Possible plea chap originally entered in midday trial (2,7)
I believe the answer is:
no contest
'possible plea' is the definition.
'no contest' can be an answer for 'plea' (I've seen this before). I am unsure of the 'possible' bit.
'chap originally entered in midday trial' is the wordplay.
'originally' indicates taking the first letters.
'entered in' means one lot of letters goes inside another.
'midday' becomes 'noon' (synonyms).
'trial' becomes 'test' (synonyms).
The first letter of 'chap' is 'c'.
'c' placed into 'noon' is 'nocon'.
'nocon'+'test'='NO-CONTEST'
Can you help me to learn more?
(Other definitions for no contest that I've seen before include "Without serious competition -- hands down" , "plea" , "Outcome's already known" , "Winner's obvious" , "a foregone conclusion" .)