MADRID — Novak Djokovic cupped his ear to demand more applause from the crowd after the 24-time major winner chased down an apparently lost ball and won an improbable point.

Instead of sparking a comeback, it turned out to be Djokovic’s last gasp as he fell in straight sets to Matteo Arnaldi in his first match of the Madrid Open on Saturday.

The 37-year-old Djokovic has lost three matches in a row; including losing the Miami final, and his opener to Alejandro Tabilo at the Monte Carlo Masters two weeks ago as he struggles at the start of the clay-court swing ahead of the French Open next month.

Arnaldi won 6-3, 6-4, delaying Djokovic’s search for a career 100th title. The Serb was undermined by 32 unforced errors to his opponent’s 18 and had his serve broken three times.

It was the first meeting between Djokovic and 44th-ranked Arnaldi of Italy.

“He’s my idol, he’s always been,” Arnaldi said of Djokovic. “To play him at a stage like this was already a victory for me. He’s not at his best right now, so I came on court to try to play my best tennis and win and it happened.”

Arnaldi raised his arms and turned to the crowd after striking a winner that gave him a second-set break. Djokovic tried to hit right back and had three break points, but Arnaldi rallied to save his serve and finished off the three-time champion.

He wrote “OMG” (Oh my god) on the camera when given the marker for the now customary message by the winner to the television audience.

Djokovic is still seeking his first title of the season after winning his 99th title last August at the Paris Olympics. He has lost four finals since then. The only two players to reach the 100-title milestone are Jimmy Connors (109) and Roger Federer (103).

Arnaldi will next face Damir Dzumhur after he rallied past Sebastian Baez 1-6, 6-1, 6-2.

Other men’s results

The sixth-seeded Alex de Minaur beat Lorenzo Sonego 6-2, 6-3 and moves on to play Denis Shapovalov after the Canadian defeated Kei Nishikori 6-1, 6-4.

Stefanos Tsitsipas fought back against Jan-Lennard Struff 3-6, 6-4, 6-3 and will face 10th-seeded Lorenzo Musetti, who beat Tomas Martin Etcheverry 7-6 (3), 6-2.

Cameron Norrie also came back to down Jiri Lehecka 2-6, 6-4, 6-0. He will play Gabriel Diallo.

Andreeva again into last 16

Russian teenager Mirra Andreeva reached the last 16 for the third straight year by defeating Magdalena Frech 7-5, 6-3.

The 17-year-old Andreeva, ranked No. 7, has yet to lose before the Madrid fourth round.

She reached that stage for the first time in 2023 while playing as a wild card in her second WTA main draw. Last year, her first big quarterfinals came in the Spanish capital.

“I was very, very nervous,” Andreeva said. “I still struggle to find my best tennis in Madrid. Super happy that I could manage to play consistent throughout the whole match.”

Andreeva, who will turn 18 on Tuesday, will next face Ukrainian qualifier Yuliia Starodubtseva, who defeated 18th-seeded Liudmila Samsonova in three sets.

Americans Coco Gauff and Madison Keys also advanced with straight-set wins.

Fourth-seeded Gauff beat compatriot Ann Li 6-2, 6-3, while the fifth-seeded Keys edged Anna Kalinskaya 7-5, 7-6 (3).

Belinda Bencic and Diana Shnaider were among other winners.