Pompey Up for the Cup in 11 nostalgic images

By Steve Deeks

Published 18th Aug 2021, 14:15 BST

Updated 4th Oct 2023, 14:45 BST

In this selection you will see some fantastic, rare shots from the past of players and fans during Pompey’s FA Cup exploits over the years.

Make sure to click through all the pages of our gallery to see all the photos.

For more retro stories see: New website built in memory of the COPP commandos who trained at Hayling Island from 1942-45, Absolutely captivating black and white pictures of Southsea seafront from 100 years ago

Sent in by Brian Sessions of Bedhampton, here we see a marvellous tinted photo from 1939. It was taken at 33, Madeira Road, Copnor just before the party set off for Wembley for the 1939 cup final. On the left is Stan Davis Brian's uncle. Next to him is George Sessions, Brian's father and third from the left is his grandfather George Sessions. The man far right is a neighbour.
The car was a Ford 8 or 10 no doubt the 'latest in motoring' in those days.

1. Up for the cup 1939

Sent in by Brian Sessions of Bedhampton, here we see a marvellous tinted photo from 1939. It was taken at 33, Madeira Road, Copnor just before the party set off for Wembley for the 1939 cup final. On the left is Stan Davis Brian's uncle. Next to him is George Sessions, Brian's father and third from the left is his grandfather George Sessions. The man far right is a neighbour. The car was a Ford 8 or 10 no doubt the 'latest in motoring' in those days. Photo: The News archive

The 1942 Cup Final crowd.

2. Up for the cup 1942

The 1942 Cup Final crowd. Photo: The News archive

29th April 1939: A Portsmouth soccer supporter in Trafalgar Square, London blows a horn and waves a rattle. She is in London to watch an FA Cup match. (Photo by Stephenson/Topical Press Agency/Getty Images)

3. Up for the cup 1939

29th April 1939: A Portsmouth soccer supporter in Trafalgar Square, London blows a horn and waves a rattle. She is in London to watch an FA Cup match. (Photo by Stephenson/Topical Press Agency/Getty Images) Photo: The News archive

Up for the Cup 1939 tea party
A childrens tea party held in Frogmore Road after Pompey won the F.A. Cup in 1939. Picture: Pamela Larkins

4. Up for the cup 1939

Up for the Cup 1939 tea party A childrens tea party held in Frogmore Road after Pompey won the F.A. Cup in 1939. Picture: Pamela Larkins Photo: The News archive

Pompey Hayling Island Southsea