualification or relegation
1	Southampton	24	15	5	4	54	24	2.250	35
2	Bristol City	24	15	3	6	55	33	1.667	33
3	Millwall Athletic	24	12	6	6	59	35	1.686	30
4	Chatham Town	24	10	8	6	32	23	1.391	28
5	Reading	24	9	8	7	31	24	1.292	26
6	New Brompton	24	10	5	9	38	30	1.267	25
7	Tottenham Hotspur	24	10	4	10	40	36	1.111	24
8	Bedminster	24	10	4	10	35	39	0.897	24
9	Swindon Town	24	9	5	10	43	49	0.878	23
10	Brighton United	24	9	2	13	37	48	0.771	20
11	Gravesend United	24	7	5	12	42	52	0.808	19
12	Sheppey United	24	5	3	16	23	53	0.434	13	Relegation test matches
13	Royal Artillery Portsmouth	24	4	4	16	17	60	0.283	12	Relegation test matches. Disbanded at end of season after relegation^[2]
14	Warmley	0	0	0	0	0	0	—	0	Resigned from League after 17 matches, record expunged

Source: rsssf.com
Rules for classification: The system of using goal average to separate two teams tied on points was used until the 1976-77 season. The points system: 2 points for a win, 1 point for a draw and 0 points for losing.

Division Two London

Division Two London was formed on basis of previous season Division Two. A total of 12 teams contest the division, including eight sides from previous season and four new teams.

Team relegated from Division One:

Wolverton L&NWR - test matches losers

Newly elected teams:

Thames Ironworks - London League winners
Brentford
Fulham

Pos	Team	Pld	W	D	L	GF	GA	GR	Pts	Qualification or relegation
1	Thames Ironworks	22	19	1	2	64	16	4.000	39	Promotion test matches
2	Wolverton L&NWR	22	13	4	5	88	43	2.047	30
3	Watford	22	14	2	6	62	35	1.771	30
4	Brentford	22	11	3	8	59	39	1.513	25
5	Wycombe Wanderers	22	10	2	10	55	57	0.965	22
6	Southall	22	11	0	11	44	55	0.800	22
7	Chesham^[a]	22	9	2	11	45	62	0.726	20
8	St Albans	22	8	3	11	45	59	0.763	19	Folded at end of season
9	Shepherds Bush	22	7	3	12	37	53	0.698	17
10	Fulham	22	6	4	12	36	44	0.818	16
11	Uxbridge	22	7	2	13	29	48	0.604	16	Left league at end of season
12	Maidenhead	22	3	2	17	33	86	0.384	8

Source: rsssf.com
Rules for classification: The system of using goal average to separate two teams tied on points was used until the 1976-77 season. The points system: 2 points for a win, 1 point for a draw and 0 points for losing.
Notes:

^ Changed name to Chesham Town at end of season

Division Two South-West

Division Two South-West was newly formed and short-lived formation. At the end of the season the division was liquidated and the League returned to 2-division structure.

Pos	Team	Pld	W	L	GF	GA	GR	Pts	Qualification or relegation
1	Cowes	10	10	0	52	10	5.200	20	Promotion test matches
2	Ryde	10	7	3	30	11	2.727	14	Left league at end of season
3	Freemantle	10	5	5	21	32	0.656	10
4	Sandown Bay	10	4	6	22	34	0.647	8
5	Eastleigh Athletic	10	2	8	19	32	0.594	4
6	Andover	10	2	8	16	41	0.390	4
7	East Lancs Regiment	0	0	0	0	0	—	0	Resigned from league after three matches, record expunged
8	Trowbridge Town	0	0	0	0	0	—	0	Resigned from league after three matches, record expunged

Source: rsssf.com
Rules for classification: The system of using goal average to separate two teams tied on points was used until the 1976-77 season. The points system: 2 points for a win, 1 point for a draw and 0 points for losing.

Promotion-relegation test matches

At the end of the season, test matches were held between the bottom two clubs in Division One and the top club in both Division Twos. Royal Artillery Portsmouth lost 4-1 to Cowes and were relegated to Division Two, whilst Cowes were promoted. Royal Artillery Portsmouth then disbanded.^[3] Sheppey United and Thames Ironworks drew 1-1, leading to Sheppey remaining in Division One and Thames Ironworks joining them.^[1]