A Grapple is performed by:
you try to seize the target by making a grapple check instead of an attack roll: a Strength (Athletics) check contested by the target’s Strength (Athletics) or Dexterity (Acrobatics) check (the target chooses the ability to use).
So, if I gather correctly, a contest is an Athletics check from the Grappler against an Athletics/Acrobatics check from the Grappled. What if the values tie? Who wins?
To free yourself from a Grapple,
A Grappled creature can use its action to escape. To do so, it must succeed on a Strength (Athletics) or Dexterity (Acrobatics) check contested by your Strength (Athletics) check.
In this situation, if the checks tie, who wins?
Best Answer
Tie results in status quo
See contest rules in Player's Handbook, page 174:
This means a grappler loses the tie when making a new grapple, as before the contest the target isn't grappled, but wins ties when an already grappled target is trying to escape (as before the target is grappled before the contest).