In the fourth round of the UPL Obolon got its first victory in the current championship by beating Dnipro-1. This was also the last game for Dnipro-1's head coach Olexandr Kucher, as he resigned shortly after the match.

2023-24, Ukraine - Premier League

Dnipro-1 - Obolon 1:2 (1:0)
Goals: Pikhalonok, 16 (penalty) (1:0); Taranukha R., 46 (1:1); Krasnopir, 83 (1:2)

Dnipro-1: Kinareikin; Horin O. (Kohut I., 54); Svatok; Lednev (Felipe Pires, 79); Kravets V.; Kaplienko; Bill (Tanchyk, 54); Pasich Y. (Purita, 71); Pikhalonok; Rubchynskyi; Kivinda (Filippov, 46)
Bench: Walef; Krapyvtsov; D. Miroshnichenko; Horbunov S.; Babenko; Andre Marcos; Hadzhyiev
Yellow Cards: Pikhalonok 48; Svatok 67

Obolon: Fedorivskyi; Osman Ol. (Prokopenko Y., 46); Pryimak; Sukhanov S. (Krasnopir, 46); Lukianchuk; Nahiiev (Medynskyi, 61); Moroz T.; Chernenko; Slobodian O. (Grusha, 76); Vovkun (Fateyev, 76); Taranukha R.
Bench: Kychak; Mukha; Yermolenko M.; Chernov O-r
Yellow Cards: Vovkun 73