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Middlesbrough Quiz

Play the free Middlesbrough quiz: five questions every day, with answers and explanations after each choice. From Ayresome Park to the Riverside, Middlesbrough’s story includes recovery, a first major trophy and a European final.

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The story behind the Middlesbrough quiz

Boro were formed in 1876 and moved from Ayresome Park to the Riverside Stadium in 1995. After coming close to folding in 1986, they rebuilt and won successive promotions. Steve McClaren’s team delivered the League Cup in 2004 and reached the UEFA Cup final in 2006, adding two landmark occasions to the club’s history.

Founded: 1876
Home ground: Riverside Stadium

Middlesbrough quiz questions and answers

These 78 questions appeared over the last 30 days in completed Middlesbrough Daily Five rounds. Test yourself, then reveal each answer. Play today’s quiz for the current round. Its answers are kept out of this archive.

Friday 23 October 2026

Which player made 415 league appearances for Middlesbrough between 1966 and 1978?
- John Hickton
- Dickie Rooks
- Joe Laidlaw
- Ronnie Burbeck
Show answer
Answer: John Hickton. John Hickton played 415 league games for Middlesbrough from 1966 to 1978, scoring 159. Source: Wikipedia and Wikidata (cross-checked)
Who was appointed Middlesbrough manager in 1952?
- Stan Anderson
- Wilf Gillow
- Walter Rowley
- Raich Carter
Show answer
Answer: Walter Rowley. Walter Rowley was appointed Middlesbrough manager in 1952 and stayed until 1954. Source: Wikipedia and Wikidata (cross-checked)
How many yellow cards did Middlesbrough receive against Plymouth Argyle on 4 November 2023?
- 3
- 5
- 2
- 0
Show answer
Answer: 3. Middlesbrough received 3 yellow cards against Plymouth Argyle on 4 November 2023. Their average that season was 1.8 per league match. Source: Football-Data.co.uk historical records
At which round were Middlesbrough knocked out of the FA Cup in 2022-23?
- Quarter-finals
- Fifth round
- Third round
- Fourth round
Show answer
Answer: Third round. Third Round. At which round were Middlesbrough knocked out of the FA Cup in 2022-23? Source: Football-Data.co.uk historical records
How many league losses did Middlesbrough record in the 2025-26 season?
- 8
- 10
- 9
- 7
Show answer
Answer: 10. 10. How many league losses did Middlesbrough record in the 2025-26 season? Source: Football-Data.co.uk historical records

Thursday 22 October 2026

Which of these players scored the most league goals for Middlesbrough?
- Billy Horner
- Brian Clough
- Billy Day
- Brian Phillips
Show answer
Answer: Brian Clough. Brian Clough made 213 league appearances and scored 197 league goals for Middlesbrough (1955–1961). Source: Wikipedia and Wikidata (cross-checked)
What was the score for Middlesbrough in their league match at home to Burnley on 29 December 2024?
- 0-0
- 0-3
- 1-1
- 1-0
Show answer
Answer: 0-0. 0-0. What was the score for Middlesbrough in their league match at home to Burnley on 29 December 2024? Source: Football-Data.co.uk historical records
Who was appointed Middlesbrough manager in 1905?
- James Howie
- Alex Mackie
- Thomas H. McIntosh
- Wilf Gillow
Show answer
Answer: Alex Mackie. Alex Mackie was appointed Middlesbrough manager in 1905 and stayed until 1906. Source: Wikipedia and Wikidata (cross-checked)
In which year was Middlesbrough player Tommy Smith born?
- 1988
- 1991
- 1993
- 1992
Show answer
Answer: 1992. 1992. In which year was Middlesbrough player Tommy Smith born? Source: Transfermarkt player profile
How many league draws did Middlesbrough record in the 2025-26 season?
- 11
- 14
- 12
- 13
Show answer
Answer: 14. 14. How many league draws did Middlesbrough record in the 2025-26 season? Source: Football-Data.co.uk historical records

Wednesday 21 October 2026

What was Middlesbrough’s longest continuous run of league losses in 2022-23?
- 4
- 3
- 2
- 5
Show answer
Answer: 2. 2. What was Middlesbrough’s longest continuous run of league losses in 2022-23? Source: Football-Data.co.uk historical records
What was the score for Middlesbrough in their league match at home to Cardiff City on 17 October 2026?
- 1-3
- 1-0
- 3-3
- 2-2
Show answer
Answer: 2-2. Middlesbrough played at home to Cardiff City on 17 October 2026; the score for Middlesbrough was 2-2. Source: Football-Data.co.uk current-season records
Which of these players scored the most league goals for Middlesbrough?
- George Elliott
- Jack Marshall
- Bill Ellerington Sr.
- Alf Common
Show answer
Answer: George Elliott. George Elliott made 344 league appearances and scored 203 league goals for Middlesbrough (1909–1925). Source: Wikipedia and Wikidata (cross-checked)
Who was appointed Middlesbrough manager in 2001?
- Chris Wilder
- Tony Pulis
- Aitor Karanka
- Steve McClaren
Show answer
Answer: Steve McClaren. Steve McClaren was appointed Middlesbrough manager in 2001 and stayed until 2006. Source: Wikipedia and Wikidata (cross-checked)
In which year was Middlesbrough player Darren Randolph born?
- 1981
- 1986
- 1983
- 1987
Show answer
Answer: 1987. 1987. In which year was Middlesbrough player Darren Randolph born? Source: Transfermarkt player profile

Tuesday 20 October 2026

What was the score for Middlesbrough in their league match at home to Derby County on 29 November 2025?
- 0-0
- 0-2
- 2-1
- 2-4
Show answer
Answer: 2-1. 2-1. What was the score for Middlesbrough in their league match at home to Derby County on 29 November 2025? Source: Football-Data.co.uk historical records
How many Championship appearances did Britt Assombalonga make for Middlesbrough in 2020-21?
- 27
- 26
- 31
- 30
Show answer
Answer: 31. 31. How many Championship appearances did Britt Assombalonga make for Middlesbrough in 2020-21? Source: Transfermarkt season appearance records
In which country was Middlesbrough player Marcus Tavernier born?
- England
- Wales
- Scotland
- France
Show answer
Answer: England. England. In which country was Middlesbrough player Marcus Tavernier born? Source: Transfermarkt player profile

Monday 19 October 2026

Which of these players scored the most league goals for Middlesbrough?
- Frederick Gibson
- George Camsell
- James Mathieson
- Bobby Baxter
Show answer
Answer: George Camsell. George Camsell made 418 league appearances and scored 325 league goals for Middlesbrough (1925–1939). Source: Wikipedia and Wikidata (cross-checked)
In which year was Middlesbrough player Delano Burgzorg born?
- 2001
- 1998
- 1992
- 1994
Show answer
Answer: 1998. 1998. In which year was Middlesbrough player Delano Burgzorg born? Source: Transfermarkt player profile
What was the score for Middlesbrough in their league match at home to Derby County on 1 March 2025?
- 1-1
- 2-1
- 2-2
- 1-0
Show answer
Answer: 1-0. 1-0. What was the score for Middlesbrough in their league match at home to Derby County on 1 March 2025? Source: Football-Data.co.uk historical records

Sunday 18 October 2026

Who did Middlesbrough beat in the 2004 League Cup final?
- Cardiff City
- Bolton Wanderers
- Manchester United
- Leicester City
Show answer
Answer: Bolton Wanderers. Middlesbrough beat Bolton Wanderers in the 2004 League Cup final. Source: Wikipedia and Wikidata (cross-checked)
How many Championship appearances did Zack Steffen make for Middlesbrough in 2022-23?
- 42
- 38
- 39
- 37
Show answer
Answer: 42. 42. How many Championship appearances did Zack Steffen make for Middlesbrough in 2022-23? Source: Transfermarkt season appearance records
How many yellow cards did Middlesbrough receive against Norwich City on 27 October 2024?
- 2
- 0
- 1
- 3
Show answer
Answer: 3. Middlesbrough received 3 yellow cards against Norwich City on 27 October 2024. Their average that season was 1.3 per league match. Source: Football-Data.co.uk historical records

Saturday 17 October 2026

In which year was Middlesbrough player Fábio born?
- 1991
- 1990
- 1988
- 1989
Show answer
Answer: 1990. 1990. In which year was Middlesbrough player Fábio born? Source: Transfermarkt player profile
Who beat Middlesbrough in the 1997 League Cup final?
- Oxford United
- Leicester City
- Oldham Athletic
- Blackburn Rovers
Show answer
Answer: Leicester City. Leicester City beat Middlesbrough in the 1997 League Cup final. Source: Wikipedia and Wikidata (cross-checked)
How many yellow cards did Middlesbrough receive against Southampton on 27 September 2025?
- 7
- 4
- 6
- 3
Show answer
Answer: 6. Middlesbrough received 6 yellow cards against Southampton on 27 September 2025. Their average that season was 1.7 per league match. Source: Football-Data.co.uk historical records

Friday 16 October 2026

Which player made 481 league appearances for Middlesbrough between 1971 and 1983?
- Arthur Kaye
- Jim Platt
- Dickie Rooks
- Bryan Orritt
Show answer
Answer: Jim Platt. Jim Platt played 481 league games for Middlesbrough from 1971 to 1983, scoring 0. Source: Wikipedia and Wikidata (cross-checked)
In which country was Middlesbrough player Curtis Fleming born?
- Ireland
- England
- Wales
- Scotland
Show answer
Answer: Ireland. Ireland. In which country was Middlesbrough player Curtis Fleming born? Source: Transfermarkt player profile
How many Championship appearances did Jonathan Howson make for Middlesbrough in 2024-25?
- 19
- 18
- 20
- 21
Show answer
Answer: 21. 21. How many Championship appearances did Jonathan Howson make for Middlesbrough in 2024-25? Source: Transfermarkt season appearance records
What was the score for Middlesbrough in their league match away to Hull City on 1 November 2022?
- 5-1
- 2-2
- 3-1
- 2-3
Show answer
Answer: 3-1. 3-1. What was the score for Middlesbrough in their league match away to Hull City on 1 November 2022? Source: Football-Data.co.uk historical records

Thursday 15 October 2026

What was the score for Middlesbrough in their league match away to Stoke City on 13 October 2026?
- 2-3
- 3-2
- 2-1
- 3-3
Show answer
Answer: 3-2. Middlesbrough played away to Stoke City on 13 October 2026; the score for Middlesbrough was 3-2. Source: Football-Data.co.uk current-season records
How many yellow cards did Middlesbrough receive against Queens Park Rangers on 5 November 2024?
- 1
- 5
- 0
- 2
Show answer
Answer: 2. Middlesbrough received 2 yellow cards against Queens Park Rangers on 5 November 2024. Their average that season was 1.3 per league match. Source: Football-Data.co.uk historical records
How many Championship appearances did Dael Fry make for Middlesbrough in 2024-25?
- 18
- 19
- 20
- 21
Show answer
Answer: 21. 21. How many Championship appearances did Dael Fry make for Middlesbrough in 2024-25? Source: Transfermarkt season appearance records
Who beat Middlesbrough in the 1998 League Cup final?
- Chelsea
- Wigan Athletic
- Leeds United
- Sheffield Wednesday
Show answer
Answer: Chelsea. Chelsea beat Middlesbrough in the 1998 League Cup final. Source: Wikipedia and Wikidata (cross-checked)

Wednesday 14 October 2026

Which of these players made the most league appearances for Middlesbrough?
- Joe Cassidy
- Alf Common
- Jimmy Watson
- Tim Williamson
Show answer
Answer: Tim Williamson. Tim Williamson made 563 league appearances and scored 2 league goals for Middlesbrough (1902–1923). Source: Wikipedia and Wikidata (cross-checked)
Who was appointed Middlesbrough manager in 1927?
- James Howie
- Alex Mackie
- Peter McWilliam
- Wilf Gillow
Show answer
Answer: Peter McWilliam. Peter McWilliam was appointed Middlesbrough manager in 1927 and stayed until 1934. Source: Wikipedia and Wikidata (cross-checked)
How many Championship appearances did Hayden Hackney make for Middlesbrough in 2022-23?
- 35
- 37
- 34
- 38
Show answer
Answer: 34. 34. How many Championship appearances did Hayden Hackney make for Middlesbrough in 2022-23? Source: Transfermarkt season appearance records
What was the score for Middlesbrough in their league match at home to Sheffield Wednesday on 1 April 2024?
- 3-0
- 2-0
- 1-2
- 5-0
Show answer
Answer: 2-0. 2-0. What was the score for Middlesbrough in their league match at home to Sheffield Wednesday on 1 April 2024? Source: Football-Data.co.uk historical records

Tuesday 13 October 2026

How many yellow cards did Middlesbrough receive against Derby County on 1 January 2026?
- 2
- 0
- 4
- 5
Show answer
Answer: 2. Middlesbrough received 2 yellow cards against Derby County on 1 January 2026. Their average that season was 1.7 per league match. Source: Football-Data.co.uk historical records
Which player made 418 league appearances for Middlesbrough between 1925 and 1939?
- Jack Marshall
- Jock Stirling
- George Camsell
- Wilf Mannion
Show answer
Answer: George Camsell. George Camsell played 418 league games for Middlesbrough from 1925 to 1939, scoring 325. Source: Wikipedia and Wikidata (cross-checked)
How many Championship appearances did Matt Crooks make for Middlesbrough in 2023-24?
- 23
- 25
- 29
- 24
Show answer
Answer: 25. 25. How many Championship appearances did Matt Crooks make for Middlesbrough in 2023-24? Source: Transfermarkt season appearance records
What was the score for Middlesbrough in their league match at home to Wolverhampton Wanderers on 10 October 2026?
- 4-0
- 0-2
- 1-0
- 0-0
Show answer
Answer: 1-0. Middlesbrough played at home to Wolverhampton Wanderers on 10 October 2026; the score for Middlesbrough was 1-0. Source: Football-Data.co.uk current-season records

Monday 12 October 2026

What was Middlesbrough’s longest continuous run of league wins in 2025-26?
- 5
- 4
- 8
- 6
Show answer
Answer: 6. 6. What was Middlesbrough’s longest continuous run of league wins in 2025-26? Source: Football-Data.co.uk historical records
What was the score for Middlesbrough in their league match at home to Cardiff City on 3 October 2023?
- 2-0
- 3-1
- 0-1
- 1-2
Show answer
Answer: 2-0. 2-0. What was the score for Middlesbrough in their league match at home to Cardiff City on 3 October 2023? Source: Football-Data.co.uk historical records
How many Championship appearances did Emmanuel Latte Lath make for Middlesbrough in 2023-24?
- 32
- 26
- 28
- 30
Show answer
Answer: 30. 30. How many Championship appearances did Emmanuel Latte Lath make for Middlesbrough in 2023-24? Source: Transfermarkt season appearance records
In which country was Middlesbrough player Adam Clayton born?
- Scotland
- Wales
- France
- England
Show answer
Answer: England. England. In which country was Middlesbrough player Adam Clayton born? Source: Transfermarkt player profile
Who was appointed Middlesbrough manager in 2000?
- Kim Hellberg
- Tony Mowbray
- Terry Venables
- Garry Monk
Show answer
Answer: Terry Venables. Terry Venables was appointed Middlesbrough manager in 2000 and stayed until 2001. Source: Wikipedia and Wikidata (cross-checked)

Sunday 11 October 2026

How many league wins did Middlesbrough record in the 2025-26 season?
- 22
- 19
- 20
- 24
Show answer
Answer: 22. 22. How many league wins did Middlesbrough record in the 2025-26 season? Source: Football-Data.co.uk historical records
Who was appointed Middlesbrough manager in 2020?
- Rob Edwards
- Neil Warnock
- Aitor Karanka
- Terry Venables
Show answer
Answer: Neil Warnock. Neil Warnock was appointed Middlesbrough manager in 2020 and stayed until 2021. Source: Wikipedia and Wikidata (cross-checked)
What was the score for Middlesbrough in their league match at home to Sheffield United on 23 October 2024?
- 1-0
- 2-0
- 2-1
- 0-2
Show answer
Answer: 1-0. 1-0. What was the score for Middlesbrough in their league match at home to Sheffield United on 23 October 2024? Source: Football-Data.co.uk historical records
Which player made 409 league appearances for Middlesbrough between 1971 and 1982?
- Stuart Ripley
- Alex Smith
- Ian Gibson
- John Craggs
Show answer
Answer: John Craggs. John Craggs played 409 league games for Middlesbrough from 1971 to 1982, scoring 12. Source: Wikipedia and Wikidata (cross-checked)
In which year was Middlesbrough player Hámilton Ricard born?
- 1980
- 1968
- 1970
- 1974
Show answer
Answer: 1974. 1974. In which year was Middlesbrough player Hámilton Ricard born? Source: Transfermarkt player profile

Saturday 10 October 2026

How many league draws did Middlesbrough record in the 2022-23 season?
- 8
- 6
- 9
- 7
Show answer
Answer: 9. 9. How many league draws did Middlesbrough record in the 2022-23 season? Source: Football-Data.co.uk historical records
What was the score for Middlesbrough in their league match away to Sheffield Wednesday on 21 April 2025?
- 1-2
- 1-5
- 2-2
- 3-1
Show answer
Answer: 1-2. 1-2. What was the score for Middlesbrough in their league match away to Sheffield Wednesday on 21 April 2025? Source: Football-Data.co.uk historical records
At which round were Middlesbrough knocked out of the FA Cup in 2025-26?
- Second round
- Third round
- Fifth round
- Fourth round
Show answer
Answer: Third round. Third Round. At which round were Middlesbrough knocked out of the FA Cup in 2025-26? Source: Football-Data.co.uk historical records
In which country was Middlesbrough player Steve Vickers born?
- Scotland
- England
- Wales
- France
Show answer
Answer: England. England. In which country was Middlesbrough player Steve Vickers born? Source: Transfermarkt player profile

Friday 9 October 2026

What was Middlesbrough’s longest continuous run of league losses in 2025-26?
- 1
- 5
- 2
- 3
Show answer
Answer: 2. 2. What was Middlesbrough’s longest continuous run of league losses in 2025-26? Source: Football-Data.co.uk historical records
Which player made 563 league appearances for Middlesbrough between 1902 and 1923?
- George Elliott
- Jock Stirling
- Alf Common
- Tim Williamson
Show answer
Answer: Tim Williamson. Tim Williamson played 563 league games for Middlesbrough from 1902 to 1923, scoring 2. Source: Wikipedia and Wikidata (cross-checked)
How many Championship appearances did Paddy McNair make for Middlesbrough in 2021-22?
- 41
- 39
- 42
- 46
Show answer
Answer: 42. 42. How many Championship appearances did Paddy McNair make for Middlesbrough in 2021-22? Source: Transfermarkt season appearance records
What is the full official name of Middlesbrough?
- Birmingham City Football Club
- Bolton Wanderers Football Club
- Middlesbrough Football Club
- Blackburn Rovers Football Club
Show answer
Answer: Middlesbrough Football Club. Middlesbrough Football Club. What is the full official name of Middlesbrough? Source: Wikipedia club profile
What was the score for Middlesbrough in their league match away to Reading on 20 August 2022?
- 0-3
- 0-0
- 0-1
- 0-4
Show answer
Answer: 0-1. 0-1. What was the score for Middlesbrough in their league match away to Reading on 20 August 2022? Source: Football-Data.co.uk historical records

Thursday 8 October 2026

Who was appointed Middlesbrough manager in 1934?
- Walter Rowley
- Wilf Gillow
- Alex Mackie
- Bob Dennison
Show answer
Answer: Wilf Gillow. Wilf Gillow was appointed Middlesbrough manager in 1934 and stayed until 1944. Source: Wikipedia and Wikidata (cross-checked)
How many yellow cards did Middlesbrough receive against Preston North End on 29 October 2022?
- 3
- 2
- 5
- 0
Show answer
Answer: 3. Middlesbrough received 3 yellow cards against Preston North End on 29 October 2022. Their average that season was 2.1 per league match. Source: Football-Data.co.uk historical records
Up to the end of the 2025-26 season, how many times had Middlesbrough won the League Cup?
- 1
- 0
- 2
- 4
Show answer
Answer: 1. Middlesbrough had won it 1 time, most recently in 2004. Source: Wikipedia and Wikidata (cross-checked)
What was the score for Middlesbrough in their league match at home to Stoke City on 28 October 2023?
- 1-2
- 0-2
- 1-4
- 0-0
Show answer
Answer: 0-2. 0-2. What was the score for Middlesbrough in their league match at home to Stoke City on 28 October 2023? Source: Football-Data.co.uk historical records
Which of these players made the most league appearances for Middlesbrough?
- Jim Platt
- Stuart Boam
- Joe Laidlaw
- Terry Cooper
Show answer
Answer: Jim Platt. Jim Platt made 481 league appearances and scored 0 league goals for Middlesbrough (1971–1983). Source: Wikipedia and Wikidata (cross-checked)

Wednesday 7 October 2026

How many yellow cards did Middlesbrough receive against Coventry City on 1 January 2024?
- 4
- 2
- 0
- 1
Show answer
Answer: 2. Middlesbrough received 2 yellow cards against Coventry City on 1 January 2024. Their average that season was 1.8 per league match. Source: Football-Data.co.uk historical records
In which country was Middlesbrough player Anfernee Dijksteel born?
- Scotland
- Suriname
- England
- Wales
Show answer
Answer: Suriname. Suriname. In which country was Middlesbrough player Anfernee Dijksteel born? Source: Transfermarkt player profile
How many Championship appearances did Delano Burgzorg make for Middlesbrough in 2024-25?
- 42
- 36
- 38
- 39
Show answer
Answer: 42. 42. How many Championship appearances did Delano Burgzorg make for Middlesbrough in 2024-25? Source: Transfermarkt season appearance records
What was the score for Middlesbrough in their league match at home to Stoke City on 30 September 2025?
- 0-0
- 1-0
- 1-1
- 0-1
Show answer
Answer: 0-0. 0-0. What was the score for Middlesbrough in their league match at home to Stoke City on 30 September 2025? Source: Football-Data.co.uk historical records

Tuesday 6 October 2026

In which year was Middlesbrough player Jonathan Howson born?
- 1982
- 1986
- 1992
- 1988
Show answer
Answer: 1988. 1988. In which year was Middlesbrough player Jonathan Howson born? Source: Transfermarkt player profile
In which year was Middlesbrough founded?
- 1875
- 1894
- 1876
- 1874
Show answer
Answer: 1876. 1876. In which year was Middlesbrough founded? Source: Wikipedia club profile
How many Championship appearances did Dael Fry make for Middlesbrough in 2020-21?
- 29
- 37
- 30
- 32
Show answer
Answer: 32. 32. How many Championship appearances did Dael Fry make for Middlesbrough in 2020-21? Source: Transfermarkt season appearance records
What was the score for Middlesbrough in their league match at home to Sheffield United on 30 August 2025?
- 2-1
- 1-0
- 0-1
- 1-3
Show answer
Answer: 1-0. 1-0. What was the score for Middlesbrough in their league match at home to Sheffield United on 30 August 2025? Source: Football-Data.co.uk historical records

Monday 5 October 2026

How many Championship appearances did Darragh Lenihan make for Middlesbrough in 2022-23?
- 45
- 41
- 40
- 39
Show answer
Answer: 41. 41. How many Championship appearances did Darragh Lenihan make for Middlesbrough in 2022-23? Source: Transfermarkt season appearance records
What was the score for Middlesbrough in their league match at home to Millwall on 5 August 2023?
- 0-0
- 0-2
- 2-2
- 0-1
Show answer
Answer: 0-1. 0-1. What was the score for Middlesbrough in their league match at home to Millwall on 5 August 2023? Source: Football-Data.co.uk historical records
In which country was Middlesbrough player Robbie Mustoe born?
- Scotland
- England
- Wales
- France
Show answer
Answer: England. England. In which country was Middlesbrough player Robbie Mustoe born? Source: Transfermarkt player profile

New Middlesbrough challenges every day

Daily Five draws on a sourced bank of club questions and recent match information. The quiz resets at midnight UK time, remembers your progress on this device and is free to play. Player Wordle also provides a new mystery player each day from the club’s eligible player database.

Topics in the Middlesbrough quiz

Historic and recent matches
Players, managers and leading scorers
Trophies and knockout competitions
Transfers, attendances and club records

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Yes. The archive above contains questions from completed rounds, with answers hidden until you choose “Show answer”. Today’s round is excluded so you can play without spoilers.

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