| Date | Matchup | UK
Result | Score | Notes |
|---|
| 12/4/1999 | Kentucky vs. Indiana | L | 75 - 83 | (at Indianapolis, IN) |
| 12/8/1998 | Kentucky vs. Indiana | W | 70 - 61 OT | (at Louisville, KY) |
| 12/6/1997 | Kentucky vs. Indiana | W | 75 - 72 | (at Indianapolis, IN) |
| 12/7/1996 | Kentucky vs. Indiana | W | 99 - 65 | (at Louisville, KY) |
| 12/2/1995 | Kentucky vs. Indiana | W | 89 - 82 | (at Indianapolis, IN) |
| 12/7/1994 | Kentucky vs. Indiana | W | 73 - 70 | (at Louisville, KY) |
| 12/4/1993 | Kentucky vs. Indiana | L | 84 - 96 | (at Indianapolis, IN) |
| 1/3/1993 | Kentucky vs. Indiana | W | 81 - 78 | (at Louisville, KY) |
| 12/7/1991 | Kentucky vs. Indiana | W | 76 - 74 | (at Indianapolis, IN) |
| 12/18/1990 | Kentucky at Indiana | L | 84 - 87 | - |
| 12/2/1989 | Kentucky vs. Indiana | L | 69 - 71 | Big Four Classic (at Indianapolis, IN) |
| 12/20/1988 | Indiana at Kentucky | L | 52 - 75 | - |
| 12/5/1987 | Kentucky vs. Indiana | W | 82 - 76 OT | Big Four Classic (at Indianapolis, IN) |
| 12/6/1986 | Kentucky at Indiana | L | 66 - 71 | - |
| 12/7/1985 | Indiana at Kentucky | W | 63 - 58 | - |
| 12/8/1984 | Kentucky at Indiana | L | 68 - 81 | - |
| 12/3/1983 | Indiana at Kentucky | W | 59 - 54 | - |
| 3/24/1983 | Kentucky vs. Indiana | W | 64 - 59 | NCAA Mideast Regional Semifinals (at Knoxville, TN) |
| 12/22/1982 | Kentucky at Indiana | L | 59 - 62 | - |
| 12/8/1981 | Indiana at Kentucky | W | 85 - 69 | - |
| 12/6/1980 | Kentucky at Indiana | W | 68 - 66 | - |
| 12/15/1979 | Indiana at Kentucky | W | 69 - 58 | - |
| 12/16/1978 | Kentucky at Indiana | L | 67 - 68 OT | - |
| 12/5/1977 | Indiana at Kentucky | W | 78 - 64 | - |
| 12/6/1976 | Kentucky at Indiana | W | 66 - 51 | - |
| 12/15/1975 | Kentucky vs. Indiana | L | 68 - 77 OT | (at Louisville, KY) |
| 3/22/1975 | Kentucky vs. Indiana | W | 92 - 90 | NCAA Mideast Regional Finals (at Dayton, OH) |
| 12/7/1974 | Kentucky at Indiana | L | 74 - 98 | - |
| 12/8/1973 | Kentucky vs. Indiana | L | 68 - 77 | (at Louisville, KY) |
| 3/17/1973 | Kentucky vs. Indiana | L | 65 - 72 | NCAA Mideast Regional Finals (at Nashville, TN) |
| 12/9/1972 | Kentucky at Indiana | L | 58 - 64 | - |
| 12/11/1971 | Kentucky vs. Indiana | L | 89 - 90 2 OT | (at Louisville, KY) |
| 12/21/1968 | Army at Kentucky | W | 80 - 65 | UKIT Championship |
