Doug Jones and Jesse Orosco were tied for the oldest in 1999. They were 42 years old.

	NAME	AGE	SEASON	TM	G	AB	R	H	2B	3B	HR	RBI	BB	HBP	SO	SB	CS	PA	TB	XBH	SH	SF	IBB	GIDP	AVG	OBP	SLG	OPS	WRC	WRAA	WOBA	WRC+	BRAA
1	Doug Jones D. Jones	42	1999	OAK
2	Jesse Orosco J. Orosco	42	1999	BAL
3	Wade Boggs W. Boggs	41	1999	TBD	90	292	40	88	14	1	2	29	38	0	23	1	0	334	110	17	0	4	2	14	.301	.377	.377	.754	43	-0.1	.340	96	-1.7
4	Tom Candiotti T. Candiotti	41	1999	TOT
5	Tony Fossas T. Fossas	41	1999	NYY
6	Harold Baines H. Baines	40	1999	TOT	135	430	62	134	18	1	25	103	54	0	48	1	2	486	229	44	0	2	3	16	.312	.387	.533	.919	86	23.1	.396	135	22.7
7	Julio Franco J. Franco	40	1999	TBD	1	1	0	0	0	0	0	0	0	0	1	0	0	1	0	0	0	0	0	0	.000	.000	.000	.000	0	-0.3	.000	-124	-0.3
8	Gary Gaetti G. Gaetti	40	1999	CHC	113	280	22	57	9	1	9	46	21	2	51	0	1	308	95	19	0	5	0	5	.204	.260	.339	.599	20	-20.4	.264	47	-22
9	Rickey Henderson R. Henderson	40	1999	NYM	121	438	89	138	30	0	12	42	82	2	82	37	14	526	204	42	1	3	1	4	.315	.423	.466	.889	94	25.3	.396	135	25.2
10	Orel Hershiser O. Hershiser	40	1999	NYM	31	62	3	9	1	0	0	3	1	0	18	1	0	68	10	1	3	2	0	3	.145	.154	.161	.315	-3	-11.7	.141	-27	-11.7
11	Willie McGee W. McGee	40	1999	STL	132	271	25	68	7	0	0	20	17	0	60	7	4	290	75	7	0	2	3	5	.251	.293	.277	.570	17	-20.9	.257	44	-22.1
12	Otis Nixon O. Nixon	40	1999	ATL	84	151	31	31	2	1	0	8	23	0	15	26	7	176	35	3	1	1	1	1	.205	.309	.232	.540	11	-12.3	.260	45	-13
13	Tony Phillips T. Phillips	40	1999	OAK	106	406	76	99	24	4	15	49	71	5	94	11	3	484	176	43	0	2	3	7	.244	.362	.433	.795	68	4.5	.351	106	4.1
14	Chili Davis C. Davis	39	1999	NYY	146	476	59	128	25	1	19	78	73	2	100	4	1	554	212	45	0	3	7	12	.269	.366	.445	.812	79	6.8	.355	109	7
15	Tony Gwynn T. Gwynn	39	1999	SDP	111	411	59	139	27	0	10	62	29	2	14	7	2	446	196	37	0	4	5	15	.338	.381	.477	.858	70	12.2	.372	123	13.8
16	Mike Morgan M. Morgan	39	1999	TEX	2	4	0	1	0	0	0	0	0	0	2	0	0	4	1	0	0	0	0	0	.250	.250	.250	.500	0	-0.4	.225	20	-0.4
17	Charlie O'Brien C. O'Brien	39	1999	ANA	27	62	3	6	0	0	1	4	1	2	12	0	0	67	9	1	1	1	0	1	.097	.136	.145	.282	-3	-12.1	.132	-40	-12.5
18	Tim Raines T. Raines	39	1999	OAK	58	135	20	29	5	0	4	17	26	0	17	4	1	164	46	9	1	2	1	5	.215	.337	.341	.678	17	-4.4	.310	79	-4.5
19	Paul Assenmacher P. Assenmacher	38	1999	CLE
20	John Franco J. Franco	38	1999	NYM
21	Mark Langston M. Langston	38	1999	CLE	1	2	0	1	0	0	0	0	0	0	1	0	0	2	1	0	0	0	0	0	.500	.500	.500	1.000	0	0.2	.451	167	0.2
22	Cal Ripken Jr. C. Ripken Jr.	38	1999	BAL	86	332	51	113	27	0	18	57	13	3	31	0	1	354	194	45	3	3	3	14	.340	.368	.584	.952	65	18.7	.402	140	18.8
23	Rick Aguilera R. Aguilera	37	1999	TOT	41	1	0	0	0	0	0	0	0	0	0	0	0	1	0	0	0	0	0	0	.000	.000	.000	.000	0	-0.3	.000	-121	-0.3
24	Rich Amaral R. Amaral	37	1999	BAL	91	137	21	38	8	1	0	11	15	1	20	9	6	156	48	9	1	2	0	1	.277	.348	.350	.699	17	-3	.318	86	-3
25	Tim Belcher T. Belcher	37	1999	ANA	2	5	0	1	1	0	0	0	0	0	2	0	0	5	2	1	0	0	0	0	.200	.200	.400	.600	0	-0.4	.250	37	-0.4