| 01 Jul 1997 | First Round | Belton v Broughton | Belton | Results |
| 18 May 1997 | First Round | Caistor Town v Cleethorpes Third XI | Brigg Road Ground, Caistor | Results |
| 18 May 1997 | First Round | Keelby v Grimsby Town | Keelby Sports Ground, Keelby | Results |
| 18 May 1997 | First Round | Smith-Corona Marchant v Littlefields | Clee Road, Grimsby | Results |
| 18 May 1997 | First Round | Scunthorpe Town v Bottesford Town | Heslam Park, Scunthorpe | Results |
| 18 May 1997 | First Round | Normanby Park Works v Normanby Park | Cemetery Road Sports Ground, Brumby | Results |
| 18 May 1997 | First Round | Alkborough v Messingham | West Halton Lane, Alkborough | Results |
| 18 May 1997 | First Round | Belton v Broughton | Church Street, Belton | Results |
| 18 May 1997 | First Round | Barton Town Second XI v Brigg Town | Marsh Lane, Barton on Humber | Results |
| 18 May 1997 | First Round | Owmby v Nettleham | Todmoor, Owmby by Spital | Results |
| 18 May 1997 | First Round | Haxey v Outcasts | Haxey Lane, Haxey | Results |
| 18 May 1997 | First Round | South Kelsey v Market Rasen | Waddingham Road, South Kelsey | Results |
| 18 May 1997 | First Round | Hykeham v Cherry Willingham | Memorial Field, North Hykeham | Results |
| 18 May 1997 | First Round | Skegness v Alford | Richmond Drive, Skegness | Results |
| 18 May 1997 | First Round | Louth v Nettleton Mines | London Road, Louth | Results |
| 08 Jun 1997 | Second Round | Barton Town Second XI v Belton | Marsh Lane, Barton on Humber | Results |
| 08 Jun 1997 | Second Round | Normanby Park Works v Alkborough | Cemetery Road Sports Ground, Brumby | Results |
| 08 Jun 1997 | Second Round | Caistor Town v not known | Brigg Road Ground, Caistor | Results |
| 08 Jun 1997 | Second Round | Scunthorpe Town v Grimsby Town | Heslam Park, Scunthorpe | Results |
| 08 Jun 1997 | Second Round | Nettleham v Haxey | Mulsanne Park, Nettleham | Results |
| 08 Jun 1997 | Second Round | not known v not known | not known | Results |
| 08 Jun 1997 | Second Round | not known v Alford | not known | Results |
| 08 Jun 1997 | Second Round | South Kelsey v Nettleton Mines | Lysaghts Sports Ground, Holton le Moor | Results |
| 06 Jul 1997 | Quarter-Final | Belton v Normanby Park Works | Church Street, Belton | Results |
| 06 Jul 1997 | Quarter-Final | Caistor Town v Grimsby Town | Brigg Road Ground, Caistor | Results |
| 06 Jul 1997 | Quarter-Final | not known v Nettleham | not known | Results |
| 06 Jul 1997 | Quarter-Final | Alford v South Kelsey | Train Fen Holt, Alford | Results |
| 29 Jul 1997 | Semi-Final | Caistor Town v Nettleham | Brigg Road Ground, Caistor | Results |
| 29 Jul 1997 | Semi-Final | Alford v Belton | Train Fen Holt, Alford | Results |
| 17 Aug 1997 | Final | Caistor Town v Belton | Augusta Street, Grimsby | Results |
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