Marc-Andre Fleury has the most career wins by a Penguins goalie against the Flyers, with 27 wins.

penguins goalie most regular-season wins in a career vs flyers

	NAME	W	GP	GS	L	T	OTL	SA	SV	SV%	GA	GAA	SHO	MIN
1	Marc-Andre Fleury M. Fleury	27	52	52	17	0	2	1,411	1,270	.900	141	2.89	2	2928
2	Tom Barrasso T. Barrasso	14	31	5	11	5	0	913	820	.898	93	3.09	2	1804
3	Tristan Jarry T. Jarry	11	18	16	4	0	2	455	407	.895	48	3.06	0	940
4	Les Binkley L. Binkley	7	23		10	6		632	578	.915	54	2.40	2	1350
5	Matt Murray M. Murray	5	12	11	2	0	2	373	346	.928	27	2.59	0	626
6	Ken Wregget K. Wregget	5	13	2	6	1		397	345	.869	52	4.20	0	743
7	Jean-Sebastien Aubin J. Aubin	4	15	11	8	0	0	386	350	.907	36	3.01	0	719
8	Wendell Young W. Young	4	9		5	0		278	241	.867	37	4.41	0	503
9	Michel Dion M. Dion	4	15		10	1		549	486	.885	63	4.49	0	842
10	Casey DeSmith C. DeSmith	3	6	5	2	0	0	167	152	.910	15	2.75	0	327
11	Brent Johnson B. Johnson	3	4	2	1	0	0	79	74	.937	5	1.62	0	185
12	Frank Pietrangelo F. Pietrangelo	3	6		1	0		184	169	.918	15	2.88	0	312
13	Jim Rutherford J. Rutherford	3	7		3	1		221	197	.891	24	3.43	0	420
14	Al Smith A. Smith	3	7		1	3		203	185	.911	18	2.58	0	419
15	Steve Guenette S. Guenette	2	6		4	0		162	146	.901	16	2.96	1	324
16	Roberto Romano R. Romano	2	11		6	1		351	309	.880	42	4.28	0	589
17	Andy Brown A. Brown	2	4		2	0		144	132	.917	12	3.00	0	240
18	Hank Bassen H. Bassen	2	2		0	0		58	57	.983	1	0.50	1	120
19	Alex Nedeljkovic A. Nedeljkovic	1	2	2	0	0	1	70	67	.957	3	1.45	0	124
20	Tomas Vokoun T. Vokoun	1	2	1	1	0	0	46	40	.870	6	3.64	0	99
21	Ty Conklin T. Conklin	1	3	2	1	0	0	78	68	.872	10	4.32	0	139
22	Dany Sabourin D. Sabourin	1	4	3	3	0	0	83	69	.831	14	4.58	0	183
23	Johan Hedberg J. Hedberg	1	4	4	2	1	0	112	96	.857	16	3.92	0	245
24	Garth Snow G. Snow	1	3	3	1	0	0	88	81	.920	7	2.90	1	145
25	Peter Skudra P. Skudra	1	4	3	1	1		80	73	.913	7	2.38	1	176