Former Union, Union II and Academy Players Who Turned Pro
| Kyle Tucker | Union II | Bray Wanderers |
| Cole Turner | Academy, Union II, First Team | Loudoun United |
| Mikael Uhre | First Team | FC Midtjylland |
| Carlos Valdés | First Team | Retired |
| David Vazquez | First Team, Union II, Academy | San Diego FC |
| Maike Villero | Union II | Yaracuyanos |
| Steven Vitória | First Team | Retired |
| Jahmali Waite | Academy, Union II | Tampa Bay Rowdies |
| Taylor Washington | First Team, Union II | Retired |
| Johann Weatherly | Academy | Montego Bay FC |
| Andrew Wenger | First Team | Retired |
| Aaron Wheeler | First Team | Retired |
| Ethan White | First Team | Retired |
| Giliano Wijnaldum | First Team | Retired |
| Sheanon Williams | First Team | Retired |
| Chavany Willis | Union II | Racing United FC |
| Chris Wingate | Union II | Retired |
| Krystian Witkowski | First Team | Retired – Fairfield men head coach |
| Andrew Wooten | First Team | Mechtersheim |
| Joshua Yaro | First Team | St. Louis City SC |
| Isaiah Young | Academy | Arminia Bielefeld |
| Marcos Zambrano | Academy, Union II | Real Salt Lake |
| Zach Zandi | Academy, Union II | Retired |
| Nick Zimmerman | First Team | Retired – Florida Women’s Soccer Head Coach |
