Ukrainian Cup 2021/22, Third Preliminary round |
 | 31.08.2021 |  | FK Nikopol (Nikopol) | – | Tavriya (Simferopil) | | 0:3 (0:1) |
| Nikopol |
Ukrainian Cup 2021/22, Second Preliminary round |
| 18.08.2021 | | Tavriya (Simferopil) | – | Dnipro (Cherkasy) | | 3:2 (3:2) |
| Marianivka Marianivskiy Stadium |
Ukrainian Cup 2020/21, First Preliminary Round |
| 30.08.2020 | | Tavriya (Simferopil) | – | Real Pharma (Odesa) | | 2:1 (0:1) |
| Marianivka Marianivskiy Stadium |
Ukrainian Cup 2019/20, First Preliminary Round |
| 20.08.2019 | | Tavriya (Simferopil) | – | Real Pharma (Odesa) | | 5:0 (4:0) |
| Beryslav Mashinobudivnyk Stadium |
Ukrainian Cup 2018/19, First Preliminary Round |
| 17.07.2018 | | Tavriya (Simferopil) | – | Chaika (Petropavlivska Borshchahivka) | | 1:0 (1:0) |
| Beryslav Mashinobudivnyk Stadium |
Ukrainian Cup 2017/18, Third Preliminary round |
| 20.09.2017 | | Tavriya (Simferopil) | – | Zirka (Kropyvnytskyi) | | 3:2 aet
(2:2, 2:2) |
| Beryslav Mashinobudivnyk Stadium |
Ukrainian Cup 2017/18, Second Preliminary round |
| 27.07.2017 | | Tavriya (Simferopil) | – | Nyva (Vinnytsya) | | 2:1 aet
(0:0, 1:1) |
| Nova Kakhovka |
Ukrainian Cup 2017/18, First Preliminary Round |
| 09.07.2017 | | Tavriya (Simferopil) | – | Skala (Stryi) | | +:- |
| |
Ukrainian Cup 2012/13, Round of 16 |
| 31.10.2012 | | Vorskla (Poltava) | – | Tavriya (Simferopil) | | 2:3 (0:3) |
 | Poltava |
Ukrainian Cup 2012/13, 1/16 finals |
| 23.09.2012 | | Hirnyk-Sport (Komsomolsk) | – | Tavriya (Simferopil) | | 0:2 (0:0) |
| Komsomolsk |
Ukrainian Cup 2009/10, Final |
| 16.05.2010 | | Tavriya (Simferopil) | – | Metalurh (Donetsk) | | 3:2 aet
(2:0, 2:2) |
| Kharkiv |
Ukrainian Cup 2009/10, Semifinal |
| 24.03.2010 | | Volyn (Lutsk) | – | Tavriya (Simferopil) | | 1:2 (0:2) |
| Lutsk |
Ukrainian Cup 2009/10, Quarterfinal |
| 28.10.2009 | | Tavriya (Simferopil) | – | Obolon (Kyiv) | | 4:0 (3:0) |
| Simferopol |
Ukrainian Cup 2009/10, 1/8 finals |
| 12.09.2009 | | Tavriya (Simferopil) | – | Illichovets (Mariupol) | | 4:2 (1:0) |
| Simferopol |
Ukrainian Cup 2009/10, 1/16 finals |
| 15.08.2009 | | Stal (Dniprodzerzhinsk) | – | Tavriya (Simferopil) | | 0:4 (0:2) |
| Dniprodzerzhynsk |
Ukrainian Cup 2008/09, 1/8 finals |
| 29.10.2008 | | Feniks-Illichovets (Kalinino) | – | Tavriya (Simferopil) | | 0:2 (0:0) |
| Kalinine |
Ukrainian Cup 2008/09, 1/16 finals |
| 13.09.2008 | | CSKA (Kyiv) | – | Tavriya (Simferopil) | | 0:3 (0:2) |
| Borodyanka Systema SC |
Ukrainian Cup 2007/08, Quarterfinal |
| 05.12.2007 | | Tavriya (Simferopil) | – | Dynamo (Kyiv) | | 2:0 (1:0) |
| Simferopol |
Ukrainian Cup 2007/08, 1/16 finals |
| 26.09.2007 | | Metalurh (Zaporizhzhya) | – | Tavriya (Simferopil) | | 0:1 aet
(0:0) |
| Zaporizhia |
Ukrainian Cup 2006/07, Quarterfinal |
| 09.12.2006 | | Tavriya (Simferopil) | – | Stal (Dniprodzerzhinsk) | | 1:0 (1:0) |
| Simferopol |
Ukrainian Cup 2006/07, Quarterfinal |
| 02.12.2006 | | Stal (Dniprodzerzhinsk) | – | Tavriya (Simferopil) | | 1:4 (0:0) |
| Dniprodzerzhynsk |
Ukrainian Cup 2006/07, 1/8 finals |
| 25.10.2006 | | Krymteplytsya (Molodizhne) | – | Tavriya (Simferopil) | | 1:2 (0:1) |
| Molodizhne |
Ukrainian Cup 2006/07, 1/16 finals |
| 20.09.2006 | | Zakarpattya (Uzhgorod) | – | Tavriya (Simferopil) | | 2:3 (1:1) |
| Uzhgorod |
Ukrainian Cup 2006/07, 1/32 finals |
| 11.08.2006 | | Bukovyna (Chernivtsy) | – | Tavriya (Simferopil) | | 0:3 (0:3) |
| Chernivtsi |
Ukrainian Cup 2005/06, 1/16 finals |
| 21.09.2005 | | Naftovyk (Dolyna) | – | Tavriya (Simferopil) | | 0:4 (0:1) |
| Dolyna |
Ukrainian Cup 2005/06, 1/32 finals |
| 13.08.2005 | | Hazovyk-KhGV (Kharkiv) | – | Tavriya (Simferopil) | | 0:4 (0:3) |
| Krasnokutsk |
Ukrainian Cup 2004/05, 1/16 finals |
| 22.08.2004 | | Nafkom (Brovary) | – | Tavriya (Simferopil) | | 1:2 aet
(0:0) |
| Brovary |
Ukrainian Cup 2004/05, 1/32 finals |
| 07.08.2004 | | Helios (Kharkiv) | – | Tavriya (Simferopil) | | 1:3 (1:0) |
| Kharkiv |
Ukrainian Cup 2003/04, 1/16 finals |
| 24.08.2003 | | FK Krasyliv-Obolon (Krasyliv) | – | Tavriya (Simferopil) | | 1:4 (0:3) |
| Krasyliv Yunist Stadium |
Ukrainian Cup 2003/04, 1/32 finals |
| 10.08.2003 | | Rava (Rava Ruska) | – | Tavriya (Simferopil) | | 0:1 (0:0) |
| Rava-Ruska Lokomotyv Stadium |
Ukrainian Cup 2002/03, 1/32 finals |
| 10.08.2002 | | Halychyna (Drohobych) | – | Tavriya (Simferopil) | | 0:1 aet
(0:0) |
| Drogobych |
Ukrainian Cup 2001/02, 1/8 finals |
| 27.10.2001 | | Tavriya (Simferopil) | – | Karpaty (Lviv) | | 3:1 (0:0) |
| Simferopol |
Ukrainian Cup 2000/01, 1/16 finals |
| 17.09.2000 | | SK Mykolaiv (Mykolaiv) | – | Tavriya (Simferopil) | | 0:3 (0:1) |
| Mykolaiv |
Ukrainian Cup 1999/00, 1/16 finals |
| 11.03.2000 | | Yavir (Krasnopillya) | – | Tavriya (Simferopil) | | 1:2 (1:1) |
| Krasnopillya Kolos Stadium |
Ukrainian Cup 1998/99, Quarterfinal |
| 17.11.1998 | | Tavriya (Simferopil) | – | Zirka (Kirovohrad) | | 2:1 (1:0) |
| Simferopol |
Ukrainian Cup 1998/99, 1/8 finals |
| 12.11.1998 | | Tavriya (Simferopil) | – | Nyva (Ternopol) | | 2:0 (0:0) |
| Simferopol |
Ukrainian Cup 1998/99, 1/8 finals |
| 08.11.1998 | | Nyva (Ternopol) | – | Tavriya (Simferopil) | | 0:2 (0:1) |
| Ternopil |
Ukrainian Cup 1998/99, 1/16 finals |
| 16.10.1998 | | Tavriya (Simferopil) | – | FK Cherkasy (Cherkasy) | | 3:2 (1:1) |
| Simferopol |
Ukrainian Cup 1997/98, 1/8 finals |
| 13.03.1998 | | Tavriya (Simferopil) | – | CSKA (Kyiv) | | 1:0 (0:0) |
| Simferopol |
Ukrainian Cup 1997/98, 1/16 finals |
| 01.11.1997 | | Tavriya (Simferopil) | – | Bukovyna (Chernivtsy) | | 1:0 (0:0) |
| Simferopol |
Ukrainian Cup 1997/98, 1/16 finals |
| 26.10.1997 | | Bukovyna (Chernivtsy) | – | Tavriya (Simferopil) | | 0:2 (0:1) |
| Chernivtsi |
Ukrainian Cup 1995/96, 1/8 finals |
| 08.03.1996 | | Tavriya (Simferopil) | – | Yavir (Krasnopillya) | | 2:0 (2:0) |
| Simferopol |
Ukrainian Cup 1995/96, 1/16 finals |
| 03.03.1996 | | Naftokhymyk (Kremenchuk) | – | Tavriya (Simferopil) | | 1:2 (1:1) |
| Kremenchuk |
Ukrainian Cup 1994/95, Quarterfinal |
| 17.04.1995 | | Tavriya (Simferopil) | – | Dynamo (Kyiv) | | 2:1 (1:0) |
| Simferopol |
Ukrainian Cup 1994/95, Quarterfinal |
| 10.04.1995 | | Dynamo (Kyiv) | – | Tavriya (Simferopil) | | 0:1 (0:0) |
| Kiev |
Ukrainian Cup 1994/95, 1/8 finals |
| 22.11.1994 | | Tavriya (Simferopil) | – | Karpaty (Lviv) | | 3:0 (1:0) |
| Simferopol |
Ukrainian Cup 1994/95, 1/16 finals |
| 01.11.1994 | | Tavriya (Simferopil) | – | Khurtovyk (Tysmenytsia) | | 3:1 (1:0) |
| Simferopol |
Ukrainian Cup 1993/94, Semifinal |
| 26.04.1994 | | Tavriya (Simferopil) | – | Veres (Rivne) | | 2:0 (2:0) |
| Simferopol |
Ukrainian Cup 1993/94, Quarterfinal |
| 12.04.1994 | | Kremin (Kremenchuk) | – | Tavriya (Simferopil) | | 1:2 (0:0) |
| Kremenchuk |
Ukrainian Cup 1993/94, Quarterfinal |
| 29.03.1994 | | Tavriya (Simferopil) | – | Kremin (Kremenchuk) | | 3:0 (2:0) |
| Simferopol |
Ukrainian Cup 1993/94, 1/8 finals |
| 05.12.1993 | | Tavriya (Simferopil) | – | Nyva (Ternopol) | | 3:0 (1:0) |
| Simferopol |
Ukrainian Cup 1993/94, 1/16 finals |
| 03.11.1993 | | Tavriya (Simferopil) | – | Skala (Stryi) | | 5:1 aet
(1:0, 2:0) |
| Simferopol |
Ukrainian Cup 1992/93, 1/16 finals |
| 21.10.1992 | | Tavriya (Simferopil) | – | Shakhtar (Pavlohrad) | | 3:0 (1:0) |
| Simferopol |
Ukrainian Cup 1992, 1/32 finals |
| 16.02.1992 | | Chayka (Sevastopol) | – | Tavriya (Simferopil) | | 0:2 (0:1) |
| Alushta |
