Tottenham will have to get past Manchester City in the fourth round of the Carabao Cup if they want to win their first major trophy in 17 years.
Ange Postecoglou has failed to beat City in his three games so far in charge of Spurs, drawing once and losing twice.
Reigning champions Liverpool face a tough tie away to Brighton after their comprehensive dismantling of West Ham on Wednesday, while Manchester United host a Leicester side who laboured past League Two Walsall.
Elsewhere, Newcastle will host last year’s finalists Chelsea if they make it past AFC Wimbledon next Tuesday.
The Magpies’ third-round match was rearranged due to flooding around the Cherry Red Records Stadium which led to sinkholes on the pitch.
The final all-Premier League tie pairs Aston Villa and Crystal Palace, who beat Wycombe and QPR respectively to reach the last 16.
Palace beat Villa 5-0 on the last day of the 2023-24 Premier League season, but Oliver Glasner’s side have failed to win a league tie so far in 2024-25.
Carabao Cup fourth round draw in full
Games will take place the week commencing 28 October
Brentford vs Sheffield Wednesday
Southampton vs Stoke
Tottenham vs Manchester City
AFC Wimbledon/ Newcastle vs Chelsea
Manchester United vs Leicester
Brighton vs Liverpool
Preston vs Arsenal
Aston Villa vs Crystal Palace
Meanwhile, Arsenal visit a Preston side currently hovering outside the Championship relegation spots as a reward for their 5-1 hammering of Bolton.
Seventeen-year-old Ethan Nwaneri scored twice in that tie, while 16-year-old goalkeeper Jack Porter became the youngest player ever to start a game for the Gunners after an availability crisis.
Despite great success in the FA Cup, Arsenal haven’t won the Carabao Cup since 1993, when they beat Sheffield Wednesday 2-1 in the final.
Russell Martin’s Southampton will know a cup run could do great things for their team morale and they will hope their game against Championship side Stoke will provide the perfect opportunity to reach the quarter-finals.
And Brentford, who reached the semi-finals of the Carabao Cup in 2021 but have never won a major cup competition, host Sheffield Wednesday, who currently sit third from bottom in the second tier.