Carabao Cup
1×
2023/2024
#19
Leo Castledine is a midfielder from England who plays for Middlesbrough, wearing shirt number 19. This season he has made 2 appearances. He was born in 2005.
Player information
Known as
L. Castledine
Position
Midfielder
Team
Middlesbrough
Nationality
England
Date of birth
20 August 2005
Age
21 years
Sex
Male
Shirt number
19
Season statistics
2
Matches
0
Goals
0
Assists
0
Yellow cards
0
Red cards
Advanced statistics
1
Shots
31
Passes
3
Duels won · 50%
3
Fouls drawn
0
Goals conceded
Recent matches · last 5
D
W
D
D
L
Trophy cabinet · 1 won
Clubs and national teams · 1
The career of Leo Castledine so far
Leo Castledine's career began at Chelsea U21. He moved to Shrewsbury Town in 2024, to Chelsea U21 in 2025 and then to Chelsea U21 in 2026, among 5 recorded transfers in total. He has won 1 trophy, including Carabao Cup. He currently plays for Middlesbrough, with 0 goals in 2 appearances this season.
Career history · 5 transfers
-
2026
Huddersfield Town Chelsea U21
-
2026
Chelsea U21 Middlesbrough
-
2025
Chelsea U21 Huddersfield Town
-
2025
Shrewsbury Town Chelsea U21
-
2024
Chelsea U21 Shrewsbury Town
Frequently asked questions about Leo Castledine
What team does Leo Castledine play for?
Leo Castledine plays for Middlesbrough.
What position does Leo Castledine play?
Leo Castledine plays as a midfielder, usually as an attacking midfield.
How old is Leo Castledine?
Leo Castledine is 21 years old, born on 20 August 2005.
How many goals has Leo Castledine scored this season?
Leo Castledine has scored 0 goals in 2 appearances this season.
Where is Leo Castledine from?
Leo Castledine is from England.
Which teams has Leo Castledine played for?
Leo Castledine has played for Chelsea U21, Shrewsbury Town, Huddersfield Town and Middlesbrough.
What shirt number does Leo Castledine wear?
Leo Castledine wears shirt number 19 for Middlesbrough.
When did Leo Castledine join Middlesbrough?
Leo Castledine joined Middlesbrough from Chelsea U21 on 9 January 2026.