2019–20 Middlesbrough F.C. season

The 2019–20 season was Middlesbrough's third consecutive season in the Championship in their 144th year in existence, the club also competed in the FA Cup and the EFL Cup.[1] The season covered the period from 1 July 2019 to 20 July 2020.

Middlesbrough
2019–20 season
ChairmanSteve Gibson
ManagerJonathan Woodgate (until 23 June 2020)
Neil Warnock (from 23 June 2020)
StadiumRiverside Stadium
EFL Championship17th
FA CupThird round
EFL CupFirst round
Top goalscorerLeague: Ashley Fletcher (11)
All: Ashley Fletcher (13)

George Friend continues as the official club captain in his first full season in the role,[2] having previously replaced a departing Grant Leadbitter in the second half of the 2018–19 season, who left to return to Sunderland in January 2019.[3]

This season also marked Jonathan Woodgate's first spell in charge of a professional club,[4] who replaced an outgoing Tony 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 manager Neil Warnock on the same day.[6]

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

Transfers

Transfers in
Date from Position Nationality Name From Fee Team Ref.
1 July 2019CFRumarn BurrellGrimsby TownUndisclosedAcademy[7]
4 July 2019GKTomás Mejías OmoniaFreeFirst team[8]
26 July 2019AMMarcus BrowneWest Ham UnitedUndisclosedFirst team[9]
28 July 2019LBMarc BolaBlackpoolUndisclosedFirst team[10]
7 August 2019RBAnfernee DijksteelCharlton AthleticUndisclosedFirst team[11]
16 January 2020GKDejan Stojanović St. GallenUndisclosedFirst team[12]
11 March 2020LBWilliams KokoloSunderlandFree transferAcademy[13]

Transfers out
Date from Position Nationality Name To Fee Team Ref.
1 July 2019DFKieran CharltonFree agentReleasedAcademy[14]
1 July 2019LMStewart DowningBlackburn RoversFreeFirst team[15][16]
1 July 2019CBNathan GuruFree agentReleasedAcademy[14]
1 July 2019GKDimitrios KonstantopoulosHartlepool UnitedFreeFirst team[15]
1 July 2019GKAndy LonerganLiverpoolFreeFirst team[15][17]
1 July 2019CFGabby McGill Dunfermline AthleticUndisclosedAcademy[18]
1 July 2019DMJohn Obi Mikel TrabzonsporFreeFirst team[15][19]
1 July 2019CMAlex PattisonWycombe WanderersFreeAcademy[14][20]
1 July 2019CMDan WardFree agentReleasedAcademy[14]
17 July 2019CBKian SpenceScarborough AthleticFreeAcademy[21]
19 July 2019CBAden Flint Cardiff CityUndisclosedFirst team[22]
24 July 2019CFMartin Braithwaite LeganésUndisclosedFirst team[23]
25 July 2019CFBilal Brahimi Stade de ReimsFreeAcademy[24]
26 July 2019CFLuke ArmstrongSalford CityUndisclosedAcademy[25]
15 January 2020GKDarren Randolph West Ham United£4,000,000First team[26]
31 January 2020LBPatrick Reading StevenageUndisclosedAcademy[27]
27 June 2020STRudy GestedeFree agentReleasedFirst team[28]
28 June 2020CBDaniel AyalaFree agentReleasedFirst team[29]
28 June 2020STMitchell CurryFree agentReleasedFirst team[29]
28 June 2020CBNathan DaleFree agentReleasedFirst team[29]
28 June 2020CBEnes MahmutovicFree agentReleasedFirst team[29]
28 June 2020CMLayton WattsFree agentReleasedFirst team[29]
28 June 2020AMStephen WearneFree agentReleasedFirst team[29]
28 June 2020RBHarold EssienFree agentReleasedFirst team[29]
28 June 2020GKHarry FlattersFree agentReleasedFirst team[29]

Loans in
Date from Position Nationality Name From Date until Team Ref.
2 January 2020RWPatrick RobertsManchester City30 June 2020First team[30]
3 January 2020CFLukas NmechaManchester City30 June 2020First team[31]
31 January 2020AMRavel MorrisonSheffield United30 June 2020First team[32]
31 January 2020CBHarold Moukoudi Saint-Étienne30 June 2020First team[33]

Loans out
Date from Position Nationality Name To Date until Team Ref.
1 July 2019CFMitchell Curry Inverness Caledonian Thistle30 June 2020Academy[34]
1 July 2019CBEnes Mahmutovic MVV Maastricht30 June 2020Academy[35]
19 July 2019CFTyrone O'NeillDarlington31 December 2019Academy[36]
23 July 2019GKBradley JamesGateshead30 June 2020Academy[37]
7 August 2019CBSam Stubbs Hamilton Academical7 January 2020[38]Academy[39]
22 August 2019GKZach HemmingHartlepool United22 November 2019[40]Academy[41]
23 November 2019GKZach HemmingBlyth Spartans30 June 2020Academy[40]
7 January 2020 CB Sam Stubbs ADO Den Haag 30 June 2020 Academy [38]
9 January 2020AMMarcus BrowneOxford United30 June 2020First team[42]
10 January 2020LBMarc BolaBlackpool30 June 2020First team[43]
10 January 2020CFMitchell CurryGateshead30 June 2020Under-23s[44]
31 January 2020LWIsaiah Jones St Johnstone30 June 2020Under-23s[45]
31 January 2020DMBen LiddleScunthorpe United30 June 2020Under-23s[46]
31 January 2020CMConnor Malley Ayr United30 June 2020Under-23s[47]
31 January 2020SSStephen WalkerCrewe Alexandra30 June 2020First team[48]

Pre-season

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

5 July 2019 (2019-07-05) Friendly Grazer AK 2–0 Middlesbrough Bad Aussee, Austria
17:00 CEST Rother  30'
Smoljan  73'		 Report Stadium: Christof Industries Arena
10 July 2019 (2019-07-10) Friendly Gateshead 1–3 Middlesbrough Gateshead
19:30 BST Thomson  48' (pen.) Report Howson  44'
Fletcher  66'
Johnson  87'		 Stadium: Gateshead International Stadium
Referee: James Westgate
14 July 2019 (2019-07-14) Friendly Hartlepool United 0–4 Middlesbrough Hartlepool
13:00 BST Report Tavernier  5'
Gestede  36'
Flint  41'
Saville  59'		 Stadium: Super 6 Stadium
Attendance: 3,173
Referee: Tony Harrington
20 July 2019 (2019-07-20) Friendly Heidenheim 5–1 Middlesbrough Heidenheim an der Brenz, Germany
16:00 CET Glatzel  66', 70', 89'
Beermann  74'
Pusch  87'		 Report Busch  19' (o.g.) Stadium: Voith-Arena
Referee: Pascal Müller
23 July 2019 (2019-07-23) Friendly Salford City 1–3 Middlesbrough Salford
19:30 BST Maynard  20' Report Assombalonga  35', 45', 66' Stadium: Peninsula Stadium
Referee: Paul Marsden
28 July 2019 (2019-07-28) Friendly Middlesbrough 1–1 Saint-Étienne Middlesbrough
15:00 BST Wing  69' Report Bouanga  67' (pen.) Stadium: Riverside Stadium
Attendance: 6,520
Referee: Andrew Madley

Competitions

Championship
Main article: 2019–20 EFL Championship

League table
Pos Team Pld W D L GF GA GD Pts
14 Reading 46 15 11 20 59 58 +1 56
15 Stoke City 46 16 8 22 62 68 −6 56
16 Sheffield Wednesday 46 15 11 20 58 66 −8 56
17 Middlesbrough 46 13 14 19 48 61 −13 53
18 Huddersfield Town 46 13 12 21 52 70 −18 51
19 Luton Town 46 14 9 23 54 82 −28 51
20 Birmingham City 46 12 14 20 54 75 −21 50
Source: EFL Official Website
Rules for classification: 1) Points; 2) Goal difference; 3) Number of goals scored; 4) Head-to-head results; 5) Wins; 6) Away goals; 7) Penalty points (sec 9.5); 8) 12-point sending off offences[50]

Results by matchday
Round12345678910111213141516171819202122232425262728293031323334353637383940414243444546
GroundAHAHHAHAHHAHAHAAHHAHAAHHAAHAHHAAHAHHAHAAHAHAHA
ResultDLLWDDWLLDLLDDLDDWLWDLWWWWDLDDLDLLLDWLWLLWLWLW
Position13182217171813151920202121222222212020192020201816161617171818181820212219211921221819181917
Updated to match(es) played on 22 July 2020. Source:
A = Away; H = Home; W = Win; D = Draw; L = Loss

Result summary
OverallHomeAway
PldWDLGFGAGDPtsWDLGFGAGDWDLGFGAGD
46 13 14 19 48 61  −13 53 6 8 9 20 29  −9 7 6 10 28 32  −4

Last updated: 22 July 2020.
Source: BBC Sport

Matches

On 20 June 2019, the forthcoming Championship fixtures were unveiled.[51]

2 August 2019 (2019-08-02) 1 Luton Town 3–3 Middlesbrough Luton
19:45 BST 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 on Sky Sports
10 August 2019 (2019-08-10) 2 Middlesbrough 0–1 Brentford Middlesbrough
15:00 BST Report Watkins  54'
Dalsgaard  82'		 Stadium: Riverside Stadium
Attendance: 21,911
Referee: Stephen Martin
17 August 2019 (2019-08-17) 3 Blackburn Rovers 1–0 Middlesbrough Blackburn
15:00 BST 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
20 August 2019 (2019-08-20) 4 Middlesbrough 1–0 Wigan Athletic Middlesbrough
19:45 BST Browne  21'
Assombalonga  23'
Ayala  45+2'		 Report Byrne  17'
Kipré  72'		 Stadium: Riverside Stadium
Attendance: 18,649
Referee: Keith Stroud
24 August 2019 (2019-08-24) 5 Middlesbrough 1–1 Millwall Middlesbrough
15:00 BST McNair  70' Report O'Brien  10'
Bradshaw  76'
Leonard  89'		 Stadium: Riverside Stadium
Attendance: 19,279
Referee: John Brooks
31 August 2019 (2019-08-31) 6 Bristol City 2–2 Middlesbrough Bristol
12:30 BST 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 on Sky Sports
14 September 2019 (2019-09-14) 7 Middlesbrough 1–0 Reading Middlesbrough
15:00 BST Johnson  60' Report McIntyre  27'
Boyé  44'
Morrison  59'		 Stadium: Riverside Stadium
Attendance: 19,414
Referee: Robert Jones
21 September 2019 (2019-09-21) 8 Cardiff City 1–0 Middlesbrough Cardiff
15:00 BST Fletcher  2' (o.g.)
Ralls  87'		 Report Johnson  77'
Ayala  79'		 Stadium: Cardiff City Stadium
Attendance: 23,141
Referee: Darren Bond
28 September 2019 (2019-09-28) 9 Middlesbrough 1–4 Sheffield Wednesday Middlesbrough
15:00 BST 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
1 October 2019 (2019-10-01) 10 Middlesbrough 1–1 Preston North End Middlesbrough
19:45 BST 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
4 October 2019 (2019-10-04) 11 Birmingham City 2–1 Middlesbrough Bordesley
19:45 BST 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
19 October 2019 (2019-10-19) 12 Middlesbrough 0–1 West Bromwich Albion Middlesbrough
15:00 BST 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
23 October 2019 (2019-10-23) 13 Huddersfield Town 0–0 Middlesbrough Huddersfield
19:45 BST Bacuna  90+7' Report Fry  17'
McNair  39'
Saville  84'		 Stadium: John Smith’s Stadium
Attendance: 22,839
Referee: Tony Harrington
26 October 2019 (2019-10-26) 14 Middlesbrough 0–0 Fulham Middlesbrough
15:00 BST Tavernier  42'
Coulson  45+1'
McNair  87'		 Report Odoi  7'
Rodák  17'
Reed  72'		 Stadium: Riverside Stadium
Attendance: 19,101
Referee: Peter Bankes
2 November 2019 (2019-11-02) 15 Derby County 2–0 Middlesbrough Derby
15:00 GMT Lawrence  22', 84' Report McNair  15'
Saville  32'		 Stadium: Pride Park Stadium
Attendance: 26,293
Referee: Darren Bond
9 November 2019 16 Queens Park Rangers 2–2 Middlesbrough Shepherd's Bush
15:00 GMT 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
24 November 2019 (2019-11-24) 17 Middlesbrough 2–2 Hull City Middlesbrough
12:00 GMT 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
27 November 2019 (2019-11-27) 18 Middlesbrough 1–0 Barnsley Middlesbrough
19:45 GMT Howson  43'
Fletcher  54'
Wing  64'
Bola  81'		 Report Stadium: Riverside Stadium
Attendance: 18,043
Referee: Oliver Langford
30 November 2019 (2019-11-30) 19 Leeds United 4–0 Middlesbrough Beeston, Leeds
15:00 BST 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
7 December 2019 (2019-12-07) 20 Middlesbrough 1–0 Charlton Athletic Middlesbrough
15:00 GMT Saville  1'
Fletcher  88'		 Report Gallagher  54'
Pratley  59'
Leko  67'		 Stadium: Riverside Stadium
Attendance: 18,681
Referee: Steve Martin
10 December 2019 (2019-12-10) 21 Nottingham Forest 1–1 Middlesbrough West Bridgford
19:45 GMT 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
14 December 2019 (2019-12-14) 22 Swansea City 3–1 Middlesbrough Swansea
15:00 GMT 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
20 December 2019 (2019-12-20) 23 Middlesbrough 2–1 Stoke City Middlesbrough
19:45 GMT 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
26 December 2019 (2019-12-26) 24 Middlesbrough 1–0 Huddersfield Town Middlesbrough
15:00 GMT 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
29 December 2019 (2019-12-29) 25 West Bromwich Albion 0–2 Middlesbrough West Bromwich
15.00 BST 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
1 January 2020 (2020-01-01) 26 Preston North End 0–2 Middlesbrough Preston
15:00 GMT Report Gestede  40'
Fletcher  62'
Clayton  64'
Johnson  66'		 Stadium: Deepdale
Attendance: 13,824
Referee: John Brooks
11 January 2020 (2020-01-11) 27 Middlesbrough 2–2 Derby County Middlesbrough
15:00 GMT 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
17 January 2020 (2020-01-17) 28 Fulham 1–0 Middlesbrough Fulham
19:45 GMT Knockaert  6'
McDonald  60'		 Report McNair  72' Stadium: Craven Cottage
Attendance: 18,375
Referee: David Webb
21 January 2020 (2020-01-21) 29 Middlesbrough 1–1 Birmingham City Middlesbrough
19:45 GMT McNair 23'
Fletcher  81'		 Report Jutkiewicz  27'
Gardner  35'		 Stadium: Riverside Stadium
Attendance: 18,350
Referee: Andy Woolmer
1 February 2020 (2020-02-01) 30 Middlesbrough 1–1 Blackburn Rovers Middlesbrough
15:00 GMT Coulson  75' Report Travis  58'  85'
Lenihan  87'		 Stadium: Riverside Stadium
Attendance: 19,937
Referee: Matt Donohue
8 February 2020 (2020-02-08) 31 Brentford 3–2 Middlesbrough Brentford
15:00 GMT Jeanvier  24'
Mbeumo  60'
Watkins  87'		 Report Wing  58'
Fletcher  63'
Tavernier  68'		 Stadium: Griffin Park
Attendance: 12,285
Referee: Peter Bankes
11 February 2020 (2020-02-11) 32 Wigan Athletic 2–2 Middlesbrough Wigan
19:45 GMT 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
15 February 2020 (2020-02-15) 33 Middlesbrough 0–1 Luton Town Middlesbrough
15:00 GMT Wing  90+7' Report Tunnicliffe  17'
Cranie  38'
Berry  43'
Mpanzu  78'
Brown  90+7'		 Stadium: Riverside Stadium
Attendance: 19,734
Referee: Jarred Gillet
22 February 2020 (2020-02-22) 34 Barnsley 1–0 Middlesbrough Barnsley
15:00 GMT Chaplin  73'
Woodrow  78'
Bähre  89'		 Report Stadium: Oakwell
Attendance: 16,106
Referee: Geoff Eltringham
26 February 2020 (2020-02-26) 35 Middlesbrough 0–1 Leeds United Middlesbrough
19:45 GMT Saville  10'
Moukoudi  82'
Clayton  90'		 Report Klich  45+1' Stadium: Riverside Stadium
Attendance: 24,647
Referee: Gavin Ward
2 March 2020 (2020-03-02) 36 Middlesbrough 2–2 Nottingham Forest Middlesbrough
19:45 GMT Gestede  40'
Wing  44'
Shotton  75'		 Report Yates  29'
Grabban  86'		 Stadium: Riverside Stadium
Attendance: 18,884
Referee: Darren England
7 March 2020 (2020-03-07) 37 Charlton Athletic 0–1 Middlesbrough Charlton
15:00 GMT Purrington  45'
Taylor  53'
Matthews  63'		 Report Shotton  11'
McNair  17'		 Stadium: The Valley
Attendance: 18,080
Referee: Stephen Martin
20 June 2020 (2020-06-20) 38 Middlesbrough 0–3 Swansea City Middlesbrough
15:00 BST 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 Coronavirus pandemic.[52] The match was rescheduled to 20 June.
27 June 2020 (2020-06-27) 39 Stoke City 0–2 Middlesbrough Stoke-on-Trent
15:00 BST 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 Coronavirus pandemic.[52] The match was rescheduled to 27 June.
2 July 2020 (2020-07-02) 40 Hull City 2–1 Middlesbrough Kingston upon Hull
17:00 BST 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 Coronavirus pandemic.[52] The match was rescheduled to 2 July.
5 July 2020 (2020-07-05) 41 Middlesbrough 0–1 Queens Park Rangers Middlesbrough
15:00 BST Johnson  38'
Saville  51'
Assombalonga  89'		 Report Hugill  32' Stadium: Riverside Stadium
Attendance: 0
Referee: Scott Duncan
Note: On 3 April, the English Football League decided to postpone all football until safe to do so due to the COVID-19.[53] The match was rescheduled to 5 July.
8 July 2020 (2020-07-08) 42 Millwall 0–2 Middlesbrough Bermondsey
19:45 BST 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, the English Football League decided to postpone all football until safe to do so due to the COVID-19.[53] The match was rescheduled to 8 July.
11 July 2020 (2020-07-11) 43 Middlesbrough 1–3 Bristol City Middlesbrough
15:00 BST Johnson  54'
Assombalonga  82'		 Report Wells  6', 79'
Paterson  42'		 Stadium: Riverside Stadium
Attendance: 0
Referee: Darren England
Note: On 3 April, the English Football League decided to postpone all football until safe to do so due to the COVID-19.[53] The match was rescheduled to 11 July.
14 July 2020 (2020-07-14) 44 Reading 1–2 Middlesbrough Reading
20:00 BST Pușcaș  19'
Moore  33'
Rinomhota  58'		 Report Fletcher  45'
Roberts  82'		 Stadium: Madejski Stadium
Attendance: 0
Referee: Andy Woolmer
Note: On 3 April, the English Football League decided to postpone all football until safe to do so due to the COVID-19.[53] The match was rescheduled to 14 July.
18 July 2020 (2020-07-18) 45 Middlesbrough 1–3 Cardiff City Middlesbrough
15:00 BST 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, the English Football League decided to postpone all football until safe to do so due to the COVID-19.[53] The match was rescheduled to 18 July.
22 July 2020 (2020-07-22) 46 Sheffield Wednesday 1–2 Middlesbrough Owlerton
19:30 BST Murphy  10' Report McNair  22'
Assombalonga  90+3'		 Stadium: Hillsborough
Attendance: 0
Referee: Jarred Gillett
Note: On 3 April, the English Football League decided to postpone all football until safe to do so due to the COVID-19.[53] The match was rescheduled to 22 July.

FA Cup
Main article: 2019–20 FA Cup

The third round draw was made live on BBC Two from Etihad Stadium, Micah Richards and Tony Adams conducted the draw.[54]

5 January 2020 (2020-01-05) Third round Middlesbrough 1–1 Tottenham Hotspur Middlesbrough
14:01 GMT Fletcher  50'
Saville  85'		 Report Alli  45'
Lucas Moura  61'
Lamela  85'		 Stadium: Riverside Stadium
Attendance: 26,693
Referee: Stuart Attwell
14 January 2020 (2020-01-14) Third round replay Tottenham Hotspur 2–1 Middlesbrough Tottenham
20:05 GMT Lo Celso  2'
Lamela  15'		 Report Saville  83' Stadium: Tottenham Hotspur Stadium
Attendance: 49,202
Referee: Craig Pawson

EFL Cup
Main article: 2019–20 EFL Cup

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

13 August 2019 (2019-08-13) First round Middlesbrough 2–2
(2–4 p)		 Crewe Alexandra Middlesbrough
19:45 BST 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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