Eight teams Boro have competed with in the Football League in only the one season

In 1889 Middlesbrough successfully apply for election to the Football League. During the course of the 1899/00 season in the Second Division they play Loughborough who have a dreadful season, finishing bottom with only 8 points. Loughborough fail in their bid for re-election. In June 1900 it was decided that the club is defunct.

Loughborough

1899-00 Second Div

Won 3-0 at Linthorpe Road

D 1-1 at the Athletic Ground

Mixed fortunes for the town of Middlesbrough in 1966. The World Cup comes to England with Ayresome Park being the venue for three games involving North Korea, USSR, Chile, and Italy. Sadly the Boro are relegated and for the first time they compete in the third tier of the Football League. The 1966-67 season, however, ends with promotion and first league games aginst one-off opposition with:-

Colchester United

1966-67 Third Division

Won 4-0 at Ayresome Park

Won 3-2 at Layer Road

Torquay United

Won 4-0 at Ayresome Park

Lost 1-2 at Plainmoor

Workington.

Won 3-2 at Ayresome Park

Won 2-1 at Borough Park

Twenty years after Middlesbrough's first drop into third tier football it comes again after the most turbulant financial times. In1986 down we go, Ayresome Park is out of bounds and not in possession of the Club until after the first fixture in 1986-87. This had to played on the ground of good neighbours, Hartlepool United.

Chester City

1986-87 Third Division

Lost 1-2 at Ayresome Park

Won 2-1 at Sealand Road

Newport County

Won 2-0 at Ayresome Park

Won 1-0 at Somerton Park

York City

Won 3-1 at Ayresome Park

Lost 1-3 at Bootham Crecent

The seasons following the 1986-87 dip into the third tier were followed by 8 divisional changes before the millenium. This included inaugural membership for Boro of the Premier League in 1993 and a one-off season in the company of Crewe Alexandra in the second tier, at the time labelled as the 'First Division'.

Crewe Alexandra

1997-98 First Division.

W 1-0 at the Riverside Stadium.

D 0-0 at Gresty Road.