4:00 pm - 6:00 pm Varsity vs New Canaan @ Wakeman, 4 pm; JV vs New Canaan @ Wakeman E, 4 pm; Freshmen vs New Canaan @ Conner Field 4 pm September 4 @ 4:00 pm - 6:00 pm Varsity vs New Canaan @ Wakeman, 4 pm; JV vs New Canaan @ Wakeman E, 4 pm; Freshmen vs New Canaan @ Conner Field 4 pm
4:00 pm - 6:00 pm Varsity @ Brien McMahon, 4 pm; JV vs McMahon @ Roton MS, 4 pm; Freshmen vs McMahon @ Wakeman E, 4 pm September 6 @ 4:00 pm - 6:00 pm Varsity @ Brien McMahon, 4 pm; JV vs McMahon @ Roton MS, 4 pm; Freshmen vs McMahon @ Wakeman E, 4 pm
6:30 pm - 8:30 pm Varsity @ Norwalk away, 6:30 pm; JV vs Norwalk @ West Rocks, 4:15 pm; Freshmen vs Norwalk @ Wakeman E, 4 pm September 10 @ 6:30 pm - 8:30 pm Varsity @ Norwalk away, 6:30 pm; JV vs Norwalk @ West Rocks, 4:15 pm; Freshmen vs Norwalk @ Wakeman E, 4 pm
4:00 pm - 6:00 pm Varsity vs Darien @ Wakeman, 4 pm; JV vs Darien @ Wakeman #, 4 pm; Freshmen @ Darien, 4 pm September 16 @ 4:00 pm - 6:00 pm Varsity vs Darien @ Wakeman, 4 pm; JV vs Darien @ Wakeman #, 4 pm; Freshmen @ Darien, 4 pm
5:00 pm - 7:00 pm Varsity @ Greenwich, 5 pm; JV @ Greenwich, 5 pm; Freshmen vs Greenwich @ Wakeman E, 4 pm September 18 @ 5:00 pm - 7:00 pm Varsity @ Greenwich, 5 pm; JV @ Greenwich, 5 pm; Freshmen vs Greenwich @ Wakeman E, 4 pm
11:00 am - 1:00 pm Varsity @ Wilton, 11 am; JV @ Wilton, 9 am; Freshmen vs Wilton @ Wakeman E, 2 pm September 21 @ 11:00 am - 1:00 pm Varsity @ Wilton, 11 am; JV @ Wilton, 9 am; Freshmen vs Wilton @ Wakeman E, 2 pm
4:30 pm - 6:30 pm Varsity vs. Stamford @ Wakeman turf, 4:30 pm; Frosh @ Stamford, 4:30 pm September 23 @ 4:30 pm - 6:30 pm Varsity vs. Stamford @ Wakeman turf, 4:30 pm; Frosh @ Stamford, 4:30 pm
4:00 pm - 6:00 pm Varsity @ Harding, 4 pm — POSTPONED September 24 @ 4:00 pm - 6:00 pm Varsity @ Harding, 4 pm — POSTPONED
4:00 pm - 6:00 pm Varsity vs Central @ Wakeman, 4 pm; JV vs Central @ Wakeman E, 4 pm September 25 @ 4:00 pm - 6:00 pm Varsity vs Central @ Wakeman, 4 pm; JV vs Central @ Wakeman E, 4 pm
4:00 pm - 6:00 pm Varsity vs Fairfield Ludlowe @ Wakeman, 4 pm; JV vs. Ludlowe @ Wakeman E, 4 pm; Freshmen @ Fairfield Ludlowe, 4 pm October 1 @ 4:00 pm - 6:00 pm Varsity vs Fairfield Ludlowe @ Wakeman, 4 pm; JV vs. Ludlowe @ Wakeman E, 4 pm; Freshmen @ Fairfield Ludlowe, 4 pm
12:00 pm - 2:00 pm Varsity @ Trumbull, 12 noon; JV @ Trumbull, 10 am; Freshmen vs Trumbull @ Wakeman E, 2 pm October 5 @ 12:00 pm - 2:00 pm Varsity @ Trumbull, 12 noon; JV @ Trumbull, 10 am; Freshmen vs Trumbull @ Wakeman E, 2 pm
September 4 @ 4:00 pm - 6:00 pm Varsity vs New Canaan @ Wakeman, 4 pm; JV vs New Canaan @ Wakeman E, 4 pm; Freshmen vs New Canaan @ Conner Field 4 pm
September 6 @ 4:00 pm - 6:00 pm Varsity @ Brien McMahon, 4 pm; JV vs McMahon @ Roton MS, 4 pm; Freshmen vs McMahon @ Wakeman E, 4 pm
September 10 @ 6:30 pm - 8:30 pm Varsity @ Norwalk away, 6:30 pm; JV vs Norwalk @ West Rocks, 4:15 pm; Freshmen vs Norwalk @ Wakeman E, 4 pm
September 16 @ 4:00 pm - 6:00 pm Varsity vs Darien @ Wakeman, 4 pm; JV vs Darien @ Wakeman #, 4 pm; Freshmen @ Darien, 4 pm
September 18 @ 5:00 pm - 7:00 pm Varsity @ Greenwich, 5 pm; JV @ Greenwich, 5 pm; Freshmen vs Greenwich @ Wakeman E, 4 pm
September 21 @ 11:00 am - 1:00 pm Varsity @ Wilton, 11 am; JV @ Wilton, 9 am; Freshmen vs Wilton @ Wakeman E, 2 pm
September 23 @ 4:30 pm - 6:30 pm Varsity vs. Stamford @ Wakeman turf, 4:30 pm; Frosh @ Stamford, 4:30 pm
October 1 @ 4:00 pm - 6:00 pm Varsity vs Fairfield Ludlowe @ Wakeman, 4 pm; JV vs. Ludlowe @ Wakeman E, 4 pm; Freshmen @ Fairfield Ludlowe, 4 pm
October 5 @ 12:00 pm - 2:00 pm Varsity @ Trumbull, 12 noon; JV @ Trumbull, 10 am; Freshmen vs Trumbull @ Wakeman E, 2 pm