October 24, 2022 @ 8:00 am - 5:00 pm Varsity vs. Fairfield Ludlowe @ Wakeman turf; Reserves vs. Fairfield Ludlowe @ Wakeman E; Frosh @ Fairfield Ludlowe, all 4 pm
November 7, 2022 @ 7:00 pm - 9:00 pm State tournament 1st round: Staples @ Wilbur Cross (7 p.m., Bowen Field, New Haven)
August 31, 2023 @ 4:00 pm - 6:00 pm Varsity @ Fairfield Prep (scrimmage), 4 pm Fairfield Prep 1073 N. Benson Rd., Fairfield, CT, United States
September 2, 2023 @ 10:00 am - 2:00 pm Varsity @ Wethersfield Jamboree, 10 am Wethersfield HS 411 Wolcott Hill Rd., Wethersfield, United States
September 12, 2023 @ 6:30 pm - 8:30 pm Varsity @ New Canaan, 6:30 pm New Canaan High School 11 Farm Road, New Canaan, CT, United States
September 21, 2023 @ 4:00 pm - 6:00 pm Varsity vs. Stamford @ Wakeman, 4 pm Wakeman B 88 North Avenue, Westport, CT, United States
October 2, 2023 @ 4:00 pm - 6:00 pm Varsity @ Darien (Stadium Field), 4 pm Darien High School 80 High School Lane, Darien, CT, United States