Chelsea will begin the defence of the FA Youth Cup at home to Cardiff City.
The third round draw, made on Friday at Wembley, also sees he runners-up in the last two years Manchester City travel to Reading.
Chelsea have won the FA Youth Cup for the last three successive seasons, giving them seven trophies in all.
The competition’s most successful club, Manchester United, will be aiming to win the trophy for the 11th time and begin at home to Southampton.
Norwich City, the last team to win the competition before Chelsea’s recent dominance, travel to Watford.
Arsenal will play at home to Blackburn Rovers, while Tottenham Hotspur meet Stevenage or Charlton Athletic.
Should Metropolitan Police defeat Portsmouth in round two they will host Newcastle United.
Poole Town will travel to Leicester City in round three, provided they can beat Leyton Orient.
Merstham, whose first team reached The Emirates FA Cup first round, will play West Bromwich Albion away if they come out on top in their second round clash with Yeovil Town.
Ties must be played before Saturday 17 December.
The draw
1 Middlesbrough v Rotherham United
2 Liverpool v Crystal Palace
3 Boreham Wood v Chester or Bolton Wanderers or FC Broxbourne Borough
4 Burnley v Bradford City or Boston United
5 Watford v Norwich City
6 Plymouth Argyle or Gillingham v Oxford City or Peterborough United
7 Huddersfield Town v AFC Wimbledon or Bristol Rovers
8 Reading v Manchester City
9 Swindon Town or AFC Sudbury v Queens Park Rangers
10 Rochdale or Shrewsbury Town v Morecambe or Accrington Stanley
11 Portsmouth or Metropolitan Police v Newcastle United
12 Leicester City v Poole Town or Leyton Orient
13 Brighton & Hove Albion v Derby County
14 Exeter City or Milton Keynes Dons v Wigan Athletic
15 Arsenal v Blackburn Rovers
16 Preston North End v FC Halifax Town or Sheffield United
17 Romulus or Oldham Athletic v Birmingham City
18 Swansea City v Wolverhampton Wanderers
19 Sunderland v Burton Albion
20 Fulham v Mansfield Town or Dunkirk
21 Cambridge United or Millwall v AFC Bournemouth
22 Barnsley v Chesterfield or Carlisle United
23 Chelsea v Cardiff City
24 Everton v Scunthorpe United or Tranmere Rovers
25 Stoke City v West Ham United
26 Nottingham Forest v Ipswich Town
27 West Bromwich Albion v Yeovil Town or Merstham
28 Hull City v Leeds United
29 Tottenham Hotspur v Stevenage or Charlton Athletic
30 Bristol City v Aston Villa
31 Sheffield Wednesday v Luton Town or Dagenham & Redbridge
32 Manchester United v Southampton
