Barnsley’s reward for reaching the Second Round of the League Cup for the first time since 2017 is another tie against fellow Championship opposition.
The Reds will make the trip to Teeside to take on Middlesbrough who advanced to this stage on Friday night with a thrilling 4-3 win against Shrewsbury.
The tie which will be played the week commencing the 14th September will be the third time these two side have met in this competition with Boro advancing on both previous occasions – 4-1 in the First Round in 1967-1968 and 1-0 in the Third Round in 1991-1992.
Indeed Barnsley and Middlesbrough have met five times in cup competitions (League Cup, FA Cup and Anglo-Italian Cup) with Boro advancing on each occasion, most recently 2-0 at Oakwell in the Third Round of the FA Cup in 2014-2015.
Barnsley have won only one of the last six meetings in all competitions (D1 L4) and have lost each of the last three and four of the last five clashes at the Riverside.
Barnsley are aiming to make the Third Round of the League Cup for the first time since 2017-2018 whilst Boro are hoping to reach it for the first time since 2018-2019.
Due to the uniqueness of the 2020-2021 campaign, the draw for that round has also been made with the winners of this tie knowing they have the mouthwatering prospect of Chelsea at Stamford Bridge the week after.
The Reds have never faced Chelsea in the League Cup but have knocked them out of the FA Cup twice, most famously at the Quarter-Final stage in 2007-2008.