Grigor Dimitrov (Bulgaria) 3 - 4 Janko Tipsarevic (Serbia)

Date Tournament Rnd Winner Score
26 May 2019 Roland Garros FR Paris, France
Grand Slam, Clay
R128 Grigor Dimitrov (BUL Bulgaria) 6-3 6-0 3-6 6-7(4) 6-4
14 Jan 2019 Australian Open AU Melbourne, Australia
Grand Slam, Hard
R128 Grigor Dimitrov (BUL Bulgaria) 4-6 6-3 6-1 6-4
13 Jun 2016 cinch Championships UK London / Queen`s Club, Great Britain
ATP Tour 500, Grass
R32 Janko Tipsarevic (SRB Serbia) 6-7(6) 6-4 3-6
16 Apr 2013 Monte-Carlo Rolex Masters MC Monte-Carlo, Monaco
ATP Tour Masters, Clay
R32 Grigor Dimitrov (BUL Bulgaria) 7-6(3) 6-1
27 Mar 2012 Miami Open US Miami, Florida, USA
ATP Tour Masters, Hard
R16 Janko Tipsarevic (SRB Serbia) 6-7(3) 2-6
04 Aug 2011 Mubadala Citi DC Open US Washington, DC, USA
ATP Tour 500, Hard
R16 Janko Tipsarevic (SRB Serbia) 4-6 2-6
16 Jun 2011 Rothesay International UK Eastbourne, Great Britain
ATP Tour 250, Grass
Q Janko Tipsarevic (SRB Serbia) 3-6 6-7(2)