| Founded | 1998 |
|---|---|
| Region | Europe |
| Number of teams | 4 |
| Current champions |  Benfica (1st title) |
| Most successful club(s) | Benfica (1 title) |
The Middlesbrough Trophy (or JD Sports Cup for sponsorship reasons) was an invitational football tournament held at the Riverside, Middlesbrough. The only edition took place between 1 and 2 August 1998. It was contested by four teams.
| Semi-finals | Final | |||||
| 1 August – Middlesbrough (Riverside) | ||||||
 Newcastle United | 0 | |||||
| 2 August – Middlesbrough (Riverside) | ||||||
| Benfica | 0 | |||||
| Benfica | 1 | |||||
| 1 August – Middlesbrough (Riverside) | ||||||
 Empoli | 1 | |||||
| Middlesbrough | 0 | |||||
| Empoli | 1 | |||||
| Third place | ||||||
| 2 August – Middlesbrough (Riverside) | ||||||
| Newcastle United | 1 | |||||
| Middlesbrough | 1 | |||||
Benfica beat Newcastle United 4–3 on penalties.
Newcastle United beat Middlesbrough 4–3 on penalties.
Benfica beat Empoli 7–6 on penalties.
| 1 August 1998Semi Final | Newcastle United | 0 – 0 (3–4 p) | Benfica | Riverside Stadium |
| Attendance: 5,430 | ||||
| Penalties | ||||
Watson  Pearce Ketsbaia | Paulo Madeira Scott Minto  Nandinho Kandaurov Luís Carlos | |||
| 1 August 1998Semi Final | Middlesbrough | 0 – 1 | Empoli | Riverside Stadium |
Artico  80' |
| 2 August 19983rd/4th Place | Middlesbrough | 1 – 1 (3–4 p) | Newcastle United | Riverside Stadium |
| Mustoe 27' | Shearer 50' (pen.) | Attendance: 5,230 | ||
| Penalties | ||||
| Shearer Lee Albert Pistone | |||
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