Since 1917-18, the Chicago Blackhawks have lost the most games by a team, with 2,905 losses.

Interpreted as:

the regular-season losingest NHL team since 1917-18

TEAM	L	GP	W	T	OTL	PTS	PTS%	G	GA	PP%	PK%	S/GP	SA/GP
Chicago Blackhawks	2,905	6,806	2,889	814	198	6,790	.499	20,055	20,494	18.6	80.8	30.21	30.46
Toronto Maple Leafs	2,897	7,031	3,150	783	202	7,285	.518	21,705	21,578	19.2	79.6	30.79	31.46
New York Rangers	2,785	6,806	3,037	808	176	7,058	.519	20,763	20,598	20.1	81.3	30.87	30.65
Detroit Red Wings	2,683	6,807	3,097	815	212	7,221	.530	20,768	20,256	19.9	80.8	31.10	29.22
Boston Bruins	2,461	6,872	3,404	791	216	7,815	.569	21,861	19,668	19.9	82.5	31.57	28.96
Montreal Canadiens	2,432	7,032	3,556	837	208	8,157	.580	22,398	19,097	19.3	81.6	31.00	29.32
Los Angeles Kings	1,908	4,418	1,889	424	197	4,399	.498	13,747	14,386	19.3	79.9	30.27	30.04
Vancouver Canucks	1,836	4,191	1,777	391	187	4,132	.493	12,861	13,671	19.0	80.4	29.42	29.99
Pittsburgh Penguins	1,822	4,417	2,027	383	185	4,622	.523	14,574	14,728	20.6	80.0	30.60	31.25
Dallas Stars	1,780	4,417	1,987	459	191	4,624	.523	13,447	13,611	19.5	81.4	29.97	29.87
St. Louis Blues	1,738	4,419	2,058	432	191	4,739	.536	13,556	13,404	19.4	82.0	29.67	29.09
New Jersey Devils	1,709	3,879	1,651	328	191	3,821	.493	11,312	12,259	18.4	80.8	29.64	29.06
New York Islanders	1,680	4,034	1,806	347	201	4,160	.516	12,675	12,543	19.6	80.3	29.29	30.70
Buffalo Sabres	1,673	4,191	1,918	409	191	4,436	.529	13,156	12,719	18.7	82.0	29.65	30.25
Arizona Coyotes	1,599	3,480	1,424	266	191	3,305	.475	10,346	11,597	18.2	80.3	29.24	31.27
Calgary Flames	1,583	4,036	1,891	379	183	4,344	.538	13,064	12,489	19.8	81.0	30.24	29.26
Philadelphia Flyers	1,569	4,417	2,173	457	218	5,021	.568	14,298	12,991	19.3	81.3	31.18	29.22
Washington Capitals	1,561	3,879	1,819	303	196	4,137	.533	12,187	12,237	19.7	81.3	29.33	29.60
Carolina Hurricanes	1,498	3,478	1,519	263	198	3,499	.503	10,384	11,045	18.0	81.3	30.10	29.53
Edmonton Oilers	1,414	3,481	1,617	262	188	3,684	.529	11,603	11,307	19.4	80.6	29.48	30.52
Colorado Avalanche	1,395	3,480	1,661	261	163	3,746	.538	11,293	11,006	20.0	80.6	29.67	30.28
Ottawa Senators	1,058	2,441	1,080	115	188	2,463	.505	6,925	7,316	17.3	81.3	30.11	29.94
San Jose Sharks	1,055	2,520	1,143	121	201	2,608	.517	7,038	7,453	18.0	82.1	29.49	29.44
Tampa Bay Lightning	1,029	2,440	1,127	112	172	2,538	.520	7,001	7,334	18.2	81.7	29.30	29.67
Anaheim Ducks	968	2,357	1,071	107	211	2,460	.522	6,259	6,654	17.4	81.7	28.76	30.71