Middlesbrough

2019–20 season
Chairman	Steve Gibson
Manager	Jonathan Woodgate (until 23 June 2020) Neil Warnock (from 23 June 2020)
Stadium	Riverside Stadium
EFL Championship	17th
FA Cup	Third round
EFL Cup	First round
Top goalscorer	League:Ashley Fletcher (11) All: Ashley Fletcher (13)
Home colours Away colours Third colours
← 2018–19 2020–21 →

The2019–20 season wasMiddlesbrough's third consecutive season in theChampionship in their 144th year in existence, the club also competed in theFA Cup and theEFL Cup.^[1] The season covered the period from 1 July 2019 to 20 July 2020.

George Friend continues as the officialclub captain in his first full season in the role,^[2] having previously replaced a departingGrant Leadbitter in the second half of the2018–19 season, who left to return toSunderland in January 2019.^[3]

This season also markedJonathan Woodgate's first spell in charge of a professional club,^[4] who replaced an outgoingTony Pulis, who left at the end of his contract.^[5] Woodgate was sacked as manager on 23 June 2020, with Middlesbrough only outside the Championship relegation zone on goal difference after 38 games. He was replaced with experienced managerNeil Warnock on the same day.^[6]

No.	Name	Nationality	Position(s)	Date of birth (age)	Contract until	Signed from
Goalkeepers
1	Tomás Mejías		GK	(1989-01-30)30 January 1989 (aged 30)	30 June 2021	Omonia
23	Darren Randolph		GK	(1987-05-12)12 May 1987 (aged 32)	30 June 2021	West Ham United
42	Aynsley Pears		GK	(1998-04-23)23 April 1998 (aged 21)	30 June 2020	Academy
Defenders
2	Anfernee Dijksteel		RB	(1996-10-27)27 October 1996 (aged 22)	30 June 2022	Charlton Athletic
3	George Friend(c)		LB	(1987-10-17)17 October 1987 (aged 31)	30 June 2020	Doncaster Rovers
4	Daniel Ayala		CB	(1990-11-07)7 November 1990 (aged 28)	30 June 2020	Norwich City
5	Ryan Shotton		RB /CB	(1988-10-30)30 October 1988 (aged 30)	30 June 2020	Birmingham City
6	Dael Fry		CB /RB	(1997-08-30)30 August 1997 (aged 21)	30 June 2021	Academy
25	Nathan Wood		CB	(2002-05-31)31 May 2002 (aged 17)	30 June 2020	Academy
27	Marc Bola		LB	(1997-12-09)9 December 1997 (aged 21)	30 June 2022	Blackpool
29	Djed Spence		RB /LB	(2000-08-09)9 August 2000 (aged 18)	30 June 2020	Fulham
33	Hayden Coulson		LB /LM	(1998-06-17)17 June 1998 (aged 21)	30 June 2023	Academy
Midfielders
7	Marcus Tavernier		LW	(1999-03-22)22 March 1999 (aged 20)	30 June 2021	Academy
8	Adam Clayton		DM /CM	(1989-01-14)14 January 1989 (aged 30)	30 June 2021	Huddersfield Town
10	Marcus Browne		AM /RW /LW	(1997-12-18)18 December 1997 (aged 21)	30 June 2023	West Ham United
16	Jonny Howson		CM	(1988-05-21)21 May 1988 (aged 31)	30 June 2020	Norwich City
17	Paddy McNair		DM /CM	(1995-04-27)27 April 1995 (aged 24)	30 June 2022	Sunderland
21	Marvin Johnson		LW /LB	(1990-12-01)1 December 1990 (aged 28)	30 June 2020	Oxford United
22	George Saville		CM /LW	(1993-06-01)1 June 1993 (aged 26)	30 June 2022	Millwall
26	Lewis Wing		AM /CM	(1995-05-23)23 May 1995 (aged 24)	30 June 2022	Shildon
32	Stephen Wearne		AM	(2000-12-16)16 December 2000 (aged 18)	30 June 2020	Academy
34	Connor Malley		CM	(2000-03-20)20 March 2000 (aged 19)	30 June 2022	Academy
37	Ben Liddle		DM	(1998-09-21)21 September 1998 (aged 20)	30 June 2020	Academy
—	Patrick Roberts		RW /CF	(1997-02-05)5 February 1997 (aged 22)	30 June 2020	Manchester City
Strikers
9	Britt Assombalonga		CF	(1992-12-06)6 December 1992 (aged 26)	30 June 2021	Nottingham Forest
11	Ashley Fletcher		CF	(1995-10-02)2 October 1995 (aged 23)	30 June 2021	West Ham United
14	Rudy Gestede		CF	(1988-10-10)10 October 1988 (aged 30)	30 June 2020	Aston Villa
36	Stephen Walker		CF	(2000-10-11)11 October 2000 (aged 18)	30 June 2023	Academy
41	Rumarn Burrell		CF	(2000-12-16)16 December 2000 (aged 18)	30 June 2022	Grimsby Town
—	Lukas Nmecha		CF /LW /RW	(1998-12-14)14 December 1998 (aged 20)	30 June 2020	Manchester City

•   = Player on loan

Date from	Position	Nationality	Name	From	Fee	Team	Ref.
1 July 2019	CF		Rumarn Burrell	Grimsby Town	Undisclosed	Academy	[7]
4 July 2019	GK		Tomás Mejías	Omonia	Free	First team	[8]
26 July 2019	AM		Marcus Browne	West Ham United	Undisclosed	First team	[9]
28 July 2019	LB		Marc Bola	Blackpool	Undisclosed	First team	[10]
7 August 2019	RB		Anfernee Dijksteel	Charlton Athletic	Undisclosed	First team	[11]
16 January 2020	GK		Dejan Stojanović	St. Gallen	Undisclosed	First team	[12]
11 March 2020	LB		Williams Kokolo	Sunderland	Free transfer	Academy	[13]

Date from	Position	Nationality	Name	To	Fee	Team	Ref.
1 July 2019	DF		Kieran Charlton	Free agent	Released	Academy	[14]
1 July 2019	LM		Stewart Downing	Blackburn Rovers	Free	First team	[15][16]
1 July 2019	CB		Nathan Guru	Free agent	Released	Academy	[14]
1 July 2019	GK		Dimitrios Konstantopoulos	Hartlepool United	Free	First team	[15]
1 July 2019	GK		Andy Lonergan	Liverpool	Free	First team	[15][17]
1 July 2019	CF		Gabby McGill	Dunfermline Athletic	Undisclosed	Academy	[18]
1 July 2019	DM		John Obi Mikel	Trabzonspor	Free	First team	[15][19]
1 July 2019	CM		Alex Pattison	Wycombe Wanderers	Free	Academy	[14][20]
1 July 2019	CM		Dan Ward	Free agent	Released	Academy	[14]
17 July 2019	CB		Kian Spence	Scarborough Athletic	Free	Academy	[21]
19 July 2019	CB		Aden Flint	Cardiff City	Undisclosed	First team	[22]
24 July 2019	CF		Martin Braithwaite	Leganés	Undisclosed	First team	[23]
25 July 2019	CF		Billal Brahimi	Stade de Reims	Free	Academy	[24]
26 July 2019	CF		Luke Armstrong	Salford City	Undisclosed	Academy	[25]
15 January 2020	GK		Darren Randolph	West Ham United	£4,000,000	First team	[26]
31 January 2020	LB		Patrick Reading	Stevenage	Undisclosed	Academy	[27]
27 June 2020	ST		Rudy Gestede	Free agent	Released	First team	[28]
28 June 2020	CB		Daniel Ayala	Free agent	Released	First team	[29]
28 June 2020	ST		Mitchell Curry	Free agent	Released	First team	[29]
28 June 2020	CB		Nathan Dale	Free agent	Released	First team	[29]
28 June 2020	CB		Enes Mahmutovic	Free agent	Released	First team	[29]
28 June 2020	CM		Layton Watts	Free agent	Released	First team	[29]
28 June 2020	AM		Stephen Wearne	Free agent	Released	First team	[29]
28 June 2020	RB		Harold Essien	Free agent	Released	First team	[29]
28 June 2020	GK		Harry Flatters	Free agent	Released	First team	[29]

Date from	Position	Nationality	Name	From	Date until	Team	Ref.
2 January 2020	RW		Patrick Roberts	Manchester City	30 June 2020	First team	[30]
3 January 2020	CF		Lukas Nmecha	Manchester City	30 June 2020	First team	[31]
31 January 2020	AM		Ravel Morrison	Sheffield United	30 June 2020	First team	[32]
31 January 2020	CB		Harold Moukoudi	Saint-Étienne	30 June 2020	First team	[33]

Date from	Position	Nationality	Name	To	Date until	Team	Ref.
1 July 2019	CF		Mitchell Curry	Inverness Caledonian Thistle	30 June 2020	Academy	[34]
1 July 2019	CB		Enes Mahmutovic	MVV Maastricht	30 June 2020	Academy	[35]
19 July 2019	CF		Tyrone O'Neill	Darlington	31 December 2019	Academy	[36]
23 July 2019	GK		Bradley James	Gateshead	30 June 2020	Academy	[37]
7 August 2019	CB		Sam Stubbs	Hamilton Academical	7 January 2020[38]	Academy	[39]
22 August 2019	GK		Zach Hemming	Hartlepool United	22 November 2019[40]	Academy	[41]
23 November 2019	GK		Zach Hemming	Blyth Spartans	30 June 2020	Academy	[40]
7 January 2020	CB		Sam Stubbs	ADO Den Haag	30 June 2020	Academy	[38]
9 January 2020	AM		Marcus Browne	Oxford United	30 June 2020	First team	[42]
10 January 2020	LB		Marc Bola	Blackpool	30 June 2020	First team	[43]
10 January 2020	CF		Mitchell Curry	Gateshead	30 June 2020	Under-23s	[44]
31 January 2020	LW		Isaiah Jones	St Johnstone	30 June 2020	Under-23s	[45]
31 January 2020	DM		Ben Liddle	Scunthorpe United	30 June 2020	Under-23s	[46]
31 January 2020	CM		Connor Malley	Ayr United	30 June 2020	Under-23s	[47]
31 January 2020	SS		Stephen Walker	Crewe Alexandra	30 June 2020	First team	[48]

Boro announced their pre-season programme on 14 June 2019.^[49]

Grazer AK v Middlesbrough

5 July 2019 (2019-07-05)Friendly	Grazer AK	2–0	Middlesbrough	Bad Aussee,Austria
17:00CEST	Rother 30' Smoljan 73'	Report		Stadium:Christof Industries Arena

Gateshead v Middlesbrough

10 July 2019 (2019-07-10)Friendly	Gateshead	1–3	Middlesbrough	Gateshead
19:30BST	Thomson 48' (pen.)	Report	Howson 44' Fletcher 66' Johnson 87'	Stadium:Gateshead International Stadium Referee: James Westgate

Hartlepool United v Middlesbrough

14 July 2019 (2019-07-14)Friendly	Hartlepool United	0–4	Middlesbrough	Hartlepool
13:00BST		Report	Tavernier 5' Gestede 36' Flint 41' Saville 59'	Stadium:Super 6 Stadium Attendance: 3,173 Referee: Tony Harrington

Heidenheim v Middlesbrough

20 July 2019 (2019-07-20)Friendly	Heidenheim	5–1	Middlesbrough	Heidenheim an der Brenz,Germany
16:00CET	Glatzel 66',70',89' Beermann 74' Pusch 87'	Report	Busch 19' (o.g.)	Stadium:Voith-Arena Referee: Pascal Müller

Salford City v Middlesbrough

23 July 2019 (2019-07-23)Friendly	Salford City	1–3	Middlesbrough	Salford
19:30BST	Maynard 20'	Report	Assombalonga 35',45',66'	Stadium:Peninsula Stadium Referee: Paul Marsden

Middlesbrough vSaint-Étienne

28 July 2019 (2019-07-28)Friendly	Middlesbrough	1–1	Saint-Étienne	Middlesbrough
15:00BST	Wing 69'	Report	Bouanga 67' (pen.)	Stadium:Riverside Stadium Attendance: 6,520 Referee:Andrew Madley

On 20 June 2019, the forthcomingChampionship fixtures were unveiled.^[51]

Luton Town v Middlesbrough

2 August 2019 (2019-08-02)1	Luton Town	3–3	Middlesbrough	Luton
19:45BST	Bradley 17' Cranie 24' Ruddock Mpanzu 45' Collins 49' 85'	Report	Fletcher 7' 39' Assombalonga 37'82' Wing 61' 68'	Stadium:Kenilworth Road Attendance: 10,053 Referee: Oliver Langford
Note: Live onSky Sports

Middlesbrough vBrentford

10 August 2019 (2019-08-10)2	Middlesbrough	0–1	Brentford	Middlesbrough
15:00BST		Report	Watkins 54' Dalsgaard 82'	Stadium:Riverside Stadium Attendance: 21,911 Referee: Stephen Martin

Blackburn Rovers v Middlesbrough

17 August 2019 (2019-08-17)3	Blackburn Rovers	1–0	Middlesbrough	Blackburn
15:00BST	Graham 25' (pen.) Cunningham 27' Bennett 31' Johnson 49' Travis 69' Williams 89'	Report	Dijksteel 24' Ayala 26' Wing 84'	Stadium:Ewood Park Attendance: 14,012 Referee:Jarred Gillett

Middlesbrough vWigan Athletic

20 August 2019 (2019-08-20)4	Middlesbrough	1–0	Wigan Athletic	Middlesbrough
19:45BST	Browne 21' Assombalonga 23' Ayala 45+2'	Report	Byrne 17' Kipré 72'	Stadium:Riverside Stadium Attendance: 18,649 Referee:Keith Stroud

Middlesbrough vMillwall

24 August 2019 (2019-08-24)5	Middlesbrough	1–1	Millwall	Middlesbrough
15:00BST	McNair 70'	Report	O'Brien 10' Bradshaw 76' Leonard 89'	Stadium:Riverside Stadium Attendance: 19,279 Referee:John Brooks

Bristol City v Middlesbrough

31 August 2019 (2019-08-31)6	Bristol City	2–2	Middlesbrough	Bristol
12:30BST	Palmer 28' 44' Rowe 81'	Report	Wing 41' Moore 64' (o.g.) Assombalonga 68'	Stadium:Ashton Gate Attendance: 20,757 Referee:Lee Mason
Note: Live onSky Sports

Middlesbrough vReading

14 September 2019 (2019-09-14)7	Middlesbrough	1–0	Reading	Middlesbrough
15:00BST	Johnson 60'	Report	McIntyre 27' Boyé 44' Morrison 59'	Stadium:Riverside Stadium Attendance: 19,414 Referee: Robert Jones

Cardiff City v Middlesbrough

21 September 2019 (2019-09-21)8	Cardiff City	1–0	Middlesbrough	Cardiff
15:00BST	Fletcher 2' (o.g.) Ralls 87'	Report	Johnson 77' Ayala 79'	Stadium:Cardiff City Stadium Attendance: 23,141 Referee: Darren Bond

Middlesbrough vSheffield Wednesday

28 September 2019 (2019-09-28)9	Middlesbrough	1–4	Sheffield Wednesday	Middlesbrough
15:00BST	McNair 19'	Report	Clayton 5' (o.g.) Iorfa 6' Reach 23' Fletcher 34' Bannan 72' Nuhiu 76' Luongo 88'	Stadium:Riverside Stadium Attendance: 22,075 Referee: James Linington

Middlesbrough vPreston North End

1 October 2019 (2019-10-01)10	Middlesbrough	1–1	Preston North End	Middlesbrough
19:45BST	Fisher 42' (o.g.) Clayton 86' Fletcher 90+5'	Report	Harrop 40' Pearson 65' Fisher 90+2'	Stadium:Riverside Stadium Attendance: 17,961 Referee: Darren England

Birmingham City v Middlesbrough

4 October 2019 (2019-10-04)11	Birmingham City	2–1	Middlesbrough	Bordesley
19:45BST	Villalba 33' Šunjić 86' Bailey 89' 90+1'	Report	McNair 54' Dijksteel 64' Shotton 72' Ayala 87'	Stadium:St Andrew's Trillion Trophy Stadium Attendance: 19,703 Referee: Jeremy Simpson

Middlesbrough vWest Bromwich Albion

19 October 2019 (2019-10-19)12	Middlesbrough	0–1	West Bromwich Albion	Middlesbrough
15:00BST	Tavernier 47' Howson 84'	Report	Austin 25' Ferguson 64' Livermore 80' Robson-Kanu 82' Hegazi 90+3'	Stadium:Riverside Stadium Attendance: 20,174 Referee: Oliver Langford

Huddersfield Town v Middlesbrough

23 October 2019 (2019-10-23)13	Huddersfield Town	0–0	Middlesbrough	Huddersfield
19:45BST	Bacuna 90+7'	Report	Fry 17' McNair 39' Saville 84'	Stadium:John Smith’s Stadium Attendance: 22,839 Referee: Tony Harrington

Middlesbrough vFulham

26 October 2019 (2019-10-26)14	Middlesbrough	0–0	Fulham	Middlesbrough
15:00BST	Tavernier 42' Coulson 45+1' McNair 87'	Report	Odoi 7' Rodák 17' Reed 72'	Stadium:Riverside Stadium Attendance: 19,101 Referee: Peter Bankes

Derby County v Middlesbrough

2 November 2019 (2019-11-02)15	Derby County	2–0	Middlesbrough	Derby
15:00GMT	Lawrence 22',84'	Report	McNair 15' Saville 32'	Stadium:Pride Park Stadium Attendance: 26,293 Referee: Darren Bond

Queens Park Rangers v Middlesbrough

9 November 201916	Queens Park Rangers	2–2	Middlesbrough	Shepherd's Bush
15:00GMT	Wells 25' 45+2' Howson 44' (o.g.) Hall 53' Ball 83' Cameron 89'	Report	Assombalonga 23',69' Fry 90+2' Randolph 90+4'	Stadium:Loftus Road Attendance: 14,404 Referee:David Coote

Middlesbrough vHull City

24 November 2019 (2019-11-24)17	Middlesbrough	2–2	Hull City	Middlesbrough
12:00GMT	Tavernier 7' Fletcher 26' Johnson 37' Clayton 55' Dijksteel 90+3'	Report	de Wijs 65' Bowen 71',75'	Stadium:Riverside Stadium Attendance: 18,596 Referee: Jeremy Simpson

Middlesbrough vBarnsley

27 November 2019 (2019-11-27)18	Middlesbrough	1–0	Barnsley	Middlesbrough
19:45GMT	Howson 43' Fletcher 54' Wing 64' Bola 81'	Report		Stadium:Riverside Stadium Attendance: 18,043 Referee:Oliver Langford

Leeds United v Middlesbrough

30 November 2019 (2019-11-30)19	Leeds United	4–0	Middlesbrough	Beeston, Leeds
15:00BST	Bamford 3' 22' Phillips 24' Klich 45+3',73' Costa 67'	Report	McNair 27' Ayala 65' Howson 75'	Stadium:Elland Road Attendance: 35,626 Referee:Keith Stroud

Middlesbrough vCharlton Athletic

7 December 2019 (2019-12-07)20	Middlesbrough	1–0	Charlton Athletic	Middlesbrough
15:00GMT	Saville 1' Fletcher 88'	Report	Gallagher 54' Pratley 59' Leko 67'	Stadium:Riverside Stadium Attendance: 18,681 Referee: Steve Martin

Nottingham Forest v Middlesbrough

10 December 2019 (2019-12-10)21	Nottingham Forest	1–1	Middlesbrough	West Bridgford
19:45GMT	Silva 27' Yates 63' Semedo 83' Worrall 87' Robinson 90+1'	Report	Spence 24' McNair 81' Fletcher 85'	Stadium:City Ground Attendance: 24,577 Referee: Andy Woolmer

Swansea City v Middlesbrough

14 December 2019 (2019-12-14)22	Swansea City	3–1	Middlesbrough	Swansea
15:00GMT	Ayew 22' (pen.),71' Cabango 48' Dhanda 54' Surridge 73'	Report	Saville 29' Browne 52'  63' Tavernier 59' McNair 77'	Stadium:Liberty Stadium Attendance: 14,625 Referee: Dean Whitestone

Middlesbrough vStoke City

20 December 2019 (2019-12-20)23	Middlesbrough	2–1	Stoke City	Middlesbrough
19:45GMT	Howson 43' Fletcher 57' Wing 71' Saville 82'	Report	Ward 21' Clucas 53' 59' Smith 77' Cousins 87'	Stadium:Riverside Stadium Attendance: 18,270 Referee:Oliver Langford

Middlesbrough vHuddersfield Town

26 December 2019 (2019-12-26)24	Middlesbrough	1–0	Huddersfield Town	Middlesbrough
15:00GMT	Spence 37' Howson 43' Fletcher 64' Saville 88'	Report	Bacuna 43' Grabara 77' O'Brien 82' Grant 90'	Stadium:Riverside Stadium Attendance: 25,313 Referee: Darren England

West Bromwich Albion v Middlesbrough

29 December 2019 (2019-12-29)25	West Bromwich Albion	0–2	Middlesbrough	West Bromwich
15.00BST	Livermore 57' Phillips 69' Austin 72' Furlong 82'	Report	Ayala 17' Howson 48' Spence 69' Coulson 85' Fletcher 90+4'	Stadium:The Hawthorns Attendance: 25,077 Referee: Geoff Eltringham

Preston North End v Middlesbrough

1 January 2020 (2020-01-01)26	Preston North End	0–2	Middlesbrough	Preston
15:00GMT		Report	Gestede 40' Fletcher 62' Clayton 64' Johnson 66'	Stadium:Deepdale Attendance: 13,824 Referee:John Brooks

Middlesbrough vDerby County

11 January 2020 (2020-01-11)27	Middlesbrough	2–2	Derby County	Middlesbrough
15:00GMT	Wing 16' McNair 67' (pen.) Coulson 79'	Report	Clarke 39' Waghorn 44' Knight 54' Holmes 90+1'	Stadium:Riverside Stadium Attendance: 19,706 Referee: Tim Robinson

Fulham v Middlesbrough

17 January 2020 (2020-01-17)28	Fulham	1–0	Middlesbrough	Fulham
19:45GMT	Knockaert 6' McDonald 60'	Report	McNair 72'	Stadium:Craven Cottage Attendance: 18,375 Referee: David Webb

Middlesbrough vBirmingham City

21 January 2020 (2020-01-21)29	Middlesbrough	1–1	Birmingham City	Middlesbrough
19:45GMT	McNair23' Fletcher 81'	Report	Jutkiewicz 27' Gardner 35'	Stadium:Riverside Stadium Attendance: 18,350 Referee: Andy Woolmer

Middlesbrough vBlackburn Rovers

1 February 2020 (2020-02-01)30	Middlesbrough	1–1	Blackburn Rovers	Middlesbrough
15:00GMT	Coulson 75'	Report	Travis 58' 85' Lenihan 87'	Stadium:Riverside Stadium Attendance: 19,937 Referee: Matt Donohue

Brentford v Middlesbrough

8 February 2020 (2020-02-08)31	Brentford	3–2	Middlesbrough	Brentford
15:00GMT	Jeanvier 24' Mbeumo 60' Watkins 87'	Report	Wing 58' Fletcher 63' Tavernier 68'	Stadium:Griffin Park Attendance: 12,285 Referee:Peter Bankes

Wigan Athletic v Middlesbrough

11 February 2020 (2020-02-11)32	Wigan Athletic	2–2	Middlesbrough	Wigan
19:45GMT	Morsy 29' Dunkley 38'  62' Kipré 54' Pilkington 64' Williams 69' Naismith 70' Moukoudi 76' (o.g.) Massey 90+1'	Report	Moukoudi 59' Wing 64',68' Saville 72' Howson 87'	Stadium:DW Stadium Attendance: 9,023 Referee:Oliver Langford

Middlesbrough vLuton Town

15 February 2020 (2020-02-15)33	Middlesbrough	0–1	Luton Town	Middlesbrough
15:00GMT	Wing 90+7'	Report	Tunnicliffe 17' Cranie 38' Berry 43' Mpanzu 78' Brown 90+7'	Stadium:Riverside Stadium Attendance: 19,734 Referee:Jarred Gillet

Barnsley v Middlesbrough

22 February 2020 (2020-02-22)34	Barnsley	1–0	Middlesbrough	Barnsley
15:00GMT	Chaplin 73' Woodrow 78' Bähre 89'	Report		Stadium:Oakwell Attendance: 16,106 Referee: Geoff Eltringham

Middlesbrough vLeeds United

26 February 2020 (2020-02-26)35	Middlesbrough	0–1	Leeds United	Middlesbrough
19:45GMT	Saville 10' Moukoudi 82' Clayton 90'	Report	Klich 45+1'	Stadium:Riverside Stadium Attendance: 24,647 Referee: Gavin Ward

Middlesbrough vNottingham Forest

2 March 2020 (2020-03-02)36	Middlesbrough	2–2	Nottingham Forest	Middlesbrough
19:45GMT	Gestede 40' Wing 44' Shotton 75'	Report	Yates 29' Grabban 86'	Stadium:Riverside Stadium Attendance: 18,884 Referee:Darren England

Charlton Athletic v Middlesbrough

7 March 2020 (2020-03-07)37	Charlton Athletic	0–1	Middlesbrough	Charlton
15:00GMT	Purrington 45' Taylor 53' Matthews 63'	Report	Shotton 11' McNair 17'	Stadium:The Valley Attendance: 18,080 Referee: Stephen Martin

Middlesbrough vSwansea City

20 June 2020 (2020-06-20)38	Middlesbrough	0–3	Swansea City	Middlesbrough
15:00BST	Nmecha 45+4' Roberts 75'	Report	Brewster 18',21' Ayew 34' (pen.) Kalulu 45+3'	Stadium:Riverside Stadium Attendance: 0 Referee: Tony Harrington
Note: Season was suspended until 3 April 2020, due to theCOVID-19 pandemic.[52] The match was rescheduled to 20 June.

Stoke City v Middlesbrough

27 June 2020 (2020-06-27)39	Stoke City	0–2	Middlesbrough	Stoke-on-Trent
15:00BST	Powell 88'  89'	Report	Fletcher 29' Tavernier 62' Wing 83'	Stadium:Bet365 Stadium Attendance: 0 Referee: Matt Donohue
Note: Season was suspended until 3 April 2020, due to theCOVID-19 pandemic.[52] The match was rescheduled to 27 June.

Hull City v Middlesbrough

2 July 2020 (2020-07-02)40	Hull City	2–1	Middlesbrough	Kingston upon Hull
17:00BST	Kane 8' Wilks 45+3', 90+1'	Report	Assombalonga 4' (pen.) Tavernier 90+5'	Stadium:KCOM Stadium Attendance: 0 Referee: Geoff Eltringham
Note: Season was suspended until 3 April 2020, due to theCOVID-19 pandemic.[52] The match was rescheduled to 2 July.

Middlesbrough vQueens Park Rangers

5 July 2020 (2020-07-05)41	Middlesbrough	0–1	Queens Park Rangers	Middlesbrough
15:00BST	Johnson 38' Saville 51' Assombalonga 89'	Report	Hugill 32'	Stadium:Riverside Stadium Attendance: 0 Referee:Scott Duncan
Note: On 3 April, theEnglish Football League decided to postpone all football until safe to do so due to theCOVID-19 pandemic.[53] The match was rescheduled to 5 July.

Millwall v Middlesbrough

8 July 2020 (2020-07-08)42	Millwall	0–2	Middlesbrough	Bermondsey
19:45BST	Cooper 86'	Report	Assombalonga 66', 68' Saville 70' Fletcher 87' (pen.) Howson 90+2'	Stadium:The Den Attendance: 0 Referee: Tim Robinson
Note: On 3 April, theEnglish Football League decided to postpone all football until safe to do so due to theCOVID-19 pandemic.[53] The match was rescheduled to 8 July.

Middlesbrough vBristol City

11 July 2020 (2020-07-11)43	Middlesbrough	1–3	Bristol City	Middlesbrough
15:00BST	Johnson 54' Assombalonga 82'	Report	Wells 6',79' Paterson 42'	Stadium:Riverside Stadium Attendance: 0 Referee:Darren England
Note: On 3 April, theEnglish Football League decided to postpone all football until safe to do so due to theCOVID-19 pandemic.[53] The match was rescheduled to 11 July.

Reading v Middlesbrough

14 July 2020 (2020-07-14)44	Reading	1–2	Middlesbrough	Reading
20:00BST	Pușcaș 19' Moore 33' Rinomhota 58'	Report	Fletcher 45' Roberts 82'	Stadium:Madejski Stadium Attendance: 0 Referee: Andy Woolmer
Note: On 3 April, theEnglish Football League decided to postpone all football until safe to do so due to theCOVID-19 pandemic.[53] The match was rescheduled to 14 July.

Middlesbrough vCardiff City

18 July 2020 (2020-07-18)45	Middlesbrough	1–3	Cardiff City	Middlesbrough
15:00BST	Saville 1' Friend 19' Howson 77'  89' Assombalonga 85'	Report	Morrison 4', 84' Murphy 47',81' Bacuna 90'	Stadium:Riverside Stadium Attendance: 0 Referee: Jeremy Simpson
Note: On 3 April, theEnglish Football League decided to postpone all football until safe to do so due to theCOVID-19 pandemic.[53] The match was rescheduled to 18 July.

Sheffield Wednesday v Middlesbrough

22 July 2020 (2020-07-22)46	Sheffield Wednesday	1–2	Middlesbrough	Owlerton
19:30BST	Murphy 10'	Report	McNair 22' Assombalonga 90+3'	Stadium:Hillsborough Attendance: 0 Referee:Jarred Gillett
Note: On 3 April, theEnglish Football League decided to postpone all football until safe to do so due to theCOVID-19 pandemic.[53] The match was rescheduled to 22 July.

The third round draw was made live onBBC Two fromEtihad Stadium,Micah Richards andTony Adams conducted the draw.^[54]

Middlesbrough vTottenham Hotspur

5 January 2020 (2020-01-05)Third round	Middlesbrough	1–1	Tottenham Hotspur	Middlesbrough
14:01GMT	Fletcher 50' Saville 85'	Report	Alli 45' Lucas Moura 61' Lamela 85'	Stadium:Riverside Stadium Attendance: 26,693 Referee:Stuart Attwell

Tottenham Hotspur v Middlesbrough

14 January 2020 (2020-01-14)Third round replay	Tottenham Hotspur	2–1	Middlesbrough	Tottenham
20:05GMT	Lo Celso 2' Lamela 15'	Report	Saville 83'	Stadium:Tottenham Hotspur Stadium Attendance: 49,202 Referee:Craig Pawson

The first round draw was made on 20 June.^[55]

Middlesbrough vCrewe Alexandra

13 August 2019 (2019-08-13)First round	Middlesbrough	2–2 (2–4p)	Crewe Alexandra	Middlesbrough
19:45BST	Saville 60' Fletcher 75' Bola 90+1'	Report	Porter 42' Kirk 45+1' Ng 69'	Stadium:Riverside Stadium Referee: Michael Salisbury
	Penalties
	Assombalonga Fletcher McNair Browne		Porter Green Pickering Jones

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