| 06 May 1939 | | Worcestershire v West Indians | Visit Worcestershire New Road, Worcester | Results |
| 10 May 1939 | | Lancashire v West Indians | Aigburth, Liverpool | Results |
| 13 May 1939 | | Marylebone Cricket Club v West Indians | Lord's Cricket Ground, St John's Wood | Results |
| 17 May 1939 | | Cambridge University v West Indians | FP Fenner's Ground, Cambridge | Results |
| 20 May 1939 | | Surrey v West Indians | The Kia Oval, Kennington | Results |
| 24 May 1939 | | Oxford University v West Indians | The University Parks, Oxford | Results |
| 27 May 1939 | | Glamorgan v West Indians | Cardiff Arms Park, Cardiff | Results |
| 31 May 1939 | | Essex v West Indians | The Cloud County Ground, Chelmsford | Results |
| 03 Jun 1939 | | Middlesex v West Indians | Lord's Cricket Ground, St John's Wood | Results |
| 07 Jun 1939 | | Northamptonshire v West Indians | County Ground, Northampton | Results |
| 10 Jun 1939 | | Derbyshire v West Indians | Racecourse Ground, Derby | Results |
| 14 Jun 1939 | | Minor Counties v West Indians | Lord's Cricket Ground, St John's Wood | Results |
| 17 Jun 1939 | | Leicestershire v West Indians | Aylestone Road, Leicester | Results |
| 24 Jun 1939 | 1st Test | England v West Indies | Lord's Cricket Ground, St John's Wood | Results |
| 01 Jul 1939 | | Nottinghamshire v West Indians | Trent Bridge, Nottingham | Results |
| 05 Jul 1939 | | Yorkshire v West Indians | St George's Road, Harrogate | Results |
| 08 Jul 1939 | | Lancashire v West Indians | Emirates Old Trafford, Manchester | Results |
| 22 Jul 1939 | 2nd Test | England v West Indies | Emirates Old Trafford, Manchester | Results |
| 26 Jul 1939 | | Surrey v West Indians | The Kia Oval, Kennington | Results |
| 29 Jul 1939 | | Hampshire v West Indians | Dean Park, Bournemouth | Results |
| 02 Aug 1939 | | Somerset v West Indians | The Cooper Associates County Ground, Taunton | Results |
| 05 Aug 1939 | | Glamorgan v West Indians | St Helen's, Swansea | Results |
| 09 Aug 1939 | | Warwickshire v West Indians | Edgbaston, Birmingham | Results |
| 12 Aug 1939 | | Gloucestershire v West Indians | College Ground, Cheltenham | Results |
| 19 Aug 1939 | 3rd Test | England v West Indies | The Kia Oval, Kennington | Results |
| 26 Aug 1939 | | Sussex v West Indians | New County Ground, Hove | Results |
| 30 Aug 1939 | | Kent v West Indians | Spitfire Ground, St Lawrence, Canterbury | Results |
| 06 Sep 1939 | | England XI v West Indians | Cheriton Road Sports Ground, Folkestone | Results |
| 09 Sep 1939 | | HDG Leveson-Gower's XI v West Indians | Queens, Scarborough | Results |
| 15 Jul 1939 | | Durham v West Indians | Ashbrooke, Sunderland | Results |
| 01 May 1939 | | R Earle's XI v West Indians | Busbridge Hall, Godalming | Results |
| 02 May 1939 | | Reigate Priory v West Indians | Park Lane, Reigate | Results |
| 03 May 1939 | | LEG Ames' XI v West Indians | Bat and Ball Ground, Gravesend | Results |
| 04 May 1939 | | Army v West Indians | The Army Cricket Ground, Aldershot | Results |
| 28 Jun 1939 | | Norfolk v West Indians | County Ground, Lakenham | Results |
| 12 Jul 1939 | | Northumberland v West Indians | Osborne Avenue, Jesmond | Results |
| 19 Jul 1939 | | Sir J Cahn's XI v West Indians | West Park, West Bridgford | Results |
| 16 Aug 1939 | | Wiltshire v West Indians | British Rail Ground, Swindon | Results |
| 02 Sep 1939 | | WE Butlin's XI v West Indians | Richmond Drive, Skegness | Results |
| 21 Jun 1939 | | Lincolnshire v West Indians | Brumby Hall, Scunthorpe | Results |
| 04 Sep 1939 | | Montreal v West Indians | Westmount Athletic Ground, Montreal | Results |
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