Anugerah Filmfare ke-44 diadakan pada 21 Februari 1999, di Mumbai, India. Filem sulung arahan Karan Johar, Kuch Kuch Hota Hai mendominasi anugerah, termasuk kategori lakonan utama. Satya arahan Ram Gopal Varma dan Dil Se.. arahan Mani Ratnam ialah pemenang besarnya.

Kuch Kuch Hota Hai

• Ghulam
• Pyaar Kiya To Darna Kya
• Pyaar To Hona Hi Tha
• Satya

Karan Johar – Kuch Kuch Hota Hai

• Abbas-Mustan – Soldier
• Ram Gopal Varma – Satya
• Sohail Khan – Pyaar Kiya To Darna Kya
• Vikram Bhatt – Ghulam

Shah Rukh Khan – Kuch Kuch Hota Hai

• Aamir Khan – Ghulam
• Ajay Devgn – Zakhm
• Govinda – Bade Miyan Chote Miyan
• Salman Khan – Pyaar Kiya To Darna Kya

Kajol – Kuch Kuch Hota Hai

• Kajol – Dushman
• Kajol – Pyaar To Hona Hi Tha
• Manisha Koirala – Dil Se..
• Urmila Matondkar – Satya

Salman Khan – Kuch Kuch Hota Hai

• Arbaaz Khan – Pyaar Kiya To Darna Kya
• Manoj Bajpai – Satya
• Naseeruddin Shah – China Gate
• Om Puri – Pyaar To Hona Hi Tha

Rani Mukerji – Kuch Kuch Hota Hai

• Preity Zinta – Dil Se..
• Raakhee – Soldier
• Shefali Shah – Satya
• Tanvi Azmi – Dushman

Johnny Lever – Dulhe Raja

• Anupam Kher – Kuch Kuch Hota Hai
• Archana Puran Singh – Kuch Kuch Hota Hai
• Johnny Lever – Kuch Kuch Hota Hai
• Kader Khan – Dulhe Raja

Ashutosh Rana – Dushman

• Govind Namdeo – Satya
• Mukesh Tiwari – China Gate
• Shah Rukh Khan – Duplicate
• Sharat Saxena – Ghulam

Fardeen Khan – Prem Aggan

Preity Zinta – Dil Se..

Zakhm – Mahesh Bhatt

Kuch Kuch Hota Hai – Karan Johar

China Gate – Rajkumar Santoshi dan K. K. Raina

Dil Se... – A. R. Rehman

• Bade Miyan Chote Miyan – Viju Shah
• Kuch Kuch Hota Hai – Jatin-Lalit
• Pyaar Kiya To Darna Kya – Jatin Lalit
• Soldier – Anu Malik

Dil Se.. – Gulzar untuk Chaiyya Chaiyya

• Dil Se.. – Gulzar untuk Ae Ajnabi
• Duplicate – Javed Akhtar untuk Mere Mehboob Mere Sanam
• Kuch Kuch Hota Hai – Sameer untuk Kuch Kuch Hota Hai
• Kuch Kuch Hota Hai – Sameer untuk Ladki Badi Anjaani Hai

Dil Se.. – Sukhwinder Singh untuk Chaiyya Chaiyya

• Ghulam – Aamir Khan untuk Aati Kya Khandala
• Kuch Kuch Hota Hai – Kumar Sanu untuk Ladki Badi Anjaani Hai
• Kuch Kuch Hota Hai – Udit Narayan untuk Kuch Kuch Hota Hai
• Pyaar Kiya To Darna Kya – Kamaal Khan untuk O O Jaan e Jaana

Pyaar To Hona Hi Tha – Jaspinder Narula untuk Pyaar To Hona Hi Tha

• China Gate – Alka Yagnik untuk Chamma Chamma
• Dil Se.. – Sapna Awasthi untuk Chaiyya Chaiyya
• Kareeb – Sanjeevani untuk Chori Chori
• Kuch Kuch Hota Hai – Alka Yagnik untuk Kuch Kuch Hota Hai

Kamaal Khan

Soldier – Akbar Bakshi

Kuch Kuch Hota Hai – Sharmishta Roy

Satya – Sandeep Chowta

Dil Se.. – Farah Khan for Chaiyya Chaiyya'

Dil Se.. – Santosh Sivan

Satya – Apurva Asrani and Bhanu Daya

Satya – H. Shridhar

Manoj Kumar and Helen

Shekhar Kapur

Ghulam

• Kuch Kuch Hota Hai – 8/17
• Satya – 6/9
• Dil Se.. – 6/10

• https://www.imdb.com/event/ev0000245/1999/