Men's singles
1899 Wimbledon Championships
Champion	Reginald Doherty
Runner-up	Arthur Gore
Score	1–6, 4–6, 6–3, 6–3, 6–3
Draw	37
Seeds	–

Arthur Gore defeated Sydney Smith 3–6, 6–1, 6–2, 6–4 in the All Comers' Final, but the reigning champion Reginald Doherty defeated Gore 1–6, 4–6, 6–3, 6–3, 6–3 in the challenge round to win the gentlemen's singles tennis title at the 1899 Wimbledon Championships.^[1][2]

Draw

Challenge round

	Challenge Round
	Arthur Gore		6	6	3	3	3
	Reginald Doherty		1	4	6	6	6

All comers' finals

	Quarterfinals									Semifinals									Final
	Philip Pearson		3	2	7
	Arthur Gore		6	6	9
										Arthur Gore		6	4	3	7	6
										Harold Mahony		3	6	6	5	1
	George Greville		3	7	6	8
	Harold Mahony		6	9	2	10
																			Arthur Gore		3	6	6	6
																			Sydney Smith		6	1	2	4
	Harold Nisbet		3	5	4
	Sydney Smith		6	7	6
										Sydney Smith		2	11	4	8	8
										Herbert Roper Barrett		6	9	6	6	6
	Clarence Hobart		6	5	4
	Herbert Roper Barrett		8	7	6

Top half

Section 1

	First round									Second round									Third round									Quarterfinals
										Philip Pearson		6	6	6
										Frederick Plaskitt		1	0	3
																			P Pearson		6	6	6
																			M Ritchie		3	2	4
										Major Ritchie		6	3	6	4	6
										Wilberforce Eaves		4	6	4	6	4
																												P Pearson		3	2	7
																												A Gore		6	6	9
										Arthur Gore		8	6	6
										Ambrose Dudley		6	2	3
																			A Gore		6	6	6
																			G Caridia		2	1	4
										SVR Drapes		2	4	1
										George Caridia		6	6	6

Section 2

	First round									Second round									Third round									Quarterfinals
										George Hillyard		w/o
										George Greville
																			G Greville		6	6	6
																			MRL White		0	3	2
										MRL White		5	7	6	6
										Archibald McNair		7	5	4	1
																												G Greville		3	7	6	8
																												H Mahony		6	9	2	10
										Alexander Mackay		1	0	1
	George Simond									G Simond		6	6	6
	Clement Cazalet		w/o																G Simond		2	6	6	2
	Harold Mahony																		H Mahony		6	4	8	6
	William Doherty		w/o							H Mahony		6	7	6
	David Hawes		7	6	5	6				D Hawes		3	5	2
	Frederick Payn		5	0	7	3

Bottom half

Section 3

	First round									Second round									Third round									Quarterfinals
	Harold Nisbet		6	6	6
	J Johnstone		0	3	1					H Nisbet		6	6	6
	Roy Allen		6	7	7					R Allen		3	4	0
	Nelson Wright		4	5	5														H Nisbet		6	6	6
																			M Day		4	3	3
										Maurice Day		1	2	6	6	6
										Allan Pearson		6	6	3	4	1
																												H Nisbet		3	5	4
																												S Smith		6	7	6
										John Flavelle
										Roderick McNair		w/o
																			J Flavelle		6	6	1	5	2
																			S Smith		4	4	6	7	6
										Sydney Smith		6	6	6
										E Reynolds		1	1	1

Section 4

	First round									Second round									Third round									Quarterfinals
										James Crispe		6	6	6
										B Wood-Hill		3	3	1
																			J Crispe		3	6	7	3
																			C Hobart		6	2	9	6
										Clarence Hobart		6	6	4	6
										Charles Dixon		3	1	6	2
																												C Hobart		6	5	4
																												HR Barrett		8	7	6
										Oswald Milne		4	10	3	8
										Robert Hough		6	8	6	10
																			R Hough		1	3	3
																			HR Barrett		6	6	6
										Charles Allen		0	0	0
										Herbert Roper Barrett		6	6	6

References

External links

• Source for the draw at Wimbledon.com