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03.04.1999, "Shinnik" : "Chernomorets", 1:0
88 min. Kovardayev (Bychkov, ),
11.04.1999, "Chernomorets" : "Saturn", 1:1
88 min. Medvedev (, ),
head,
17.04.1999, "Zenit" : "Chernomorets", 1:1
17 min. Popovich (Ovsepyan, Panov),
head,
02.05.1999, "Spartak" : "Chernomorets", 2:0
18 min. Titov (Yuran, Tikhonov),
38 min. Kechinov (Tikhonov, Yuran),
19.06.1999, "Rostov" : "Chernomorets", 1:0
69 min. Matveev (Pestryakov, ),
09.05.1999, "Chernomorets" : "Lokomotiv", 1:4
40 min. Loskov (, ),
distant kick,
46 min. Kharlachyov (, ),
distant kick,
60 min. Loskov (, ),
after free kick,
75 min. Bulykin (, ),
15.05.1999, "CSKA" : "Chernomorets", 5:2
3 min. Semak (Khomukha, ),
18 min. Varlamov (Khomukha, ),
head, after corner,
41 min. Semak (Khomukha, ),
after corner,
53 min. Filippenkov (Savelyev, ),
65 min. Semak (Filippenkov, ),
22.05.1999, "Chernomorets" : "Dinamo", 2:1
60 min. Pisarev (Golovskoy, ),
29.05.1999, "Rotor" : "Chernomorets", 5:2
39 min. Veretennikov (, ),
after free kick,
61 min. Zubko (Veretennikov, ),
68 min. Yesipov (Zubko, ),
82 min. Tishchenko (Zubko, ),
87 min. Tishchenko (, ),
penalty kick,
13.06.1999, "Chernomorets" : "Kryliya Sovietov", 1:1
50 min. Shishkin (Safronov, ),
head, after corner,
27.06.1999, "Torpedo" : "Chernomorets", 3:1
30 min. Kamoltsev (, ),
43 min. Lukhovich (, ),
90 min. Kamoltsev (, ),
07.07.1999, "Chernomorets" : "Lokomotiv", 0:1
55 min. Avakov (Vyazmikin, ),
14.07.1999, "Saturn" : "Chernomorets", 3:0
4 min. Gryazin (Gavrilin, ),
30 min. Sosnovskiy (Buznikin, Menshchikov),
74 min. Medvedev (Smertin, ),
head,
28.07.1999, "Zhemchuzhina" : "Chernomorets", 2:0
42 min. Kakosyan (, ),
53 min. Kovalenko (, ),
04.08.1999, "Chernomorets" : "Spartak", 1:1
53 min. Shirko (Bulatov, ),
15.08.1999, "Lokomotiv" : "Chernomorets", 2:1
48 min. Loskov (Janashiya, ),
90 min. Smertin (, ),
distant kick,
21.08.1999, "Chernomorets" : "CSKA", 2:1
48 min. Khomukha (, ),
penalty kick,
11.09.1999, "Chernomorets" : "Rotor", 1:1
65 min. Veretennikov (, ),
18.09.1999, "Kryliya Sovietov" : "Chernomorets", 1:1
82 min. Mikaelyan (, ),
penalty kick,
02.10.1999, "Alania" : "Chernomorets", 3:1
61 min. Kasymov (, ),
after free kick,
77 min. Borges (Kasymov, ),
81 min. Demetradze (Borges, ),
16.10.1999, "Chernomorets" : "Torpedo", 1:2
42 min. Dregush (Orlovskiy, ),
84 min. Kamoltsev (, ),
23.10.1999, "Uralan" : "Chernomorets", 3:1
30 min. Tutichenko (, ),
41 min. Avalyan (, ),
75 min. Garin (Mikalaunas, ),
30.10.1999, "Lokomotiv" : "Chernomorets", 3:2
28 min. Kuznetsov (Vyazmikin, Gogrichiani),
50 min. Gogrichiani (Kuznetsov, Vlasov),
head,
67 min. Gogrichiani (Nizhegorodov, Tatarchuk),
08.11.1999, "Chernomorets" : "Shinnik", 1:1
58 min. Tuvin (, ),
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