| 31 May 1987 | First Round | Broughton v Normanby Park Works | Recreation Ground, Broughton | Results |
| 10 May 1987 | Preliminary Round | Rustons v Lincoln Claytons | Newark Road, Lincoln | Results |
| 10 May 1987 | Preliminary Round | Haxey v Grimsby British Rail Sports Association | Haxey Lane, Haxey | Results |
| 31 May 1987 | First Round | Grimsby Town v Skegness | Augusta Street, Grimsby | Results |
| 31 May 1987 | First Round | St John's Hospital v Scunthorpe Town | St John's Hospital, Bracebridge Heath | Results |
| 31 May 1987 | First Round | Alford v Kirton Lindsey | Train Fen Holt, Alford | Results |
| 28 May 1987 | First Round | Outcasts v Alkborough | Hirst Priory Park, Crowle | Results |
| 31 May 1987 | First Round | Hartsholme v Ross Sports | Ashby Avenue, Hartsholme | Results |
| 31 May 1987 | First Round | Nettleham v not known | Mulsanne Park, Nettleham | Results |
| 31 May 1987 | First Round | Nettleton Mines v Holton-le-Clay | Lysaghts Sports Ground, Holton le Moor | Results |
| 30 Apr 1987 | First Round | Cleethorpes Third XI v Normanby Park | Sports Ground, Cleethorpes | Results |
| 31 May 1987 | First Round | Nuform Sports v Southcliffe St Andrews | Nuform Ground, Scunthorpe | Results |
| 31 May 1987 | First Round | Barton Town v Lincoln Claytons | Marsh Lane, Barton on Humber | Results |
| 31 May 1987 | First Round | Saxilby v Caistor Town | Saxilby Sports Association Ground, Saxilby | Results |
| 31 May 1987 | First Round | Messingham v Ruston Bucyrus | Memorial Playing Field, Messingham | Results |
| 31 May 1987 | First Round | Market Rasen v Louth | Rase Park, Market Rasen | Results |
| 31 May 1987 | First Round | Hykeham v Appleby Frodingham | Memorial Field, North Hykeham | Results |
| 31 May 1987 | First Round | South Kelsey v Belton | Waddingham Road, South Kelsey | Results |
| 21 Jun 1987 | Second Round | not known v Saxilby | not known | Results |
| 21 Jun 1987 | Second Round | Kirton Lindsey v not known | Redbourne Mere, Kirton in Lindsey | Results |
| 21 Jun 1987 | Second Round | Messingham v Normanby Park Works | Memorial Playing Field, Messingham | Results |
| 21 Jun 1987 | Second Round | Lincoln Claytons v not known | Clayton's Sports Club Ground, Lincoln | Results |
| 21 Jun 1987 | Second Round | not known v not known | not known | Results |
| 21 Jun 1987 | Second Round | Alkborough v not known | West Halton Lane, Alkborough | Results |
| 21 Jun 1987 | Second Round | not known v not known | not known | Results |
| 21 Jun 1987 | Second Round | not known v Appleby Frodingham | not known | Results |
| 12 Jul 1987 | Quarter-Final | Normanby Park Works v not known | Cemetery Road Sports Ground, Brumby | Results |
| 12 Jul 1987 | Quarter-Final | Kirton Lindsey v not known | Redbourne Mere, Kirton in Lindsey | Results |
| 12 Jul 1987 | Quarter-Final | not known v Saxilby | not known | Results |
| 12 Jul 1987 | Quarter-Final | Lincoln Claytons v Appleby Frodingham | not known | Results |
| 02 Aug 1987 | Semi-Final | Kirton Lindsey v Normanby Park Works | Redbourne Mere, Kirton in Lindsey | Results |
| 02 Aug 1987 | Semi-Final | Appleby Frodingham v Saxilby | Brumby Hall, Scunthorpe | Results |
| 16 Aug 1987 | Final | Normanby Park Works v Appleby Frodingham | Augusta Street, Grimsby | Results |
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