The match finished 1-1 with Derry striker Mark Ennis getting on the scoresheet for the Candystripes and centre-half Paul Curran putting through his own net for the Chelsea goal.
Among the household names lining out for The Blues on Tuesday, July 21, were Dave Beasant, Frank Sinclair, Paul Elliott, Steve Clarke, Graeme Le Saux, Vinnie Jones, Andy Townsend and Eddie Newton.
The managers would have known one another from their days playing in the old English Third Division in the 1970s. Both enjoyed spells at Sheffield Wednesday but at different times.
Here is a selection of pictures from the exhibition match.
. Paul Hegarty versus Vinnie Jones.
Paul Hegarty versus Vinnie Jones. Photo: archive
. Irish international midfielder Andy Townsend in action for Chelsea at the Brandywell.
Irish international midfielder Andy Townsend in action for Chelsea at the Brandywell. Photo: archive
. Paul Elliott rises above Dónal O'Brien
Paul Elliott rises above Dónal O'Brien Photo: archive
. Paul Curran in action against Chelsea.
Paul Curran in action against Chelsea. Photo: archive
. Derry's Gregory Kearney challenges Chelsea's Steve Clarke in the air.
Derry's Gregory Kearney challenges Chelsea's Steve Clarke in the air. Photo: Archive
. Paul Curran rises above Joe Allon
Paul Curran rises above Joe Allon Photo: archive
. Paul Curran out jumps Joe Allon
Paul Curran out jumps Joe Allon Photo: archive
. Paul Hegarty shields the ball from Damian Matthew as Stuart Gauld looks on.
Paul Hegarty shields the ball from Damian Matthew as Stuart Gauld looks on. Photo: archive
. Vinnie Jones shields the ball from Gregory Kearney.
Vinnie Jones shields the ball from Gregory Kearney. Photo: archive
. Steve Clarke is put under pressure from Dónal O'Brien
Steve Clarke is put under pressure from Dónal O'Brien Photo: archive
. Graham Stuart takes a tumble as Paul Hegarty and Peter Hutton observe.
Graham Stuart takes a tumble as Paul Hegarty and Peter Hutton observe. Photo: archive
. Derry City's Gary Heaney and Peter Hutton and Chelsea's Vinnie Jones and Eddie Newton in action at the Brandywell.
Derry City's Gary Heaney and Peter Hutton and Chelsea's Vinnie Jones and Eddie Newton in action at the Brandywell. Photo: archive
. Derry City winger Gregory Kearney takes on Steve Clarke, Damian Matthew and Vinnie Jones.
Derry City winger Gregory Kearney takes on Steve Clarke, Damian Matthew and Vinnie Jones. Photo: archive
. An aerial contest at the Brandywell when Chelsea took on Derry City in July 1992.
An aerial contest at the Brandywell when Chelsea took on Derry City in July 1992. Photo: archive
. Joe Allon goes to ground as Paul Curran puts in a challenge.
Joe Allon goes to ground as Paul Curran puts in a challenge. Photo: archive
. Ireland international Andy Townsend alongside Derry City striker Gary Heaney.
Ireland international Andy Townsend alongside Derry City striker Gary Heaney. Photo: archive
. Vinnie Jones puts in a tackle in the midfield.
Vinnie Jones puts in a tackle in the midfield. Photo: archive
. Declan Roche outleaps Vinnie Jones
Declan Roche outleaps Vinnie Jones Photo: archive
. Derry City's new signing Damien Dunleavy keeps his eye on the ball.
Derry City's new signing Damien Dunleavy keeps his eye on the ball. Photo: archive
. Dermot O'Neill gathers ahead of Joe Allon.
Dermot O'Neill gathers ahead of Joe Allon. Photo: archive
. Vinnie Jones plays a pass forward towards the Derry City goal.
Vinnie Jones plays a pass forward towards the Derry City goal. Photo: archive
. Derry City manager Roy Coyle leaves the field with his Chelsea counterpart Ian Porterfield.
Derry City manager Roy Coyle leaves the field with his Chelsea counterpart Ian Porterfield. Photo: archive
. Damian Matthew makes an acrobatic attempt on the Derry City goal.
Damian Matthew makes an acrobatic attempt on the Derry City goal. Photo: archive
. An aerial contest during Derry City's 1-1 draw with Chelsea F.C. in July 1992.
An aerial contest during Derry City's 1-1 draw with Chelsea F.C. in July 1992. Photo: archive
. Derry City midfielder Paul Hegarty rises with Chelsea's Damian Matthew.
Derry City midfielder Paul Hegarty rises with Chelsea's Damian Matthew. Photo: archive
1. Irish international midfielder Andy Townsend in action for Chelsea at the Brandywell.
Irish international midfielder Andy Townsend in action for Chelsea at the Brandywell. Photo: archive
2. Paul Elliott rises above Dónal O'Brien
Paul Elliott rises above Dónal O'Brien Photo: archive
3. Paul Curran in action against Chelsea.
Paul Curran in action against Chelsea. Photo: archive
4. Derry's Gregory Kearney challenges Chelsea's Steve Clarke in the air.
Derry's Gregory Kearney challenges Chelsea's Steve Clarke in the air. Photo: Archive