| 26 Apr 1969 | | Cleethorpes Second XI v Normanby Park Second XI | Sports Ground, Cleethorpes | Results |
| 27 Apr 1969 | | Lysaghts Second XI v Redbourn Works Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 03 May 1969 | | Appleby Frodingham Second XI v Barton Town Second XI | Brumby Hall, Scunthorpe | Results |
| 03 May 1969 | | Lincoln Claytons Second XI v Brigg Sugar Factory | Clayton's Sports Club Ground, Lincoln | Results |
| 03 May 1969 | | Grimsby British Rail Sports Association Second XI v Cleethorpes Second XI | Carr Lane, Grimsby | Results |
| 03 May 1969 | | Lysaghts Second XI v Grimsby Town Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 03 May 1969 | | Healing Clee Rovers Second XI v Ross Sports Second XI | Oak Road, Healing | Results |
| 03 May 1969 | | Southcliffe St Andrews v Redbourn Works Second XI | Sobraon Barracks, Lincoln | Results |
| 04 May 1969 | | Lincoln Claytons Second XI v Saxilby | Clayton's Sports Club Ground, Lincoln | Results |
| 10 May 1969 | | Cleethorpes Second XI v Brigg Sugar Factory | Sports Ground, Cleethorpes | Results |
| 10 May 1969 | | Redbourn Works Second XI v Scunthorpe Co-Operative Society | Cemetery Road Sports Ground, Brumby | Results |
| 10 May 1969 | | Grimsby British Rail Sports Association Second XI v Barton Town Second XI | Carr Lane, Grimsby | Results |
| 10 May 1969 | | Lincoln Claytons Second XI v Grimsby Town Second XI | Clayton's Sports Club Ground, Lincoln | Results |
| 10 May 1969 | | Hykeham v Appleby Frodingham Second XI | Memorial Field, North Hykeham | Results |
| 10 May 1969 | | Healing Clee Rovers Second XI v Lysaghts Second XI | Oak Road, Healing | Results |
| 10 May 1969 | | Southcliffe St Andrews v Paper Mills Second XI | Sobraon Barracks, Lincoln | Results |
| 10 May 1969 | | Normanby Park Second XI v Ross Sports Second XI | Normanby Park Estate, Scunthorpe | Results |
| 11 May 1969 | | Saxilby v Redbourn Works Second XI | Saxilby Sports Association Ground, Saxilby | Results |
| 11 May 1969 | | Lincoln Claytons Second XI v Southcliffe St Andrews | Clayton's Sports Club Ground, Lincoln | Results |
| 17 May 1969 | | Lincoln Claytons Second XI v Appleby Frodingham Second XI | Clayton's Sports Club Ground, Lincoln | Results |
| 17 May 1969 | | Cleethorpes Second XI v Barton Town Second XI | Sports Ground, Cleethorpes | Results |
| 17 May 1969 | | Grimsby Town Second XI v Brigg Sugar Factory | Augusta Street, Grimsby | Results |
| 17 May 1969 | | Grimsby British Rail Sports Association Second XI v Hykeham | Carr Lane, Grimsby | Results |
| 17 May 1969 | | Healing Clee Rovers Second XI v Immingham British Rail Sports Association Second XI | Oak Road, Healing | Results |
| 17 May 1969 | | Normanby Park Second XI v Lysaghts Second XI | Normanby Park Estate, Scunthorpe | Results |
| 17 May 1969 | | Paper Mills Second XI v Redbourn Works Second XI | Drewery Brothers Ground, Grimsby | Results |
| 18 May 1969 | | Scunthorpe Co-Operative Society v Lysaghts Second XI | Co-operative Sports Ground, Scunthorpe | Results |
| 24 May 1969 | | Barton Town Second XI v Healing Clee Rovers Second XI | Marsh Lane, Barton on Humber | Results |
| 24 May 1969 | | Redbourn Works Second XI v Grimsby Town Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 24 May 1969 | | Brigg Sugar Factory v Normanby Park Second XI | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 24 May 1969 | | Appleby Frodingham Second XI v Paper Mills Second XI | Brumby Hall, Scunthorpe | Results |
| 24 May 1969 | | Grimsby British Rail Sports Association Second XI v Ross Sports Second XI | Carr Lane, Grimsby | Results |
| 24 May 1969 | | Immingham British Rail Sports Association Second XI v Southcliffe St Andrews | Blossom Way, Immingham | Results |
| 24 May 1969 | | Cleethorpes Second XI v Lysaghts Second XI | Sports Ground, Cleethorpes | Results |
| 26 May 1969 | | Lysaghts Second XI v Cleethorpes Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 26 May 1969 | | Saxilby v Grimsby Town Second XI | Saxilby Sports Association Ground, Saxilby | Results |
| 26 May 1969 | | Brigg Sugar Factory v Hykeham | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 26 May 1969 | | Immingham British Rail Sports Association Second XI v Redbourn Works Second XI | Blossom Way, Immingham | Results |
| 26 May 1969 | | Paper Mills Second XI v Ross Sports Second XI | Drewery Brothers Ground, Grimsby | Results |
| 31 May 1969 | | Grimsby Town Second XI v Grimsby British Rail Sports Association Second XI | Augusta Street, Grimsby | Results |
| 31 May 1969 | | Lincoln Claytons Second XI v Healing Clee Rovers Second XI | Clayton's Sports Club Ground, Lincoln | Results |
| 31 May 1969 | | Appleby Frodingham Second XI v Cleethorpes Second XI | Brumby Hall, Scunthorpe | Results |
| 31 May 1969 | | Ross Sports Second XI v Scunthorpe Co-Operative Society | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 31 May 1969 | | Brigg Sugar Factory v Immingham British Rail Sports Association Second XI | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 31 May 1969 | | Hykeham v Redbourn Works Second XI | Memorial Field, North Hykeham | Results |
| 31 May 1969 | | Barton Town Second XI v Saxilby | Marsh Lane, Barton on Humber | Results |
| 31 May 1969 | | Normanby Park Second XI v Southcliffe St Andrews | Normanby Park Estate, Scunthorpe | Results |
| 01 Jun 1969 | | Lysaghts Second XI v Paper Mills Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 07 Jun 1969 | | Lysaghts Second XI v Appleby Frodingham Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 07 Jun 1969 | | Lincoln Claytons Second XI v Grimsby British Rail Sports Association Second XI | Clayton's Sports Club Ground, Lincoln | Results |
| 07 Jun 1969 | | Grimsby Town Second XI v Healing Clee Rovers Second XI | Augusta Street, Grimsby | Results |
| 07 Jun 1969 | | Scunthorpe Co-Operative Society v Immingham British Rail Sports Association Second XI | Co-operative Sports Ground, Scunthorpe | Results |
| 07 Jun 1969 | | Barton Town Second XI v Normanby Park Second XI | Marsh Lane, Barton on Humber | Results |
| 07 Jun 1969 | | Brigg Sugar Factory v Redbourn Works Second XI | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 08 Jun 1969 | | Lysaghts Second XI v Lincoln Claytons Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 14 Jun 1969 | | Normanby Park Second XI v Appleby Frodingham Second XI | Normanby Park Estate, Scunthorpe | Results |
| 14 Jun 1969 | | Brigg Sugar Factory v Barton Town Second XI | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 14 Jun 1969 | | Redbourn Works Second XI v Grimsby British Rail Sports Association Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 14 Jun 1969 | | Cleethorpes Second XI v Scunthorpe Co-Operative Society | Sports Ground, Cleethorpes | Results |
| 14 Jun 1969 | | Immingham British Rail Sports Association Second XI v Ross Sports Second XI | Blossom Way, Immingham | Results |
| 14 Jun 1969 | | Paper Mills Second XI v Saxilby | Drewery Brothers Ground, Grimsby | Results |
| 14 Jun 1969 | | Healing Clee Rovers Second XI v Southcliffe St Andrews | Oak Road, Healing | Results |
| 21 Jun 1969 | | Brigg Sugar Factory v Appleby Frodingham Second XI | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 21 Jun 1969 | | Southcliffe St Andrews v Scunthorpe Co-Operative Society | Sobraon Barracks, Lincoln | Results |
| 21 Jun 1969 | | Immingham British Rail Sports Association Second XI v Grimsby Town Second XI | Blossom Way, Immingham | Results |
| 21 Jun 1969 | | Lincoln Claytons Second XI v Hykeham | Clayton's Sports Club Ground, Lincoln | Results |
| 21 Jun 1969 | | Grimsby British Rail Sports Association Second XI v Lysaghts Second XI | Carr Lane, Grimsby | Results |
| 21 Jun 1969 | | Barton Town Second XI v Paper Mills Second XI | Marsh Lane, Barton on Humber | Results |
| 21 Jun 1969 | | Cleethorpes Second XI v Ross Sports Second XI | Sports Ground, Cleethorpes | Results |
| 21 Jun 1969 | | Normanby Park Second XI v Saxilby | Normanby Park Estate, Scunthorpe | Results |
| 22 Jun 1969 | | Scunthorpe Co-Operative Society v Saxilby | Co-operative Sports Ground, Scunthorpe | Results |
| 28 Jun 1969 | | Redbourn Works Second XI v Appleby Frodingham Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 28 Jun 1969 | | Saxilby v Grimsby British Rail Sports Association Second XI | Saxilby Sports Association Ground, Saxilby | Results |
| 28 Jun 1969 | | Healing Clee Rovers Second XI v Cleethorpes Second XI | Oak Road, Healing | Results |
| 28 Jun 1969 | | Brigg Sugar Factory v Grimsby Town Second XI | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 28 Jun 1969 | | Barton Town Second XI v Lincoln Claytons Second XI | Marsh Lane, Barton on Humber | Results |
| 28 Jun 1969 | | Lysaghts Second XI v Immingham British Rail Sports Association Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 28 Jun 1969 | | Hykeham v Paper Mills Second XI | Memorial Field, North Hykeham | Results |
| 28 Jun 1969 | | Ross Sports Second XI v Southcliffe St Andrews | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 05 Jul 1969 | | Saxilby v Lincoln Claytons Second XI | Saxilby Sports Association Ground, Saxilby | Results |
| 05 Jul 1969 | | Ross Sports Second XI v Normanby Park Second XI | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 05 Jul 1969 | | Appleby Frodingham Second XI v Southcliffe St Andrews | Brumby Hall, Scunthorpe | Results |
| 06 Jul 1969 | | Redbourn Works Second XI v Barton Town Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 06 Jul 1969 | | Scunthorpe Co-Operative Society v Grimsby British Rail Sports Association Second XI | Co-operative Sports Ground, Scunthorpe | Results |
| 06 Jul 1969 | | Brigg Sugar Factory v Healing Clee Rovers Second XI | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 06 Jul 1969 | | Hykeham v Cleethorpes Second XI | Memorial Field, North Hykeham | Results |
| 06 Jul 1969 | | Scunthorpe Co-Operative Society v Lincoln Claytons Second XI | Co-operative Sports Ground, Scunthorpe | Results |
| 06 Jul 1969 | | Saxilby v Southcliffe St Andrews | Saxilby Sports Association Ground, Saxilby | Results |
| 12 Jul 1969 | | Healing Clee Rovers Second XI v Appleby Frodingham Second XI | Oak Road, Healing | Results |
| 12 Jul 1969 | | Grimsby British Rail Sports Association Second XI v Brigg Sugar Factory | Carr Lane, Grimsby | Results |
| 12 Jul 1969 | | Paper Mills Second XI v Cleethorpes Second XI | Drewery Brothers Ground, Grimsby | Results |
| 12 Jul 1969 | | Barton Town Second XI v Scunthorpe Co-Operative Society | Marsh Lane, Barton on Humber | Results |
| 12 Jul 1969 | | Saxilby v Lysaghts Second XI | Saxilby Sports Association Ground, Saxilby | Results |
| 12 Jul 1969 | | Immingham British Rail Sports Association Second XI v Normanby Park Second XI | Blossom Way, Immingham | Results |
| 12 Jul 1969 | | Hykeham v Ross Sports Second XI | Memorial Field, North Hykeham | Results |
| 12 Jul 1969 | | Grimsby Town Second XI v Southcliffe St Andrews | Augusta Street, Grimsby | Results |
| 19 Jul 1969 | | Lincoln Claytons Second XI v Cleethorpes Second XI | Clayton's Sports Club Ground, Lincoln | Results |
| 19 Jul 1969 | | Healing Clee Rovers Second XI v Scunthorpe Co-Operative Society | Oak Road, Healing | Results |
| 19 Jul 1969 | | Immingham British Rail Sports Association Second XI v Lysaghts Second XI | Blossom Way, Immingham | Results |
| 19 Jul 1969 | | Grimsby British Rail Sports Association Second XI v Paper Mills Second XI | Carr Lane, Grimsby | Results |
| 19 Jul 1969 | | Redbourn Works Second XI v Ross Sports Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 19 Jul 1969 | | Appleby Frodingham Second XI v Saxilby | Brumby Hall, Scunthorpe | Results |
| 19 Jul 1969 | | Brigg Sugar Factory v Southcliffe St Andrews | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 20 Jul 1969 | | Normanby Park Second XI v Lincoln Claytons Second XI | Normanby Park Estate, Scunthorpe | Results |
| 20 Jul 1969 | | Brigg Sugar Factory v Saxilby | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 26 Jul 1969 | | Hykeham v Barton Town Second XI | Memorial Field, North Hykeham | Results |
| 26 Jul 1969 | | Southcliffe St Andrews v Grimsby British Rail Sports Association Second XI | Sobraon Barracks, Lincoln | Results |
| 26 Jul 1969 | | Paper Mills Second XI v Healing Clee Rovers Second XI | Drewery Brothers Ground, Grimsby | Results |
| 26 Jul 1969 | | Appleby Frodingham Second XI v Scunthorpe Co-Operative Society | Brumby Hall, Scunthorpe | Results |
| 26 Jul 1969 | | Ross Sports Second XI v Grimsby Town Second XI | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 26 Jul 1969 | | Saxilby v Immingham British Rail Sports Association Second XI | Saxilby Sports Association Ground, Saxilby | Results |
| 27 Jul 1969 | | Grimsby Town Second XI v Hykeham | Augusta Street, Grimsby | Results |
| 27 Jul 1969 | | Paper Mills Second XI v Lincoln Claytons Second XI | Drewery Brothers Ground, Grimsby | Results |
| 02 Aug 1969 | | Grimsby British Rail Sports Association Second XI v Appleby Frodingham Second XI | Carr Lane, Grimsby | Results |
| 02 Aug 1969 | | Southcliffe St Andrews v Barton Town Second XI | Sobraon Barracks, Lincoln | Results |
| 02 Aug 1969 | | Redbourn Works Second XI v Brigg Sugar Factory | Cemetery Road Sports Ground, Brumby | Results |
| 02 Aug 1969 | | Hykeham v Healing Clee Rovers Second XI | Memorial Field, North Hykeham | Results |
| 02 Aug 1969 | | Paper Mills Second XI v Immingham British Rail Sports Association Second XI | Drewery Brothers Ground, Grimsby | Results |
| 02 Aug 1969 | | Scunthorpe Co-Operative Society v Normanby Park Second XI | Co-operative Sports Ground, Scunthorpe | Results |
| 02 Aug 1969 | | Grimsby Town Second XI v Ross Sports Second XI | Augusta Street, Grimsby | Results |
| 03 Aug 1969 | | Saxilby v Hykeham | Saxilby Sports Association Ground, Saxilby | Results |
| 03 Aug 1969 | | Redbourn Works Second XI v Lincoln Claytons Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 09 Aug 1969 | | Scunthorpe Co-Operative Society v Appleby Frodingham Second XI | Co-operative Sports Ground, Scunthorpe | Results |
| 09 Aug 1969 | | Barton Town Second XI v Grimsby Town Second XI | Marsh Lane, Barton on Humber | Results |
| 09 Aug 1969 | | Grimsby British Rail Sports Association Second XI v Immingham British Rail Sports Association Second XI | Carr Lane, Grimsby | Results |
| 09 Aug 1969 | | Hykeham v Lysaghts Second XI | Memorial Field, North Hykeham | Results |
| 09 Aug 1969 | | Paper Mills Second XI v Normanby Park Second XI | Drewery Brothers Ground, Grimsby | Results |
| 09 Aug 1969 | | Healing Clee Rovers Second XI v Redbourn Works Second XI | Oak Road, Healing | Results |
| 09 Aug 1969 | | Lincoln Claytons Second XI v Ross Sports Second XI | Clayton's Sports Club Ground, Lincoln | Results |
| 09 Aug 1969 | | Cleethorpes Second XI v Saxilby | Sports Ground, Cleethorpes | Results |
| 10 Aug 1969 | | Healing Clee Rovers Second XI v Saxilby | Oak Road, Healing | Results |
| 16 Aug 1969 | | Immingham British Rail Sports Association Second XI v Barton Town Second XI | Blossom Way, Immingham | Results |
| 16 Aug 1969 | | Scunthorpe Co-Operative Society v Brigg Sugar Factory | Co-operative Sports Ground, Scunthorpe | Results |
| 16 Aug 1969 | | Grimsby British Rail Sports Association Second XI v Healing Clee Rovers Second XI | Carr Lane, Grimsby | Results |
| 16 Aug 1969 | | Southcliffe St Andrews v Cleethorpes Second XI | Sobraon Barracks, Lincoln | Results |
| 16 Aug 1969 | | Grimsby Town Second XI v Paper Mills Second XI | Augusta Street, Grimsby | Results |
| 16 Aug 1969 | | Appleby Frodingham Second XI v Ross Sports Second XI | Brumby Hall, Scunthorpe | Results |
| 17 Aug 1969 | | Lincoln Claytons Second XI v Immingham British Rail Sports Association Second XI | Clayton's Sports Club Ground, Lincoln | Results |
| 23 Aug 1969 | | Ross Sports Second XI v Barton Town Second XI | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 23 Aug 1969 | | Paper Mills Second XI v Brigg Sugar Factory | Drewery Brothers Ground, Grimsby | Results |
| 23 Aug 1969 | | Normanby Park Second XI v Healing Clee Rovers Second XI | Normanby Park Estate, Scunthorpe | Results |
| 23 Aug 1969 | | Appleby Frodingham Second XI v Grimsby Town Second XI | Brumby Hall, Scunthorpe | Results |
| 23 Aug 1969 | | Hykeham v Immingham British Rail Sports Association Second XI | Memorial Field, North Hykeham | Results |
| 23 Aug 1969 | | Cleethorpes Second XI v Redbourn Works Second XI | Sports Ground, Cleethorpes | Results |
| 23 Aug 1969 | | Lysaghts Second XI v Southcliffe St Andrews | Cemetery Road Sports Ground, Brumby | Results |
| 24 Aug 1969 | | Saxilby v Brigg Sugar Factory | Saxilby Sports Association Ground, Saxilby | Results |
| 24 Aug 1969 | | Grimsby Town Second XI v Normanby Park Second XI | Augusta Street, Grimsby | Results |
| 30 Aug 1969 | | Immingham British Rail Sports Association Second XI v Appleby Frodingham Second XI | Blossom Way, Immingham | Results |
| 30 Aug 1969 | | Normanby Park Second XI v Grimsby British Rail Sports Association Second XI | Normanby Park Estate, Scunthorpe | Results |
| 30 Aug 1969 | | Redbourn Works Second XI v Healing Clee Rovers Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 30 Aug 1969 | | Grimsby Town Second XI v Cleethorpes Second XI | Augusta Street, Grimsby | Results |
| 30 Aug 1969 | | Southcliffe St Andrews v Hykeham | Sobraon Barracks, Lincoln | Results |
| 30 Aug 1969 | | Ross Sports Second XI v Lysaghts Second XI | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 31 Aug 1969 | | Scunthorpe Co-Operative Society v Hykeham | Co-operative Sports Ground, Scunthorpe | Results |
| 31 Aug 1969 | | Brigg Sugar Factory v Lysaghts Second XI | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 01 Sep 1969 | | Ross Sports Second XI v Healing Clee Rovers Second XI | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
| 01 Sep 1969 | | Normanby Park Second XI v Redbourn Works Second XI | Normanby Park Estate, Scunthorpe | Results |
| 06 Sep 1969 | | Lysaghts Second XI v Barton Town Second XI | Cemetery Road Sports Ground, Brumby | Results |
| 06 Sep 1969 | | Immingham British Rail Sports Association Second XI v Cleethorpes Second XI | Blossom Way, Immingham | Results |
| 06 Sep 1969 | | Scunthorpe Co-Operative Society v Paper Mills Second XI | Co-operative Sports Ground, Scunthorpe | Results |
| 06 Sep 1969 | | Brigg Sugar Factory v Ross Sports Second XI | Brigg Sugar Factory Sports Ground, Brigg | Results |
| 13 Sep 1969 | | Scunthorpe Co-Operative Society v Grimsby Town Second XI | Co-operative Sports Ground, Scunthorpe | Results |
| 13 Sep 1969 | | Ross Sports Second XI v Saxilby | Ross Sports Club Ground, Weelsby Road, Grimsby | Results |
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