Between the 1999 and 2003 seasons, the Detroit Tigers lost the most games by a team, with 496 losses.

Interpreted as:

most regular-season losses by a team from 1999 to 2003

	TEAM	L	W	L%	G	W%	AB	R	H	2B	3B	HR	RBI	BB	HBP	SO	SB	CS	PA	TB	XBH	SH	SF	IBB	GIDP	AVG	OBP	SLG	OPS
1	Tigers	496	312	.614	808	.386	27,534	3,460	7,077	1,353	211	805	3,279	2,292	287	5,137	487	276	30,569	11,267	2,369	213	243	113	609	.257	.318	.409	.727
2	Devil Rays	490	318	.606	808	.394	27,873	3,565	7,290	1,431	145	698	3,383	2,434	283	5,325	522	234	30,992	11,105	2,274	203	199	148	637	.262	.325	.398	.723
3	Brewers	470	339	.581	810	.419	27,596	3,636	7,060	1,404	138	886	3,479	2,813	314	6,055	412	202	31,286	11,398	2,428	354	209	213	640	.256	.329	.413	.742
4	Royals	458	351	.566	809	.434	28,079	4,037	7,672	1,425	197	755	3,798	2,452	283	4,517	608	223	31,340	11,756	2,377	245	281	143	663	.273	.335	.419	.753
5	Orioles	456	353	.564	811	.436	27,814	3,742	7,308	1,459	118	840	3,548	2,570	305	4,674	565	248	31,133	11,523	2,417	197	247	151	666	.263	.329	.414	.743
6	Pirates	452	356	.559	808	.441	27,420	3,619	7,048	1,396	161	805	3,423	2,670	353	5,493	463	243	30,992	11,181	2,362	353	196	218	567	.257	.329	.408	.736
7	Padres	451	359	.557	810	.443	27,482	3,591	6,987	1,308	146	735	3,406	3,023	209	5,754	581	247	31,127	10,792	2,189	199	214	194	650	.254	.330	.393	.723
8	Expos	441	369	.544	810	.456	27,389	3,572	7,145	1,544	171	778	3,384	2,489	233	5,152	447	253	30,693	11,365	2,493	393	189	294	666	.261	.326	.415	.741
9	Rockies	436	374	.538	810	.462	28,097	4,428	7,951	1,562	225	947	4,182	2,736	254	4,974	499	248	31,660	12,804	2,734	314	259	231	640	.283	.349	.456	.805
10	Cubs	435	375	.537	810	.463	27,480	3,718	7,028	1,356	143	938	3,554	2,857	253	5,794	356	169	31,246	11,484	2,437	429	227	252	618	.256	.329	.418	.747
11	Rangers	428	382	.528	810	.472	28,266	4,352	7,836	1,538	150	1,118	4,152	2,781	280	5,059	404	192	31,764	13,028	2,806	180	257	183	683	.277	.345	.461	.806
12	Marlins	420	389	.519	809	.481	27,615	3,614	7,259	1,437	179	757	3,421	2,599	304	5,582	676	288	31,047	11,325	2,373	287	242	225	580	.263	.330	.410	.740
13	Reds	417	394	.514	812	.486	27,846	3,828	7,280	1,454	137	936	3,651	2,703	319	5,806	563	232	31,435	11,816	2,527	353	214	244	595	.261	.331	.424	.756
14	Phillies	415	394	.513	809	.487	27,672	3,796	7,232	1,551	181	800	3,606	3,084	241	5,573	556	184	31,533	11,545	2,532	320	216	255	595	.261	.338	.417	.755
15	Angels	407	403	.502	810	.498	27,838	3,853	7,501	1,441	147	854	3,670	2,551	297	4,690	526	261	31,171	11,798	2,442	233	252	185	600	.269	.335	.424	.758
16	Twins	406	401	.503	808	.497	27,907	3,774	7,565	1,604	198	707	3,557	2,535	267	5,198	527	278	31,107	11,686	2,509	149	249	167	678	.271	.335	.419	.754
17	Blue Jays	399	411	.493	810	.507	28,224	4,218	7,668	1,614	142	1,028	4,034	2,642	353	5,420	472	180	31,573	12,650	2,784	119	235	178	646	.272	.339	.448	.787
18	Mets	395	414	.488	809	.512	27,354	3,634	7,085	1,351	98	810	3,440	2,912	275	5,172	439	228	31,094	11,062	2,259	338	215	242	673	.259	.334	.404	.738
19	Indians	390	420	.481	810	.519	27,912	4,294	7,589	1,464	151	992	4,083	3,013	293	5,294	477	223	31,708	12,331	2,607	229	261	160	673	.272	.346	.442	.788
20	White Sox	389	420	.481	810	.519	27,743	4,200	7,561	1,515	147	1,029	4,023	2,684	246	4,636	504	211	31,173	12,457	2,691	249	251	125	649	.273	.339	.449	.788
21	Dodgers	384	426	.474	810	.526	27,553	3,636	7,079	1,328	132	883	3,468	2,616	284	5,100	527	225	31,001	11,320	2,343	335	213	214	614	.257	.325	.411	.736
22	Astros	377	433	.465	810	.535	27,669	4,162	7,417	1,494	150	983	3,971	3,128	364	5,527	481	233	31,743	12,160	2,627	332	250	267	678	.268	.347	.439	.787
23	Cardinals	364	445	.450	809	.550	27,675	4,173	7,466	1,434	142	999	3,957	2,939	340	5,423	480	208	31,611	12,181	2,575	407	250	280	610	.270	.344	.440	.784
24	Red Sox	360	449	.445	809	.555	28,223	4,220	7,774	1,685	176	956	4,044	2,893	292	4,965	324	167	31,818	12,679	2,817	148	262	217	643	.275	.346	.449	.795
25	Diamondbacks	351	459	.433	810	.567	27,858	4,054	7,464	1,441	213	920	3,876	2,884	259	5,094	473	205	31,578	12,091	2,574	318	259	283	569	.268	.339	.434	.773