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| Chelsea FC v Canto Do Rio 22/04/1958 | £12.50 | |
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| Chelsea FC v Manchester United FC 26/04/1958 | View match | |
| Manchester United FC v Chelsea FC 23/08/1958 | £10.00 | |
| Chelsea FC v Tottenham Hotspur FC 27/08/1958 | £8.00 | |
| Chelsea FC v Wolverhampton Wanderers FC 30/08/1958 | £12.99 | |
| Chelsea FC v Wolverhampton Wanderers FC 30/08/1958 | £8.50 | |
| Tottenham Hotspur FC v Chelsea FC 03/09/1958 | £18.99 | |
| Portsmouth FC v Chelsea FC 06/09/1958 | View match | |
| Chelsea FC v Newcastle United FC 10/09/1958 | £8.00 | |
| Chelsea FC v Newcastle United FC 10/09/1958 | £5.50 |