| Period | Club | on loan from | buy option |
|---|---|---|---|
 New England Revolution | - | ||
| Real Monarchs SLC | - | ||
| Portland Timbers | - | ||
| Michigan State Spartans (Michigan State University) | - | ||
| Chicago FC United | - | ||
| Michigan State Spartans (Michigan State University) | - | ||
| Chicago FC United | - | ||
| Chicago Sockers | - | ||
| Chicago Fire Academy | - | ||
| Michigan State Spartans (Michigan State University) | - | ||
| Marian Central Catholic Hurricanes (Marian Central Catholic High School) | - | ||
| Chicago Fire Academy | - | ||
| Marian Central Catholic Hurricanes (Marian Central Catholic High School) | - | ||
| Chicago Fire Academy | - | ||
| Chicago Sockers | - | ||
| Marian Central Catholic Hurricanes (Marian Central Catholic High School) | - | ||
| Chicago Sockers | - | ||
| Marian Central Catholic Hurricanes (Marian Central Catholic High School) | - | ||
| Chicago Sockers | - |
Ryan David Sierakowski - Clubs
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