Saturday 14th October 1899 Swindon and District League Saturday 14th October 1899 | Swindon and District League
0
Wootton Bassett Town
3
Even Swindon United
Saturday 21st October 1899 Swindon and District League Saturday 21st October 1899 | Swindon and District League
6
Wootton Bassett Town
6
Highworth Town (withdrew from league)
Scorers: Leighfield (4), Page, 'Slogger'
Saturday 28th October 1899 Swindon and District League Saturday 28th October 1899 | Swindon and District League
1
Gorse Hill Swifts
2
Wootton Bassett Town
Saturday 4th November 1899 Wiltshire County FA Senior Cup Qualifying RoundSaturday 4th November 1899 | Wiltshire County FA Senior Cup Qualifying Round
2
Even Swindon United
2
Wootton Bassett Town
Saturday 11th November 1899 Wiltshire County FA Senior Cup Qualifying Round ReplaySaturday 11th November 1899 | Wiltshire County FA Senior Cup Qualifying Round Replay
4
Wootton Bassett Town
1
Even Swindon United
Saturday 18th November 1899 Swindon and District League Saturday 18th November 1899 | Swindon and District League
2
Even Swindon United
0
Wootton Bassett Town
Saturday 25th November 1899 Swindon and District League Saturday 25th November 1899 | Swindon and District League
3
Swindon St. Marks
2
Wootton Bassett Town
Scorers: Iles
Saturday 25th November 1899 Swindon and District League Saturday 25th November 1899 | Swindon and District League
2
Wootton Bassett Town
4
Gorse Hill Albions
Saturday 2nd December 1899 Swindon and District League Saturday 2nd December 1899 | Swindon and District League
1
Stratton Reading Room (withdrew from league)
3
Wootton Bassett Town
Scorers: Goddard, Lawrence
Saturday 9th December 1899 Swindon and District League Saturday 9th December 1899 | Swindon and District League
2
Wootton Bassett Town
2
Swindon Thistle
Scorers: Bartholomew, Leighfield
Saturday 16th December 1899 Swindon and District League Saturday 16th December 1899 | Swindon and District League
6
Wootton Bassett Town
0
Gorse Hill Swifts
Saturday 23rd December 1899 Swindon and District League Saturday 23rd December 1899 | Swindon and District League
1
Gorse Hill Albions
3
Wootton Bassett Town
Saturday 30th December 1899 Swindon and District League Saturday 30th December 1899 | Swindon and District League
5
Highworth Town (withdrew from league)
0
Wootton Bassett Town
Saturday 6th January 1900 Wiltshire County FA Senior Cup Round 1Saturday 6th January 1900 | Wiltshire County FA Senior Cup Round 1
7
Warminster Town
0
Wootton Bassett Town
Saturday 13th January 1900 Swindon and District League Saturday 13th January 1900 | Swindon and District League
3
Wroughton
3
Wootton Bassett Town
Saturday 20th January 1900 Friendly Saturday 20th January 1900 | Friendly
3
Wootton Bassett Town
1
Swindon Amateurs
Scorers: Curtis, Fry, Goddard
Saturday 27th January 1900 Swindon and District League Saturday 27th January 1900 | Swindon and District League
7
Wootton Bassett Town
1
Gorse Hill Swifts
Scorers: Pat Leighfield (3), Percy Leighfield (2), Fry, Lawrence
Saturday 10th March 1900 Swindon and District League Saturday 10th March 1900 | Swindon and District League
1
Swindon Victoria Athletic
0
Wootton Bassett Town
Saturday 24th March 1900 Swindon and District League Saturday 24th March 1900 | Swindon and District League
?
Wootton Bassett Town
?
Swindon Victoria Athletic
Saturday 31st March 1900 Swindon and District League Saturday 31st March 1900 | Swindon and District League
2
Wootton Bassett Town
5
Congregational
Saturday 7th April 1900 Swindon and District League Saturday 7th April 1900 | Swindon and District League
0
Congregational
2
Wootton Bassett Town
Saturday 14th April 1900 Swindon and District League Saturday 14th April 1900 | Swindon and District League
0
Swindon Thistle
1
Wootton Bassett Town
Swindon and District League | Swindon and District League
?
Gorse Hill Workmen (withdrew from league)
?
Wootton Bassett Town
Swindon and District League | Swindon and District League
2
Wootton Bassett Town
4
Wroughton
Swindon and District League | Swindon and District League