An unbroken fourth-wicket partnership of 100 between Oliver Gough and Andrew Swarbrick led Chirk to a convincing victory at Barrow Park.
Put into bat, hosts Willey were dismissed for 145, Matt Lawrenson taking 5-40 off 11 for the visitors, Mark Shaw 2-9 from six.
Chirk were 49-3 in response before Gough and Swarbrick got together,
Swarbrick hit an unbeaten 57, including 10 fours, while opener Gough finished 53 not out as the North Wales side reached 149-3 off 29.1 overs.
A surprising first defeat of the season in their 16th match for leaders Chirk seconds.
The hosts won the toss, chose to bat, and could only manage a paltry 105 all out from 22.1 overs, Alfie Shaw top-scoring with 31, while extras made up 22, Ian Plant 3-27 and Matthew Harris 3-31 for the visitors.
Quayside made it to 110-5 in 31.1, Connor Bailey 2-16 and Shaw 2-28 for the hosts.
Division Two (12.30 pm)
Chirk 1st XI v Shelton 2nd XI
Division Eight (1 pm)
Prees 1st XI v Chirk 2nd XI
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