On this day in 1988, Boro overturned a 2-1 first leg deficit to beat Bradford City in the Division Two Play-Offs at Ayresome Park.
Bruce Rioch's side were gunning for a second successive promotion after narrowly missing out on an automatic promotion spot to Aston Villa.
Us and Villa had been in close quarters throughout the season, Boro taking the upper hand with victory when the sides met the second tier's first-ever live televised fixture in February.
But failing to beat Leicester City on the final day of the regular season saw Boro pipped at the post by The Villans.
Tied on the same points and the same goal difference, Villa's five more goals scored were the decisive factor to take them up to the top flight automatically.
Boro were 2-1 down to Bradford heading into the second Play-Off leg, but it was all square with 35 minutes played when Stuart Ripley’s shot fell to the feet of Bernie Slaven, who was on hand to turn in.
Slaven’s goal forced the tie into extra-time and in the first period, Boro took the lead when a long ball launched towards the penalty area was missed by the Bradford defence, leaving an unmarked Gary Hamilton to pick his spot and make it 3-2.
The semi-final triumph set up a two-legged Play-Off final against Chelsea, who finished 18th in the First Division, in a different format to today's structure.
Boro would prevail to secure our promotion, winning 2-0 in the first leg at Ayresome Park and claiming aggregate victory despite a 1-0 defeat at Stamford Bridge in the second.
Watch highlights from the Play-Off second leg victory over Bradford above.