| Type: | PSA |
| Windy City Open 2014 | |
| Number: | 15 |
| Series: | PSA Windy City Open |
| Event Name: | Guggenheim Partners MetroSquash Windy City Open |
| Location: |  Chicago United States |
| Venue: | University Club of Chicago |
| Psa Category: | World Series Gold |
| Psa Prize Money: | $115,000 |
| Psa Year: | World Tour 2014 |
| Prevseason: | 2013 |
| Nextseason: | 2015 |
The Men's Windy City Open 2014 is the men's edition of the 2014 Windy City Open, which is a PSA World Series event Gold (prize money: $115 000). The event took place at the University Club of Chicago in the United States from 26 February to 3 March. Grégory Gaultier won his first Windy City Open trophy, beating Ramy Ashour in the final.
For 2014, the prize purse was $115,000. The prize money and points breakdown is as follows:[1]
| width=200 colspan=1 bgcolor=#dfe2e9 | Event | width=80 bgcolor=lime | W | width=85 bgcolor=#D8BFD8 | F | width=85 bgcolor=#FFFF00 | SF | width=85 bgcolor=#ffebcd | QF | width=85 bgcolor=#afeeee | 2R | width=85 bgcolor=#afeeee | 1R |
| Points (PSA) | 2015 | 1325 | 805 | 490 | 290 | 145 | |||||||
| Prize money | $17,500 | $11,500 | $7,000 | $4,250 | $2,500 | $1,250 |