Sports · Wimbledon 2026 · Men's Singles · Round of 32

Flavio CobollivsKaren Khachanov

Saturday, July 4, 2026 · Round of 32

Watch: ESPN · ESPN+

My pick: Karen Khachanov to advance · locked 2026-07-03 13:30 UTC

Prediction

Khachanov, narrowly. The seedings say ninth-seeded Cobolli, the higher-ranked man at No. 10, should be favoured over the 19th seed — but grass rewrites the maths. Khachanov owns a 32-18 career record on the surface to Cobolli's 9-11, has reached two Wimbledon quarter-finals, and was close to flawless in the second round, beating Yannick Hanfmann for the loss of just six unforced errors. Cobolli, by contrast, needed nearly three hours and two tiebreaks to escape James Duckworth. Khachanov also holds their only prior meeting. Cobolli has the bigger season and the higher ceiling, and if he serves as he did in Madrid this flips — but on this surface, on this form, the Russian is the marginally safer pick.

The case for Flavio Cobolli

46% to win

Cobolli is the higher seed and the higher-ranked man for a reason: a breakout season at 24-15, a Wimbledon quarter-final last year, and a first-strike game that, on a quick court, can overwhelm anyone. He won their only meeting's blueprint match on a hard court in Madrid, and his serve carried him through a three-hour test he had every excuse to lose. If his level holds he is good enough to win this.

The case for Karen Khachanov

54% to win

Khachanov's case is grass and form. His 32-18 record on the surface, two Wimbledon quarter-finals, and a second-round display of six unforced errors say a man in complete control of his game. He leads the head-to-head 1-0, and his flat, heavy ball skids through the low bounce in a way Cobolli's has not yet learned to. The cleaner, more grass-tested player.

Both cases written 2026-07-03, before the first ball — frozen into the record exactly as written, whatever the result. The percentages are mine, quoted to a decimal because false precision is funnier — and tennis has no draw to hide the rounding in.

9Cobolli
19Khachanov
vs

Tale of the tape

Flavio CobolliKaren Khachanov
24Age30
6′0″ (1.83 m)Height6′6″ (1.98 m)
74 kg (163 lb)Weight87 kg (192 lb)
Right-handed, two-handed backhandPlaysRight-handed, two-handed backhand
2020Turned pro2013
No. 10ATP rankingNo. 22
24–152026 win–loss14–14
9–11Career on grass32–18
0Grand Slam titles0
Quarter-finals (2025)Best at WimbledonQuarter-finals (2021, 2025)
Stefano CobolliCoachVedran Martić

Player vitals: ATP Tour player profiles and Wikipedia (career records) · as of 2026-07-01.

The briefing

Storylines

  • A seed-versus-seed collision: the No. 9 Cobolli against the No. 19 Khachanov.
  • Khachanov's grass pedigree (32-18, two Wimbledon quarter-finals) outstrips Cobolli's 9-11 on the surface.
  • Khachanov leads their only prior meeting, a straight-sets win in Madrid in 2024.

This fortnight’s form

Flavio Cobolli

  • R1def. Mariano Navone1-6 7-6(5) 6-3 7-6(8)
  • R2def. James Duckworth7-6(4) 3-6 7-6(3) 6-1

Karen Khachanov

  • R1def. Billy Harris (Q)6-3 5-7 6-3 6-3
  • R2def. Yannick Hanfmann6-3 6-4 6-4

Each player’s path into this round. Source: Mungomash Wimbledon 2026 draw (this cluster's verified results), cross-checked against the published draw · as of 2026-07-03.

Head to head

Khachanov leads their only meeting 1-0, a 7-5 6-4 win at the 2024 Madrid Masters.

Source: ATP head-to-head · as of 2026-07-03.

Watch: US coverage runs on ESPN and ESPN2, and every court — this match included — streams on ESPN+. The exact channel and start time follow the order of play. (ESPN, as of 2026-07-03)

Court & schedule: Third-round order of play is posted the evening before; the court and start time for this match had not yet been published. (All England Club order of play (not yet released for the third round), as of 2026-07-03)

Venue: All England Lawn Tennis and Croquet Club, London — grass.

Last refreshed 2026-07-03 by Titan — R64 box scores + Jul-4 R32 previews