| Date | Match | Score | Competition | |
|---|---|---|---|---|
| L | 2026-02-07 | Cheltenham v Milton Keynes Dons | 2–3 | League Two |
| L | 2025-08-16 | Milton Keynes Dons v Cheltenham | 5–0 | League Two |
| L | 2025-03-22 | Cheltenham v Milton Keynes Dons | 0–1 | League Two |
| L | 2024-11-16 | Milton Keynes Dons v Cheltenham | 3–2 | League Two |
| D | 2023-04-15 | Milton Keynes Dons v Cheltenham | 2–2 | League One |
| D | 2022-10-29 | Cheltenham v Milton Keynes Dons | 0–0 | League One |
| L | 2022-03-08 | Milton Keynes Dons v Cheltenham | 3–1 | League One |
| D | 2021-09-04 | Cheltenham v Milton Keynes Dons | 1–1 | League One |
| W | 2018-12-26 | Cheltenham v Milton Keynes Dons | 3–1 | League Two |
| L | 2018-10-06 | Milton Keynes Dons v Cheltenham | 3–0 | League Two |
| L | 2009-01-31 | Cheltenham v Milton Keynes Dons | 3–5 | League One |
| L | 2008-10-25 | Milton Keynes Dons v Cheltenham | 3–1 | League One |
| Competition | P | Cheltenham W | D | Milton Keynes Dons W |
|---|---|---|---|---|
| League One | 6 | 0 | 3 | 3 |
| League Two | 6 | 1 | 0 | 5 |
League meetings on record only — domestic cup and European ties are not yet in the archive, so this is the league ledger of the rivalry, not every match ever played. Results from PitchVAR's own football warehouse.