Grigor Dimitrov advances to his first US Open semi-final by defeating Roger Federer Tuesday in Flushing Meadows.

Grigor Dimitrov advances to his first tour-level quarter-final since January by defeating Alex de Minaur at the US Open.

Grigor Dimitrov advances to the Round of 16 in New York.

Grigor Dimitrov is looking to reach his second quarter-final of the year in Los Cabos.

Santiago Gonzalez and Grigor Dimitrov enjoy a hit on the beach at Bahia Santa Maria during the Abierto de Tenis Mifel presentado por Cinemex.

Santiago Gonzalez and Grigor Dimitrov enjoy mini tennis with a view on the beach in Los Cabos.

Grigor Dimitrov, who has worked with Radek Stepanek during the clay swing, battles No. 11 seed Marin Cilic in five sets on Wednesday at Roland Garros.

Grigor Dimitrov is competing in qualifying for the first time since 2012 Paris.

2017 Nitto ATP Finals champion Grigor Dimitrov will face German Jan-Lennard Struff in his Rome opener.

Grigor Dimitrov beats Thomas Fabbiano in straight sets at the Australian Open on Friday.

Grigor Dimitrov, the No. 20 seed, celebrates beating Pablo Cuevas on Wednesday night at the Australian Open

Andre Agassi and Dani Vallverdu watch on as Grigor Dimitrov trains at the Australian Open.

Grigor Dimitrov speaks to his coach Andre Agassi, a former No. 1 and Australian Open champion, in Melbourne.

Grigor Dimitrov will begin his 2019 Australian Open campaign against Janko Tipsarevic.

Grigor Dimitrov will try to win his second Brisbane International title this week.

Grigor Dimitrov converts all three break points to advance on Monday at the Brisbane International.

Grigor Dimitrov and Taylor Fritz visit B. Lucky and Sons gaming arcade ahead of the Brisbane International.

Grigor Dimitrov and Taylor Fritz contest a different kind of rally at B. Lucky and Sons gaming arcade ahead of the Brisbane International.

Grigor Dimitrov, with Andre Agassi in his corner, will look to finish his season strong at the Rolex Paris Masters.

Third seed Grigor Dimitrov copes well with a late change of opponent on Tuesday to start his China Open campaign.

Alexander Zverev, Juan Martin del Potro and Grigor Dimitrov enjoy the China Open player party in Beijing.

Grigor Dimitrov did not win as many points as #NextGenATP Frances Tiafoe on Thursday (107-106), but the Bulgarian advanced to the quarter-finals.

Grigor Dimitrov overcomes a 2/4 deficit in a third-set tie-break to oust #NextGenATP American Frances Tiafoe in Toronto.

Grigor Dimitrov will look to win back-to-back matches for the first time since Roland-Garros on Thursday.

Grigor Dimitrov takes his place alongside hockey pros on the black team for the shootout during the Sportsnet Ball Hockey Challenge in Toronto.