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Competition:
No change.
Clubs:
The Cup was played by 90 clubs.
Qualification:
1. Ligi: 17
- 8 - Top 9 of 1997-1998 1. Lig - except penalized Fenerbahçe (R6)
- 6 - Clubs ranked 10th through 15th at 1. Lig in 1997-1998 (R5)
- 3 - Clubs promoted from 1997-1998 2.Lig (R4)
2. Lig: 50 - 2
- 50 - 2. Lig clubs (R2)
3. Lig: 23 - 3
- 23 - Clubs ranked 2nd through 4th at eight 3. Lig groups in 1997-1998 - except promoted Amasyaspor (R1)
Final
 Galatasaray İstanbul
14.04 05.05 Galatasaray İST 0-0 2-0 İST Beşiktaş
FINAL
14/04/1999 19:00 Ali Sami Yen Stadyumu, İstanbul - Muhittin Boşat, Hüseyin Darıcı, Fahir Ersoy
Galatasaray 0-0 Beşiktaş
Galatasaray Claudio Taffarel, Ümit Davala, Fatih Akyel, Bülent Korkmaz, Hakan Ünsal "K.Hakan", Okan Buruk, Suat Kaya, Emre Belözoğlu (Ergün Penbe 74), Gheorghe Hagi, Hakan Şükür "B.Hakan", Arif Erdem (Tugay Kerimoğlu 84)
Coach: Fatih Terim
 Gheorghe Hagi 23
Beşiktaş Fevzi Tuncay, Ertuğrul Sağlam, Jamal Sellami, Ali Eren Beşerler, Savaş Kaya, Yasin Sülün, Mutlu Topçu, Mehmet Özdilek, Ayhan Akman (José Del Solar 68), Oktay Derelioğlu (Nihat Kahveci 76), Daniel Amokachi (Serdar Topraktepe 88)
Coach: Karl-Heinz Feldkamp (GER)
Mehmet Özdilek 15, Oktay Derelioğlu 29, Daniel Amokachi 52, Ayhan Akman 60, José Del Solar 76
05/05/1999 19:00 İnönü Stadyumu, İstanbul - Oğuz Sarvan, Turgay Güdü, Mehmet Kaya
Beşiktaş 0-2 Galatasaray
0-1 Ümit Davala 50, 0-2 Ümit Davala 67
Beşiktaş Fevzi Tuncay, Alpay Özalan, Jamal Sellami (Erkan Avseren 83), Yasin Sülün, Savaş Kaya, Tayfur Havutçu, Ayhan Akman (Christopher Ohen 75), Mehmet Özdilek, Mutlu Topçu, Ertuğrul Sağlam (Nihat Kahveci 64), Daniel Amokachi
Coach: Karl-Heinz Feldkamp (GER)
Jamal Sellami 15, Alpay Özalan 18, Yasin Sülün 19
Galatasaray Claudio Taffarel, Fatih Akyel, Gheorghe Popescu, Bülent Korkmaz, Hakan Ünsal "K.Hakan", Ümit Davala (Ufuk Talay 89), Suat Kaya, Emre Belözoğlu, Ergün Penbe (Tugay Kerimoğlu 83), Okan Buruk (Vedat İnceefe 85), Hakan Şükür "B.Hakan"
Coach: Fatih Terim
Emre Belözoğlu 28, Hakan Ünsal 30
Galatasaray won the cup 2-0 on aggregate score
Semi Finals
17.02 11.03 MKE Ankaragücü ANK 0-1 0-2 İST Beşiktaş
17.02 10.03 Sakaryaspor SAK 2-1 0-2 İST Galatasaray
Quarter Finals
27.01 03.02 Erzurumspor ERZ 2-1 0-2 SAK Sakaryaspor
26.01 03.02 Gaziantepspor GAZ 1-0 0-2 ANK MKE Ankaragücü
27.01 03.02 İstanbulspor İST 0-0 2-3 İST Galatasaray
26.01 02.02 Kocaelispor KOC 1-2 0-0 İST Beşiktaş
Round 6
Top 8 of 9 clubs from 1997-1998 1. Lig joined - except penalized Fenerbahçe.
8 of 16 clubs progressed to Quarter Finals.
18.11 23.01 Adanaspor ADA 0-2 1-4 İST Galatasaray
18.11 02.12 MKE Ankaragücü ANK 3-1 0-0 BUR Bursaspor
18.11 02.12 İstanbulspor İST 3-0 2-2 ANK Gençlerbirliği
17.11 02.12 Altay İZM 1-4 3-0 SAK Sakaryaspor
18.11 01.12 Kocaelispor KOC 1-1 4-1 KRB KDÇ Karabükspor
18.11 02.12 Samsunspor SAM 3-2 1-2 ERZ Erzurumspor
18.11 01.12 Çorluspor 2 TEK 1-4 0-10 İST Beşiktaş
18.11 02.12 Trabzonspor TRA 5-4 1-3 GAZ Gaziantepspor
Round 5
6 clubs placed 10-15 at 1997-1998 1.Lig joined.
8 of 16 clubs progressed to Round 6.
28.10 Adanaspor ADA 3-1 ADA Adana Demirspor 2
28.10 Gençlerbirliği ANK 2-1 ART Artvin Hopaspor 2
28.10 Çanakkale Dardanel ÇAN 0-2 ERZ Erzurumspor
28.10 Kayserispor 2 KAY 2-3 ANK MKE Ankaragücü
28.10 Kocaelispor KOC 3-2 ANT Antalyaspor
28.10 Yeni Salihlispor 2 MAN 0-2 GAZ Gaziantepspor
28.10 Çorluspor 2 TEK 2-1 KIR MKE Kırıkkalespor 3
28.10 Uşakspor 3 UŞA 0-2 SAK Sakaryaspor aet
Round 4
3 clubs which promoted from 1996-1997 2. Lig joined.
10 of 19 clubs progressed to Round 5.
Yeni Salihlispor 2 MAN bye
08.10 Adana Demirspor 2 ADA 3-1 ŞAN Şanlıurfaspor 2
07.10 Adanaspor ADA 7-1 DİY Diyarbakırspor 2
07.10 Göztepe 2 İZM 0-2 UŞA Uşakspor 3
07.10 Kayserispor 2 KAY 3-1 ANK BB Ankaraspor 2 aet. reg score: 0-0
07.10 MKE Kırıkkalespor 3 KIR 2-0 ZON Kilimli Belediye 2
07.10 Çaykur Rizespor 2 RİZ 1-2 ART Artvin Hopaspor 2
07.10 Sakaryaspor SAK 2-1 İST İstanbul BB 2
07.10 Çorluspor 2 TEK 1-0 İST Sarıyer 2
07.10 Vanspor 2 VAN 0-1 ERZ Erzurumspor
Round 3
16 of 31 clubs progressed to Round 4.
Diyarbakırspor 2 DİY bye
23.09 Adıyamanspor 2 ADI 1-3 KAY Kayserispor 2
23.09 BB Ankaraspor 2 ANK 2-1 ESK Eskişehirspor 2
23.09 Artvin Hopaspor 2 ART 4-4 GÜM Gümüşhane Doğanspor 2 pen: 5-4 reg score: 4-4
23.09 Hatayspor 2 HAT 0-1 ADA Adana Demirspor 2
23.09 İstanbul BB 2 İST 3-0 İST Zeytinburnu 2
23.09 Kasımpaşa 2 İST 3-6 TEK Çorluspor 2
23.09 Sarıyer 2 İST 4-3 İST Kartal 2
23.09 Aliağa Belediye 3 İZM 2-5 İZM Göztepe 2
23.09 MKE Kırıkkalespor 3 KIR 2-1 BİL Bilecikspor 3
23.09 Yeni Salihlispor 2 MAN 2-1 DEN Denizlispor 2
23.09 Çaykur Rizespor 2 RİZ 2-1 ORD Ünyespor 3
23.09 Şanlıurfaspor 2 ŞAN 3-0 ELA Elazığspor 2
23.09 Uşakspor 3 UŞA 0-0 AYD Aydınspor 2 pen: 4-3
23.09 Vanspor 2 VAN 1-0 AĞR Ağrıspor 2
23.09 Kilimli Belediye 2 ZON 1-0 ANK Petrolofisi 2
Round 2
50 clubs of 1996-1997 2.Lig joined.
31 of 62 clubs progressed to Round 3.
09.09 Adana Demirspor 2 ADA 3-1 KAY Kocasinan Belediye 3 in Ceyhan
09.09 Adıyamanspor 2 ADI 1-0 KAH Kahramanmaraşspor 3
09.09 Ağrıspor 2 AĞR 3-0 MAR Mardinspor 3 awd. Mardinspor forfeited
09.09 Ankara Demirspor 2 ANK 1-5 ANK BB Ankaraspor 2 aet. reg score: 1-1
09.09 Petrol Ofisi 2 ANK 1-0 ANK Şekerspor 2
09.09 Artvin Hopaspor 2 ART 5-1 ORD Orduspor 2
09.09 Aydınspor 2 AYD 2-0 İZM Bucaspor 2
09.09 Kuşadasıspor 2 AYD 1-4 UŞA Uşakspor 3
09.09 Diyarbakırspor 2 DİY 8-2 BİN Bingölspor 3
09.09 Fırat Üniversitesi 2 ELA 1-2 ELA Elazığspor 2
09.09 Eskişehirspor 2 ESK 3-2 KON Konyaspor 2
09.09 Giresunspor 2 GİR 1-3 RİZ Çaykur Rizespor 2 in Bulancak
09.09 Gümüşhane Doğanspor 2 GÜM 2-1 ERC Erzincanspor 2
09.09 Bakırköy 2 İST 1-1 İST Sarıyer 2 pen: 2-4 reg score:0-0
09.09 İstanbul BB 2 İST 5-2 İST Pendik 2
09.09 Kasımpaşa 2 İST 2-1 BUR İnegölspor 3
09.09 Tepecik Fıratpenspor 3 İST 0-1 İST Zeytinburnu 2
09.09 Aliağa Belediye 3 İZM 2-0 MAN Soma Linyitspor 2
09.09 İzmirspor 2 İZM 1-2 İZM Göztepe 2
09.09 Kayserispor 2 KAY 2-1 GAZ Gaziantep Sanko 2
09.09 MKE Kırıkkalespor 3 KIR 1-1 YOZ Yimpaş Yozgatspor 2 pen: 4-1 reg score: 1-1
09.09 Gebzespor 3 KOC 4-5 İST Kartal 2
09.09 Yeni Salihlispor 2 MAN 3-2 İZM Karşıyaka 2 aet. reg score: 2-2
09.09 Mersin İdman Yurdu 2 MER 3-4 HAT Hatayspor 2
09.09 Marmarisspor 2 MUĞ 2-4 DEN Denizlispor 2
09.09 Ünyespor 3 ORD 2-1 AMA Amasyaspor 2
09.09 Şanlıurfaspor 2 ŞAN 4-1 MAL Malatyaspor 2
09.09 Çorluspor 2 TEK 2-1 EDİ Edirnespor 2
09.09 Vanspor 2 VAN 3-0 BAT Batman Petrolspor 2
10.09 Kilimli Belediye 2 ZON 4-1 BOL Boluspor 2 aet. reg score: 1-1 in Çayeli
10.09 Zonguıldakspor 2 ZON 1-2 BİL Bilecikspor 3
Round 1
Clubs placed 2nd to 4th at 1995-1996 3. Lig groups joined. Promoted Amasyaspor joined at Round 2 as 2. Lig clubs.
12 of 23 clubs progressed to Round 2.
Mardinspor 3 MAR bye
02.09 Gönenspor 3 BAL 1-2 KOC Gebzespor 3
02.09 Bilecikspor 3 BİL 1-0 ANK Çubukspor 3
02.09 Bingölspor 3 BİN 4-0 ŞIR Silopi Belediye 3
02.09 İnegölspor 3 BUR 2-1 SAK Sapancaspor 3
02.09 Tepecik Fıratpenspor 3 İST 2-1 ÇAN Çanspor 3
02.09 Aliağa Belediye 3 İZM 2-0 BAL Balıkesirspor 3
02.09 Kahramanmaraşspor 3 KAH 1-0 NEV Nevşehirspor 3
02.09 Melikgazi Bld.Erciyesspor 3 KAY 0-0 KAY Kocasinan Belediye 3 pen: 3-4
02.09 MKE Kırıkkalespor 3 KIR 3-2 ANK EGO Spor 3
02.09 Çarşamba Belediye 3 SAM 1-1 ORD Ünyespor 3 pen: 1-4 reg score: 1-1
02.09 Uşakspor 3 UŞA 2-0 KÜT Kütahyaspor 3
The Champ - Galatasaray
G W D L F A
Galatasaray 8 5 2 1 14 5
Trainer: Fatih Terim
Goalies: Claudio Taffarel (8), Kerem İnan (1)
Defense: Fatih Akyel (8), Hakan Ünsal "K.Hakan" (7), Bülent Korkmaz (6), Gheorghe Popescu (5,1), Alper Tezcan (3),
Vedat İnceefe (3), Iulian Filipescu (1)
Midfield: Ümit Davala (8,3), Ergün Penbe (7), Tugay Kerimoğlu (7), Emre Belözoğlu (6,2), Okan Buruk (6), Hasan Şaş (5,1),
Gheorghe Hagi (4,1), Ufuk Talay (4), Suat Kaya (3), Tolunay Kafkas (3)
Forwards: Hakan Şükür "B.Hakan" (7,1), Arif Erdem (6,4), Burak Akdiş (3,1),
Márcio Mandinga dos Santos "Márcio Mixirica" (1)
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1998-1999 - 37. Türkiye Kupası