Middlesbrough FC

Round	date	place	Opponent	Results
Championship 1989/1990
Round	18/08/1989	H	Wolverhampton Wanderers	4:2
Round	23/08/1989	A	Leeds United	1:2
Round	27/08/1989	A	Sunderland AFC	1:2
Round	02/09/1989	H	Sheffield United	3:3
Round	09/09/1989	A	Barnsley FC	1:1
Round	16/09/1989	H	AFC Bournemouth	2:1
Round	23/09/1989	A	Portsmouth FC	1:3
Round	27/09/1989	H	Hull City	1:0
Round	30/09/1989	A	Watford FC	0:1
Round	14/10/1989	H	Plymouth Argyle	0:2
Round	18/10/1989	H	Brighton & Hove Albion	2:2
Round	21/10/1989	A	Oldham Athletic	0:2
Round	28/10/1989	H	West Bromwich Albion	0:0
Round	30/10/1989	A	Port Vale FC	1:1
Round	04/11/1989	A	Newcastle United	2:2
Round	11/11/1989	H	Swindon Town	0:2
Round	18/11/1989	A	West Ham United	0:2
Round	21/11/1989	A	Blackburn Rovers	4:2
Round	25/11/1989	H	Oxford United	1:0
Round	02/12/1989	A	Wolverhampton Wanderers	0:2
Round	09/12/1989	H	Leeds United	0:2
Round	16/12/1989	H	Leicester City	4:1
Round	26/12/1989	A	Bradford City	1:0
Round	30/12/1989	A	Ipswich Town	0:3
Round	01/01/1990	H	Stoke City	0:1
Round	14/01/1990	H	Sunderland AFC	3:0
Round	20/01/1990	A	Sheffield United	0:1
Round	03/02/1990	H	Portsmouth FC	2:0
Round	10/02/1990	A	AFC Bournemouth	2:2
Round	24/02/1990	A	Oxford United	1:3
Round	28/02/1990	A	Brighton & Hove Albion	0:1
Round	03/03/1990	H	West Ham United	0:1
Round	07/03/1990	H	Watford FC	1:2
Round	10/03/1990	A	Hull City	0:0
Round	17/03/1990	H	Blackburn Rovers	0:3
Round	20/03/1990	A	Plymouth Argyle	2:1
Round	31/03/1990	H	Oldham Athletic	1:0
Round	07/04/1990	A	West Bromwich Albion	0:0
Round	11/04/1990	H	Port Vale FC	2:3
Round	14/04/1990	A	Stoke City	0:0
Round	16/04/1990	H	Bradford City	2:0
Round	21/04/1990	A	Leicester City	1:2
Round	25/04/1990	H	Ipswich Town	1:2
Round	28/04/1990	A	Swindon Town	1:1
Round	02/05/1990	H	Barnsley FC	0:1
Round	05/05/1990	H	Newcastle United	4:1
FA Cup 1989/1990
Round	date	place	Opponent	Results
3. Round	06/01/1990	H	Everton FC	0:0 (0:0)
3. Round	10/01/1990	A	Everton FC	1:1
3. Round	17/01/1990	A	Everton FC	0:1
League Cup 1989/1990
Round	date	place	Opponent	Results
2. Round	20/09/1989	H	Halifax Town	4:0
2. Round	03/10/1989	A	Halifax Town	1:0
3. Round	25/10/1989	H	Wimbledon FC	1:1
3. Round	08/11/1989	A	Wimbledon FC	0:1