2000 Windy City Open Player Prize Money
| Round | Player | Country | Prize |
| Winner | Dave Askew | ENG | Unknown |
| Final | Roger Carter | USA | Unknown |
| Semi Final | Alan Warriner-Little | Unknown | |
| Semi Final | Darin Young | USA | Unknown |
| Quarter Final | Bob Bettis | Unknown | |
| Quarter Final | Peter Manley | ENG | Unknown |
| Quarter Final | Dennis Smith | ENG | Unknown |
| Quarter Final | Gary Spedding | ENG | Unknown |
History