1999 Cleveland Cavaliers (22-28)

5 Feb L at Atlanta 83- 100  
(0-1)
6 Feb L at Boston 73- 77  
(0-2)
8 Feb L Indiana 89- 95  
(0-3)
10 Feb W at Charlotte 87- 77  
(1-3)
11 Feb W San Antonio 99- 89  
(2-3)
16 Feb W Orlando 90- 78  
(3-3)
18 Feb W New York 98- 74  
(4-3)
20 Feb W New Jersey 89- 84  
(5-3)
22 Feb L Philadelphia 97- 106  
(5-4)
24 Feb L at Detroit 73- 89  
(5-5)
25 Feb L Indiana 74- 81  
(5-6)
1 Mar L at New York 78- 85  
(5-7)
2 Mar W Boston 116- 99  
(6-7)
4 Mar L Detroit 84- 99  
(6-8)
6 Mar W Golden State 97- 80  
(7-8)
9 Mar L at Utah 75- 88  
(7-9)
10 Mar W at Phoenix 86- 73  
(8-9)
13 Mar L at Houston 89- 100  
(8-10)
15 Mar W at Chicago 89- 85 (O)
(9-10)
16 Mar W Detroit 86- 82  
(10-10)
18 Mar W LA Lakers 100- 93  
(11-10)
20 Mar L at Washington 83- 113  
(11-11)
21 Mar W New Jersey 88- 85  
(12-11)
23 Mar W Boston 113- 86  
(13-11)
25 Mar L at Orlando 86- 96  
(13-12)
27 Mar W at New Jersey 109- 99  
(14-12)
28 Mar L at Charlotte 84- 105  
(14-13)
30 Mar L Toronto 91- 101  
(14-14)
1 Apr L at New York 74- 78  
(14-15)
2 Apr W at Philadelphia 85- 80  
(15-15)
4 Apr W Milwaukee 98- 74  
(16-15)
6 Apr W Chicago 96- 89  
(17-15)
7 Apr L at Milwaukee 91- 99  
(17-16)
8 Apr L Orlando 69- 73  
(17-17)
10 Apr W Atlanta 81- 67  
(18-17)
12 Apr L at Boston 89- 103  
(18-18)
13 Apr W Washington 86- 77  
(19-18)
14 Apr W at Chicago 89- 81  
(20-18)
16 Apr W at Toronto 91- 90 (O)
(21-18)
17 Apr L Charlotte 82- 90  
(21-19)
19 Apr L Miami 87- 94  
(21-20)
21 Apr L at Miami 80- 93  
(21-21)
23 Apr L at Milwaukee 75- 79  
(21-22)
26 Apr L Miami 65- 90  
(21-23)
27 Apr L at Philadelphia 71- 80  
(21-24)
29 Apr L at Washington 86- 97  
(21-25)
30 Apr W Toronto 91- 83  
(22-25)
2 May L Atlanta 65- 76  
(22-26)
4 May L at Indiana 78- 100  
(22-27)
5 May L at Toronto 87- 96  
(22-28)