Middlesbrough FC

Round	date	place	Opponent	Results
Championship 1968/1969
Round	10/08/1968	H	Preston North End	2:1
Round	14/08/1968	A	Norwich City	2:0
Round	17/08/1968	A	Portsmouth FC	0:3
Round	20/08/1968	H	Crystal Palace	4:0
Round	24/08/1968	H	Carlisle United	1:0
Round	27/08/1968	H	Huddersfield Town	1:1
Round	31/08/1968	A	Hull City	0:3
Round	07/09/1968	A	Cardiff City	0:2
Round	14/09/1968	H	Birmingham City	3:1
Round	21/09/1968	A	Bury FC	3:2
Round	28/09/1968	H	Charlton Athletic	1:0
Round	05/10/1968	H	Derby County	0:0
Round	08/10/1968	A	Huddersfield Town	0:3
Round	12/10/1968	A	Sheffield United	3:1
Round	19/10/1968	H	Fulham FC	2:0
Round	26/10/1968	A	Oxford United	4:2
Round	09/11/1968	A	Millwall FC	0:2
Round	16/11/1968	H	Bolton Wanderers	0:0
Round	23/11/1968	A	Aston Villa	0:1
Round	30/11/1968	H	Blackburn Rovers	2:0
Round	03/12/1968	H	Bristol City	4:1
Round	07/12/1968	A	Blackpool FC	1:1
Round	21/12/1968	A	Fulham FC	3:0
Round	26/12/1968	A	Derby County	2:3
Round	11/01/1969	A	Bristol City	0:3
Round	18/01/1969	H	Millwall FC	1:1
Round	24/01/1969	H	Oxford United	2:0
Round	28/01/1969	H	Sheffield United	3:1
Round	01/02/1969	A	Bolton Wanderers	0:0
Round	22/02/1969	H	Blackpool FC	2:1
Round	01/03/1969	A	Preston North End	2:1
Round	04/03/1969	H	Aston Villa	0:0
Round	08/03/1969	H	Portsmouth FC	1:0
Round	15/03/1969	A	Carlisle United	0:3
Round	22/03/1969	H	Hull City	5:3
Round	25/03/1969	A	Blackburn Rovers	1:1
Round	29/03/1969	H	Cardiff City	0:0
Round	04/04/1969	A	Crystal Palace	0:0
Round	05/04/1969	A	Charlton Athletic	0:2
Round	08/04/1969	H	Norwich City	0:0
Round	12/04/1969	H	Bury FC	2:3
Round	19/04/1969	A	Birmingham City	1:3
FA Cup 1968/1969
Round	date	place	Opponent	Results
3. Round	04/01/1969	H	Millwall FC	1:1
3. Round	06/01/1969	A	Millwall FC	0:1
League Cup 1968/1969
Round	date	place	Opponent	Results
2. Round	04/09/1968	A	Bristol City	0:1