- 25 April 2026, Loudoun United FC vs Charleston Battery, 1-2, Lose
- 20 August 2025, Loudoun United FC vs Sacramento Republic FC, 2-4, Lose
- 26 July 2025, North Carolina FC vs Loudoun United FC, 6-4, Lose
- 31 May 2025, Loudoun United FC vs Louisville City FC, 2-1, Win
- 16 May 2026, Richmond Kickers Chesterfield vs Charleston Battery, 0-4, Lose
- 25 April 2026, Richmond Kickers Chesterfield vs Charlotte Independence, 1-2, Lose
- 26 July 2025, Charlotte Independence vs Richmond Kickers Chesterfield, 3-0, Lose
- 29 August 2024, Richmond Kickers Chesterfield vs Spokane Velocity FC, 3-2, Win
- 10 August 2024, Richmond Kickers Chesterfield vs Tormenta FC, 7-6, Win
Form Guide
| Lose | 1-2 | Loudoun United FC vs Charleston Battery | |
| Lose | 2-4 | Loudoun United FC vs Sacramento Republic FC | |
| Lose | 6-4 | North Carolina FC vs Loudoun United FC | |
| Win | 2-1 | Loudoun United FC vs Louisville City FC |
- PLAYED
- 4
- WINS
- 1
- GOALS
- 9:13
- GOALS / MATCH
- 2.25
- Loudoun United FC has won only one out of its last four matches with a goal difference of 9:13, scoring 2.25 goals average
| Lose | 0-4 | Richmond Kickers Chesterfield vs Charleston Battery | |
| Lose | 1-2 | Richmond Kickers Chesterfield vs Charlotte Independence | |
| Lose | 3-0 | Charlotte Independence vs Richmond Kickers Chesterfield | |
| Win | 3-2 | Richmond Kickers Chesterfield vs Spokane Velocity FC | |
| Win | 7-6 | Richmond Kickers Chesterfield vs Tormenta FC |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 11:17
- GOALS / MATCH
- 2.2
- Richmond Kickers Chesterfield has two wins in its last five matches with a goal difference of 11:17, scoring 2.2 goals average
Loudoun United FC H2H Richmond Kickers Chesterfield
| Away game | Loudoun United FC | 0 | 1 | Richmond Kickers Chesterfield | Home game | US Open Cup | |
| Away game | Loudoun United FC | 5 | 4 | Richmond Kickers Chesterfield | Home game | US Open Cup |
- PLAYED
- 2
- WINS
- 1
- GOALS
- 5:5
- GOALS / MATCH
- 2.50
- In the last two matches that these two sides meet, Loudoun United FC overtook Richmond Kickers Chesterfield once
- Loudoun United FC won once, lost once
- Teams played two times head-to-head in the current season with the goals score 5:5; average goals per match – 2.50
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