Sidney Crosby has the most career games for the Penguins versus the Flyers, with 87 games.

penguins player most regular-season games played vs flyers

	NAME	GP	G	A	P	+/-	PIM	PPG	PPA	SHG	SHA	GWG	OTG	S	S%	FOW	FO	FOW%	HIT	BKS	TKA	GVA	TOI/GP
1	Sidney Crosby S. Crosby	87	55	74	129	+17	48	18	31	0	1	8	3	305	18.0	941	1,855	50.7	84	40	51	89	20:35
2	Evgeni Malkin E. Malkin	74	30	59	89	0	136	8	23	1	0	3	0	235	12.8	319	738	43.2	37	26	61	76	19:20
3	Mario Lemieux M. Lemieux	71	51	73	124	+1	54	17	46	3	3	3	1	269	19.0	95	191	49.7	4	3	6	5	20:49
4	Kris Letang K. Letang	67	12	40	52	+37	47	2	14	1	0	4	2	165	7.3	1	1	100.0	116	92	31	67	23:27
5	Brooks Orpik B. Orpik	57	2	10	12	+9	69	1	0	0	2	0	0	31	6.5	0	0		168	110	8	18	19:25
6	Jean Pronovost J. Pronovost	55	15	19	34	-8	22	6	8	1	2	5	0	153	9.8
7	Marc-Andre Fleury M. Fleury	52	0	2	2		4					0											56:19
8	Bob Errey B. Errey	52	8	15	23	-2	67	0	0	1	1	2	0	87	9.2
9	Jaromir Jagr J. Jagr	50	20	49	69	+16	35	7	15	0	0	3	1	166	12.0	0	0		2	4	2	12	17:12
10	Rick Kehoe R. Kehoe	43	10	21	31	-19	2	3	10	1	1	0	0	115	8.7
11	Ron Schock R. Schock	42	7	18	25	-16	10	0	4	4	1	1	0	99	7.1
12	Troy Loney T. Loney	41	3	11	14	-4	109	0	0	0	0	0	0	49	6.1
13	Rod Buskas R. Buskas	41	0	5	5	-9	93	0	0	0	0	0	0	26	0.0
14	Kevin Stevens K. Stevens	40	27	21	48	-7	102	12	10	0	0	5	0	120	22.5	0	0		4	0	0	0	16:13
15	Ron Stackhouse R. Stackhouse	38	3	13	16	-22	39	1	8	0	0	0	0	78	3.8
16	Jordan Staal J. Staal	36	11	6	17	+6	14	0	1	3	1	2	0	69	15.9	240	500	48.0	30	13	24	10	18:50
17	Mark Recchi M. Recchi	36	11	20	31	-11	32	3	8	0	0	1	0	68	16.2	20	44	45.5	18	8	2	15	19:41
18	Val Fonteyne V. Fonteyne	36	6	6	12	+4	0	1	1	0	1	0	0	43	14.0
19	Ken Schinkel K. Schinkel	35	6	9	15	-13	14	1	1	1	0	2	0	88	6.8
20	Chris Kunitz C. Kunitz	34	10	15	25	+1	30	3	7	1	0	2	0	81	12.3	5	9	55.6	107	17	7	20	17:22
21	Martin Straka M. Straka	34	12	15	27	0	14	2	6	0	1	2	0	54	22.2	35	90	38.9	14	9	4	10	21:06
22	Mike Bullard M. Bullard	34	14	15	29	-24	61	4	7	0	1	1	0	80	17.5
23	Dave Burrows D. Burrows	34	0	6	6	-23	19	0	0	0	0	0	0	61	0.0
24	Pascal Dupuis P. Dupuis	33	5	14	19	+5	14	0	0	0	1	3	1	61	8.2	5	20	25.0	59	14	15	3	15:12
25	Rob Scuderi R. Scuderi	33	0	4	4	-9	15	0	0	0	0	0	0	24	0.0	0	0		14	74	8	19	20:06