2005 Windy City Open Player Prize Money
| Round | Player | Country | Prize |
| Winner | Darin Young | USA | $1,200 |
| Final | Steve Brown (US) | $600 | |
| Semi Final | Jayson Barlow | CAN | $300 |
| Semi Final | Paul Lim | SNG | $300 |
| Quarter Final | Ross Wadlow | $150 | |
| Quarter Final | Ed de Behnke | $150 | |
| Quarter Final | Sean Downs | $150 | |
| Quarter Final | Jeff Morris | $150 | |
| Last 16 | Josh Newman | $75 | |
| Last 16 | Davis Snider | $75 | |
| Last 16 | Bob Bettis | $75 | |
| Last 16 | Tony Booth | $75 | |
| Last 16 | Al Bouchie | $75 | |
| Last 16 | Ryan Loch | $75 | |
| Last 16 | Gary Mawson | USA | $75 |
| Last 16 | Brian Fenlon | USA | $75 |
History