We take a look back at some of those to have represented both the Sky Blues and Bradford City ahead of tonight's clash.
Dele Adebola
Adebola joined The Sky Blues in 2003 under Gary McAllister, firstly sent out on loan to Burnley, before returning to Coventry due to injury.
After recovering from his injury Adebola went on loan to Bradford City and he went on to make 15 appearances and score 3 goals for Bradford before returning to the Sky Blues for the second time.
On this return Adebola broke into Coventry’s first team line up, playing under both Peter Reid and Micky Adams. Adebola would spend the next 4 years at the club making 163 appearances for the Sky Blues and scoring 31 goals.
Phil Babb
Babb started his senior career at Bradford in 1990, making his 80 appearances for the Bantams, scoring 14 goals from centre-half. After impressive form with in his two seasons at Bradford, Babb made the move down south to the Sky Blues.
Moving for £500,000 Babb spent another two seasons at Coventry making 77 appearances for the club, before moving to Liverpool for £3.6 million in 1994 and he would break into the Republic of Ireland squad in the same year.
Babb would end his career in 2004, with 375 senior appearances and 35 appearances for Republic of Ireland.
Terry Yorath
Yorath joined the Sky Blues in 1976 and he would captain Coventry to never be outside the top ten in the Premier League.
After finishing one appearance off the big 100, Yorath would leave for Tottenham Hotspur in 1979.
After spells at Spurs and Vancouver Whitecaps, Yorath joined Bradford City in 1982 where he would stay for the next 3 years, making 27 appearances for the club.
Finishing his playing career in 1986 Yorath moved into management, starting at Swansea City before moving into international management with Wales. After 3 years Yorath came back to club football returning to Bradford City in 1989 where he would manage one season at the Bantams.