Stamford Bridge, London.
Wednesday 31 October after the conclusion of Chelsea’s fourth-round match against Derby County.
Jamie Redknapp and Jimmy Floyd Hasselbaink will be on hand to draw the balls.
Resulting ties will be played on the week commencing 17 December, with Sky Sports set to select matches for live coverage.
Is the draw on TV?
You can watch the draw unfold on Sky Sports Main Event once Chelsea v Derby is over.
City face Fulham in the fourth round on Thursday as we look to secure our place in the quarter-finals.
On Tuesday, Bournemouth beat Championship side Norwich 2-1 to book their place in the last eight, while Burton Albion beat Nottingham Forest 3-2.
Wednesday's fixtures are as follows:
Arsenal v Blackpool
Chelsea v Derby
West Ham v Tottenham
Middlesbrough v Crystal Palace.
Due to the tragic events at the King Power Stadium on Saturday evening, Leicester City’s Round Four Carabao Cup tie with Southampton, scheduled for Tuesday 30 October, was postponed. A rearranged date will be confirmed in due course.
1 AFC Bournemouth
2 Burton Albion
3 Arsenal / Blackpool
4 Chelsea / Derby County
5 Middlesbrough / Crystal Palace
6 West Ham United / Tottenham Hotspur
7 Manchester City / Fulham
8 Leicester City / Southampton