The Chicago Grand Prix is a defunct professional tennis tournament played on indoor carpet courts. It was part of the Grand Prix circuit. It was held annually at the UIC Pavilion in Chicago, Illinois, USA from 1985 to 1987. It is unrelated to a World Championship Tennis event held in Chicago for one year in 1982.

The singles tournament saw four American players reach the final in the three years of the tournament: Tim Mayotte won the title in 1987 against countryman David Pate, John McEnroe beat compatriot Jimmy Connors in 1985. Boris Becker defeated Ivan Lendl in 1986. In doubles, American duo Ken Flach and Robert Seguso reached the final on two occasions, winning in 1986 and losing in 1985.

Past finals

Singles

Year	Champions	Runners-up	Score
1991	John McEnroe	Patrick McEnroe	3–6, 6–2, 6–4
1988-90: not held
1987	Tim Mayotte	David Pate	6–4, 6–2
1986	Boris Becker	Ivan Lendl	7–6, 6–3
1985	John McEnroe	Jimmy Connors	Walkover

Doubles

Year	Champions	Runners-up	Score
1987	Paul Annacone Christo van Rensburg	Mike De Palmer Gary Donnelly	6–3, 7–6(7–4)
1986	Ken Flach Robert Seguso	Eddie Edwards Francisco González	6–0, 7–5
1985	Johan Kriek Yannick Noah	Ken Flach Robert Seguso	3–6, 4–6, 7–5, 6–1, 6–4