Middlesbrough
Season1999/00
Premier League
August 1999
6 matches
- MiddlesbroughFull timeMiddlesbrough 0, Bradford 1BradfordSat, Aug 7
- Wimbledon FCFull timeWimbledon FC 2, Middlesbrough 3MiddlesbroughTue, Aug 10
- DerbyFull timeDerby 1, Middlesbrough 3MiddlesbroughSat, Aug 14
- MiddlesbroughFull timeMiddlesbrough 1, Liverpool 0LiverpoolSat, Aug 21
- MiddlesbroughFull timeMiddlesbrough 0, Leicester 3LeicesterTue, Aug 24
- Aston VillaFull timeAston Villa 1, Middlesbrough 0MiddlesbroughSat, Aug 28
September 1999
3 matches
- MiddlesbroughFull timeMiddlesbrough 3, Southampton 2SouthamptonSat, Sep 11
- LeedsFull timeLeeds 2, Middlesbrough 0MiddlesbroughSun, Sep 19
- MiddlesbroughFull timeMiddlesbrough 0, Chelsea 1ChelseaSat, Sep 25
October 1999
4 matches
- Newcastle UtdFull timeNewcastle Utd 2, Middlesbrough 1MiddlesbroughSun, Oct 3
- MiddlesbroughFull timeMiddlesbrough 2, West Ham 0West HamSun, Oct 17
- WatfordFull timeWatford 1, Middlesbrough 3MiddlesbroughSun, Oct 24
- MiddlesbroughFull timeMiddlesbrough 2, Everton 1EvertonSat, Oct 30
November 1999
3 matches
- MiddlesbroughFull timeMiddlesbrough 1, Sunderland 1SunderlandSat, Nov 6
- ArsenalFull timeArsenal 5, Middlesbrough 1MiddlesbroughSat, Nov 20
- MiddlesbroughFull timeMiddlesbrough 0, Wimbledon FC 0Wimbledon FCSat, Nov 27
December 1999
3 matches
- BradfordFull timeBradford 1, Middlesbrough 1MiddlesbroughSat, Dec 4
- MiddlesbroughFull timeMiddlesbrough 2, Tottenham 1TottenhamSat, Dec 18
- Sheffield WedFull timeSheffield Wed 1, Middlesbrough 0MiddlesbroughSun, Dec 26
January 2000
3 matches
- MiddlesbroughFull timeMiddlesbrough 1, Derby 4DerbySat, Jan 15
- LiverpoolFull timeLiverpool 0, Middlesbrough 0MiddlesbroughSat, Jan 22
- Manchester UnitedFull timeManchester United 1, Middlesbrough 0MiddlesbroughSat, Jan 29
February 2000
4 matches
- LeicesterFull timeLeicester 2, Middlesbrough 1MiddlesbroughSat, Feb 5
- MiddlesbroughFull timeMiddlesbrough 0, Aston Villa 4Aston VillaMon, Feb 14
- MiddlesbroughFull timeMiddlesbrough 2, Coventry 0CoventrySat, Feb 19
- MiddlesbroughFull timeMiddlesbrough 0, Leeds 0LeedsSat, Feb 26
March 2000
4 matches
- SouthamptonFull timeSouthampton 1, Middlesbrough 1MiddlesbroughSat, Mar 4
- MiddlesbroughFull timeMiddlesbrough 2, Arsenal 1ArsenalSun, Mar 12
- SunderlandFull timeSunderland 1, Middlesbrough 1MiddlesbroughSat, Mar 18
- MiddlesbroughFull timeMiddlesbrough 1, Sheffield Wed 0Sheffield WedSat, Mar 25
April 2000
5 matches
- TottenhamFull timeTottenham 2, Middlesbrough 3MiddlesbroughMon, Apr 3
- MiddlesbroughFull timeMiddlesbrough 3, Manchester United 4Manchester UnitedMon, Apr 10
- CoventryFull timeCoventry 2, Middlesbrough 1MiddlesbroughSat, Apr 15
- ChelseaFull timeChelsea 1, Middlesbrough 1MiddlesbroughSat, Apr 22
- West HamFull timeWest Ham 0, Middlesbrough 1MiddlesbroughSat, Apr 29
May 2000
3 matches
- MiddlesbroughFull timeMiddlesbrough 2, Newcastle Utd 2Newcastle UtdTue, May 2
- MiddlesbroughFull timeMiddlesbrough 1, Watford 1WatfordSat, May 6
- EvertonFull timeEverton 0, Middlesbrough 2MiddlesbroughSun, May 14