In doubles, Pierre-Hugues Herbert and Nicolas Mahut defeated Raven Klaasen and Michael Venus in straight sets.
At the Indian Wells Masters, he withdrew prior to his semifinal match against Roger Federer due to a knee injury.
He began his clay court season being the 3-time defending champion at the Monte-Carlo Masters and Barcelona Open but lost to Fabio Fognini and Dominic Thiem in the semifinals, respectively.
He then claimed his third title of the year at the Rogers Cup defeating Daniil Medvedev in the final dropping only 3 games in the match.
Djokovic saved two championship points and the match also marked the first time a fifth set tiebreak was played in the men's singles of Wimbledon at 12 games all.
At the US Open, Djokovic was unable to defend his title, falling to Stan Wawrinka in the fourth round, while down two sets and a break before retiring due to injury.
Djokovic reached the final of the Paris Masters, where he claimed his fifth title there after a straight set win over Canadian Shapovalov.
Roger Federer opened his campaign by retaining the Hopman Cup alongside Belinda Bencic, becoming the first player to win the mixed-gender event three times.
At the Dubai Tennis Championships, Federer won his 100th career singles title, beating Tsitsipas in straight sets in the final.
Federer then played his first clay court tournament in three years at the Madrid Masters but lost in the quarterfinals to Thiem, despite having two match points.
Federer next played at the French Open for the first time in 4 years and reached the semifinals, where he lost to 11-time champion Rafael Nadal in straight sets.
Federer then began his grass court season at the Halle Open where he won his tenth title at the event, defeating David Goffin in the final in straight sets.
He defeated Alex de Minaur in straight sets for a tenth Swiss Indoors and a 103rd overall ATP singles title.
Daniil Medvedev started the 2019 season strongly by reaching the final of the Brisbane International, where he lost to Kei Nishikori.
Medvedev won his fourth ATP title at the Sofia Open beating Márton Fucsovics in the final in straight sets.
Medvedev entered the Monte Carlo Masters, his run ended in the semifinals against Dušan Lajović in straight sets.
The North American hard-court swing proved to be another turning point in Medevdev's career, as he reached four tournament finals (in Washington, Montreal, Cincinnati and New York City), becoming only the third man in tennis history to do so (after Ivan Lendl and Andre Agassi).
After a slow start to the clay-court swing at the Rolex Monte Carlo Masters where he lost to eventual finalist Lajović in the third round, Thiem went to the Barcelona Open, where he captured his third career ATP 500 title defeating Russian Medvedev in the final.
At the Italian Open, he faced Fernando Verdasco in the second round and lost, which meant he still stayed winless against the Spaniard in 4 encounters.
The following week he won the 14th title of his career at the Austrian Open defeating Albert Ramos Viñolas in straight sets in the final.
Stefanos Tsitsipas began the season at the Hopman Cup alongside Maria Sakkari, but lost during the round robin stage.
At the Australian Open, Tsitsipas reached his first major semifinal, despite only having won five Grand Slam singles matches in total the previous year, where he lost to Nadal.
He began the clay season with back-to-back 3rd round losses at the Monte Carlo Masters to Medvedev and to Jan-Lennard Struff at the Barcelona Open.
He reached a second successive clay court final at the Madrid Open, only to lose to Djokovic, after defeating Nadal in the semifinals.
As the 6th seed, Tsitsipas reached the fourth round at the French Open before losing to Stan Wawrinka in a 5 set thriller lasting over 5 hours.
However, his poor form continued with losses in his first matches at the Rogers Cup, Cincinnati Masters and US Open to Hurkacz, Struff and Rublev respectively.
Zverev won his first 2019 title at the Geneva Open, defeating Nicolás Jarry in the final after saving two match points.
At the Hamburg European Open in his hometown, he reached the semifinals, losing to defending and eventual champion Nikoloz Basilashvili in a third set tiebreak.
However, his losing streak at ATP events continued with first round losses to Hurkacz at the Miami Open and to Dimitrov at the Monte Carlo Masters.
Berrettini continued his form into the following week as he reached the final at the BMW Open, but lost to Cristian Garín in a third set tie-breaker.