George Burley's side were drawn away to the Welsh club in the third round of the FA Cup for the first-ever competitive fixture between the two sides at the Racecourse Ground.
Town were a Premier League club at the time, while the Red Dragons were a third tier outfit - but they beat the Blues 2-1 in North Wales.
Let's find out where Town's starting XI are now...
Clive Baker played for Norwich City and Ipswich Town during his career. (Image: NQ)
CLIVE BAKER
The Norfolk-born goalkeeper was making one of his final appearances for the Blues, having spent three years at Portman Road.
Baker retired from football at the end of the 1994/95 season. After hanging up his boots, he worked in insurance and now is the Operations Director at Harbour Underwriting.
Tony Vaughan battles Ray Parlour during his time at Ipswich Town. (Image: NQ)
TONY VAUGHAN
The defender came through the youth ranks at Town, making 74 appearances and scoring three goals, before he made a £1.35 million move to Manchester City in 1997.
Vaughan went on to play for the likes of Nottingham Forest, Mansfield and Barnsley, before retiring from football in 2005. He went on to work for Audi in the company's sale room in Lincoln.
David Linighan made over 300 appearances for Ipswich Town. (Image: NQ)
DAVID LINIGHAN
The defender, who scored Town's goal in this game, captained Town to the Premier League in 1992 and spent nearly a decade at Portman Road.
Linighan left Town to join Blackpool in 1996, before spells at Mansfield, Chester, Southport and Hyde United. He now works as a carpenter.
Frank Yallop was inducted into the club’s Hall of Fame in 2022. (Image: NQ)
FRANK YALLOP
The Canadian defender made over 350 appearances for the Blues between 1984 and 1996, before departing the club to join Blackpool on loan.
Yallop finished his career at MLS side Tampa Bay Mutiny. Since retirement, he has managed multiple clubs in North America. His last role was at USL Championship club Monterey Bay, but he departed the club in 2024.
Phil Whelan made close to 100 appearances for Ipswich Town. (Image: NQ)
PHIL WHELAN
The defender only played two more games for the club after this and was sold to Middlesbrough for £300,000 in March 1995.
Whelan finished his career with spells at Oxford United, Rotherham and Southend United. Since hanging up his boots in 2003, he became a head teacher, but is now a managing director at a payroll company.
Paul Mason in action during his spell at Ipswich Town. (Image: NQ)
PAUL MASON
The midfielder spent five years at Portman Road, having signed from Scottish side Aberdeen in 1993, featuring 125 times for Town, scoring 36 goals.
Mason finished his career in Suffolk in 1998 and went on to run a B&B in Southport. He now drives part-time for Southport Brewery.
Steve Sedley made over 100 appearances for Ipswich Town. (Image: NQ)
STEVE SEDGLEY
The Blues' first ever £1million signing, the midfielder joined from Spurs and went on to captain the club during his spell at Portman Road.
Sedgley left Town to join Wolves in 1997, where he finished his career in 2000. He now owns and runs a construction company in Hertfordshire.
Stuart Slater joined Town from Celtic in 1993. (Image: NQ)
STUART SLATER
The midfielder spent three seasons in Suffolk, before leaving the Blues to join Watford in 1996.
Slater had spells at multiple non-league clubs, before retiring from football in 2004. He now coaches a college programme for 16-19-year-olds in Essex and was previously a PE teacher at Kings Langley School in Hertfordshire.
Adam Tanner made close to 100 appearances for Ipswich Town. (Image: NQ)
ADAM TANNER
The midfielder was making his first ever start for Town, having only made his senior debut five days prior, when he scored in the home win over Leicester City. The following game saw him famously net the winning goal in the Blues' first-ever win at Liverpool.
However, Tanner never really hit those heights again after some injury set-backs and off field issues, departing the club in 2000. He is a regular pundit on Town TV and works in property.
Chris Kiwomya scored 64 goals for Ipswich Town. (Image: NQ)
CHRIS KIWOMYA
The fans' favourite was playing his final game for the club, having progressed through the Blues' academy and being a key member of the squad that won the Second Division title in 1991/92.
Kiwomya was sold to Arsenal for £1.25 million, but struggled for game time, so had loan spells in France and Malaysia, before a stint with QPR. The forward finished his playing career in Denmark in 2002.
After retirement, he turned his attention to coaching, returning to Portman Road in 2008 and becoming the reserve team manager. He had a spell in charge of Notts County and most recently was the head coach the British Virgin Islands.
Claus Thomsen became the first player from Denmark to feature for Ipswich Town. (Image: NQ)
CLAUS THOMSEN
The Dane spent two-and-a-half seasons at Portman Road, playing nearly 100 games for the Blues.
Thomsen was sold to Everton for £900,000 in 1997, but made just 25 appearances for the Toffees before returning to his homeland a year later.
He retired from football in 2002 after a four-year spell at German side Wolfsburg.