Challenge of Champions Past winners and runners-up Past winners and runners-up

| Year_ | Date_Final | Venue | Prize_Money | Champion | Runner_up | Score_in_final | Commercial_name |
|---|---|---|---|---|---|---|---|
| 1984 | Jan 3-8 | Rosemont | $250,000 | Jimmy Connors | Andrés Gómez | 6–3, 6–2, 6–1 | Lite Challenge of Champions |
| 1983 | Jan 4-9 | Rosemont | $250,000 | Ivan Lendl | Jimmy Connors | 4–6, 6–4, 7–5, 6–4 | Lite Challenge of Champions |
| 1982 | Jan 6-11 | Rosemont | $310,000 | Jimmy Connors | John McEnroe | 6–7, 7–5, 6–7, 7–5, 6–4 | Michelob Light Challenge of Champions |
| 1981 | Jan 7-12 | Rosemont | $310,000 | John McEnroe | Jimmy Connors | 6–2, 6–4, 6–1 | Challenge of Champions |