If Djokovic maintains his position, he will pass Federer – the only record-holder ahead of him for most weeks at No 1 – by 8 March 2021.
Djokovic, a winner of 17 Grand Slam titles, had already moved past Sampras' tally of 286 weeks in the top spot in September.
Strokes of Genius review: Roger Federer-Rafael Nadal documentary will captivate you even if you don't like tennis
The tennis documentary Strokes of Genius revolves around the epic 2008 Wimbledon final between Roger Federer and Rafael Nadal.
Djokovic has been the top-ranked player at the end of a season five times. Should he beat Borna Coric, he will equal the achievement of his childhood idol, Pete Sampras.
The 33-year-old Serb has been the top-ranked player at the end of a season five times: in 2011, 2012, 2014, 2015 and 2018.
On Sunday, the Scot watched in awe as Nadal, 34, demolished Novak Djokovic 6-0, 6-2, 7-5 in the final at Roland Garos to win his 13th French Open title.
Serve-and-volley tennis was not a feature of the sport from its inception, and it only came to prominence in the 1950s. However, it presented a genuinely innovative way to explore court geometry.
Roger Federer has won 20 Grand Slam singles titles, but has never won an Olympic gold medal in singles.
In this edition of 'The Heist', we look at some of the greatest escapes, greatest Houdini acts and greatest how-did-that-happen in recent memory from the tennis courts.
The coronavirus pandemic has stalled young Greek Stefanos Tsitsipas’s burgeoning career but he remains philosophical about the current tennis shutdown.
Tennis legend Roger Federer says he 'really doesn't know' when to retire and he's not thinking about it
Two days into Federer's preparation for next season, he flies to Melbourne on 9 January, a week before the Australian Open draw, he is taking a 48-hour break, sitting out his fitness sessions
Tennis Rankings: Rafael Nadal ends year as World No 1 for fifth time in career; Andy Murray jumps to 126 after European Open title
The Spaniard did not make it beyond the group stage of last week's ATP Finals in London but Novak Djokovic's failure to reach the semi-finals meant Nadal closed the year as No 1
ATP Finals 2019: Novak Djokovic gunning for sixth year-end title, wresting control of World No 1 ranking from Rafael Nadal
Djokovic is bidding to equal Pete Sampras' record of finishing six years as the world's best player, while Nadal is looking to achieve the feat for the fifth time
Rafael Nadal and Novak Djokovic, fighting it out for the year-end world number one spot, edged closer to a possible Paris Masters final clash as both eased into the last four on Friday
Japan Open 2019: Novak Djokovic beats third-seeded David Goffin in semi-final, to face John Millman in final
After controlling the first set, Djokovic broke Goffin in the first game of the second with a perfectly-placed volley at the net
US Open 2019: Rafael Nadal’s improved backhand has made him a formidable hardcourt threat even in Djokovic Era
Armed with an improved backhand to go with the already formidable game he possessed, Rafael Nadal is breaking new ground even at the age of 33.
US Open 2019: Rafael Nadal edges Daniil Medvedev in gruelling five-set encounter to clinch 19th Grand Slam title
Nadal moved one shy of Roger Federer's record 20 Grand Slams and became the second-oldest New York champion in the Open era after Ken Rosewall in 1970 at 35
US Open 2019: Daniil v Goliath — First-time finalist Medvedev takes on Rafael Nadal in battle of generations
Rafael Nadal will invariably try to turn the final into a physical battle. Daniil Medvedev may have to take a trick or two out of Marat Safin’s playbook to slay this giant.
Wimbledon 2019: From unpredictable playing surface to weight of history, what makes tournament a fiefdom of the greatest
Clay and hard courts give you time to make amends for your slip-ups, but grass doesn't. It penalizes you for the smallest of mistakes. That's why the players who don't make too many mistakes in first place — in other words, the greats — have an inherent advantage at Wimbledon.
Jo-Wilfried Tsonga’s Montpellier win is a throwback to his past glory, and also a reminder of his impressive longevity
Jo-Wilfred Tsonga has lived in the shadows for 11 years now, despite his magical talents and persistent success. It would be nice if he got a few more moments of glory before he called it quits.