1999 Penn Quakers football team

1999 Ivy League football standings
v t e
Team	W		L	W		L
No. 25 Brown +	6	–	1	9	–	1
Yale +	6	–	1	9	–	1
Cornell	5	–	2	7	–	3
Penn	4	–	3	5	–	5
Harvard	3	–	4	5	–	5
Dartmouth	2	–	5	2	–	8
Columbia	1	–	6	3	–	7
Princeton	1	–	6	3	–	7

+ – Conference co-champions Rankings from The Sports Network poll

The 1999 Penn Quakers football team represented the University of Pennsylvania in the 1999 NCAA Division I-AA football season. Penn compiled a 5–5 record (4–3 conference record) and placed fourth in the Ivy League.