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What is the record for the most number of five-set matches at a Grand Slam tournament in the Open Era?
Where does the 2019 US Open (27 five-set matches) rank in the all-time list?

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According to the data provided by Jeff Sackmann, these are the Grand Slams with the most 5 setters since 1969:

Year Grand Slam 5 set matches
1969 Wimbledon 34
1983 US Open 34
2004 US Open 34
1992 Roland Garros 33
1994 Wimbledon 33
2001 Roland Garros 33
2010 Wimbledon 33
2012 Wimbledon 32
1976 Roland Garros 31
1998 Australian Open 31
2001 Wimbledon 31
2015 Wimbledon 31

2019's US Open would rank only 36th in that list.

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