Seasons with at least 1 win on Grass in Round of 16 at Best of 5

Seasons with at least 1 Round of 16 on Grass

Min wins per season:Apply

Rank	Player	#	Seasons
1	Roger Federer	20	2000, 2001, 2002, 2003, 2004, 2005, 2006, 2008, 2009, 2010, 2011, 2012, 2013, 2014, 2015, 2016, 2017, 2018, 2019, 2021
2	Jimmy Connors	18	1971, 1972, 1973, 1974, 1975, 1976, 1977, 1978, 1979, 1980, 1981, 1982, 1983, 1984, 1985, 1986, 1987, 1995
3	Novak Djokovic	18	2007, 2008, 2009, 2010, 2011, 2012, 2013, 2014, 2015, 2017, 2018, 2019, 2021, 2022, 2023, 2024, 2025, 2026
4	Lleyton Hewitt	15	1999, 2000, 2001, 2002, 2003, 2004, 2005, 2006, 2008, 2009, 2010, 2011, 2012, 2013, 2014
5	Boris Becker	14	1984, 1985, 1986, 1987, 1988, 1989, 1990, 1991, 1992, 1993, 1994, 1995, 1996, 1997
6	Philipp Kohlschreiber	14	2005, 2006, 2007, 2008, 2009, 2010, 2011, 2012, 2013, 2014, 2015, 2016, 2017, 2021
7	Marin Cilic	13	2007, 2008, 2011, 2012, 2013, 2014, 2015, 2016, 2017, 2018, 2021, 2022, 2026
8	Andy Murray	12	2006, 2008, 2009, 2010, 2011, 2012, 2013, 2014, 2015, 2016, 2017, 2022
9	John Alexander	12	1969, 1970, 1971, 1972, 1974, 1975, 1977, 1978, 1979, 1981, 1982, 1984
10	John McEnroe	12	1977, 1978, 1979, 1980, 1981, 1982, 1983, 1984, 1985, 1989, 1990, 1992