This was run on Wednesday 31st May 1899 and the winner was bred by the 1st Duke of Westminster and trained by John Porter at Kingsclere. There were 12 runners from an initial entry of 264. The winner won by 2 lengths with a length between second and third. The winners time was 2 mins 42.8 secs.

THE DERBY 1899

FLYING FOX SR 2061

The winner won a first prize of £5,450, (The equivalent of £665,800 in today's terms based on Bank of England inflation calculator).
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Pos. Horse Jockey Owner
1 FLYING FOX Mornington Cannon 1st Duke of Westminster
2 DAMOCLES Sam Loates Mr W.R.Marshall
3 INNOCENCE W.Halsey Mr J.A.Miller
4 MY BOY J.Watts Mr H.Barnato
Also

DESMOND

 F.Pratt Lord Dunraven
Also HOLOCAUSTE T.Sloan Monsieur de Bremond
Also OPPRESSOR T.Loates Mr T.L.Plunkett
Also SCINTILLANT O.Madden Mr R.A.Oswald
Also JO I SO I W.Bradford Mr P.Pack
Also MATOPPO F.Rickaby Mr 'Fairie'
Also SIR REGINALD F.Allsopp Mr E.J.Fose
Also BEAUTIWICK Palmer Mr Elliot Galer
2/5 Flying Fox
6/1 Holocauste
15/1 Damocles
20/1 Oppressor
33/1 Desmond
33/1 My Boy
50/1 Innocence
66/1 Scintillant
100/1 Sir Reginald
200/1 Jo I So I
200/1 Matoppo
200/1 Beautiwick
  Over-Round 106%