Chasetown are the lowest - ranked team to play in the third round , in the 2007 -- 08 competition whilst the club was in the Southern League Division One Midlands , the eighth tier of the English football pyramid .
Chasetown are the lowest ranked team to play in the third round , playing eventual runners - up Cardiff City in the 2007 -- 08 competition . 
 The game took place on 5 January 2008 whilst Chasetown were playing in the Southern League Division One Midlands , the eighth tier of the English football pyramid .