CIAC Class LL Football Quarterfinals – Darien 26, Greenwich 16 December 5, 2019December 4, 2019 by FCIAC
CIAC Class LL Football Quarterfinals – Southington 13, Ridgefield 9 December 5, 2019December 4, 2019 by FCIAC
CIAC Class L Football Quarterfinals – New Canaan 42, Wethersfield 7 December 5, 2019December 4, 2019 by FCIAC
CIAC Class L Football Quarterfinals – St. Joseph 49, Wilton 7 December 5, 2019December 4, 2019 by FCIAC
