| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| SAT 3/30 | 11:00 AM | Varsity | Non-League | Normal | Home | Lyman Hall | Loss | 0-7 | | North Branford High School - NBHS Tennis Courts | |
| FRI 4/5 | 3:45 PM | Varsity | League | Normal | Home | Coginchaug | Loss | 0-7 | | North Branford High School - NBHS Tennis Courts | |
| SAT 4/6 | 10:00 AM | Varsity | League | Normal | Home | Old Lyme | Loss | 0-7 | | North Branford High School - NBHS Tennis Courts | |
| MON 4/8 | 10:30 AM | Varsity | League | Normal | Away | Westbrook | Loss | 0-7 | | Westbrook High School - Westbrook HS / MS Tennis Courts | 9:00 AM |
| MON 4/15 | 3:45 PM | Varsity | League | Normal | Away | Haddam Killingworth | Loss | 3-4 | | Haddam Killingworth High School (HK) - HKHS Tennis Courts | 2:15 PM |
| WED 4/17 | 3:45 PM | Varsity | League | Normal | Away | Valley Regional | Loss | 0-7 | | Valley Regional High School - Tennis Courts | 2:15 PM |
| SAT 4/27 | 10:00 AM | Varsity | Non-League | Normal | Home | Wilcox Tech | Loss | 1-6 | | North Branford High School - NBHS Tennis Courts | |
| TUE 4/30 | 3:45 PM | Varsity | League | Normal | Home | Morgan | Loss | 0-7 | | North Branford High School - NBHS Tennis Courts | |
| THU 5/2 | 3:45 PM | Varsity | League | Normal | Home | Haddam Killingworth | Win | 4-3 | | North Branford High School - NBHS Tennis Courts | |
| FRI 5/3 | 4:00 PM | Varsity | League | Normal | Home | Portland | Loss | 1-6 | | North Branford High School - NBHS Tennis Courts | |
| SAT 5/4 | 10:00 AM | Varsity | Non-League | Normal | Home | East Haven | Loss | 3-4 | | North Branford High School - NBHS Tennis Courts | |
| MON 5/6 | 4:00 PM | Varsity | League | Normal | Away | Coginchaug | Loss | 0-7 | | Coginchaug Regional High School - Tennis Courts @ CRHS | 2:15 PM |
| TUE 5/7 | 3:45 PM | Varsity | League | Normal | Away | Cromwell | Loss | 2-5 | | Watrous park - Watrous park | |
| WED 5/8 | 3:45 PM | Varsity | League | Normal | Home | Westbrook | Loss | 0-7 | | North Branford High School - NBHS Tennis Courts | |
| FRI 5/10 | 4:00 PM | Varsity | League | Normal | Away | Portland | Loss | 1-6 | | Portland High School - Tennis Courts | |
| MON 5/13 | 4:00 PM | Varsity | League | Normal | Away | Old Saybrook | Loss | 0-7 | | Old Saybrook High School - Old Saybrook Tennis Courts | 2:15 PM |
| FRI 5/17 | 2:30 PM | Varsity | League | Normal | Home | East Hampton | Win | 4-3 | | North Branford High School - NBHS Tennis Courts | |
| MON 5/20 | 9:00 AM | Varsity | Postseason | Normal | Away | | | | | Not Listed | |
| Coginchaug | | |
| Cromwell | | |
| East Hampton | | |
| Haddam Killingworth | | |
| Old Lyme | | |
| Morgan | | |
| | |
| Old Saybrook | | |
| Portland | | |
| Valley Regional | | |
| Westbrook | | |
| TUE 5/21 | 12:00 PM | Varsity | Postseason | Normal | Away | | | | | Lyme-Old Lyme High School - Tennis Courts | |
| Coginchaug | | |
| Cromwell | | |
| East Hampton | | |
| Haddam Killingworth | | |
| Old Lyme | | |
| Morgan | | |
| | |
| Old Saybrook | | |
| Portland | | |
| Valley Regional | | |
| Westbrook | | |
| TUE 5/21 | 3:45 PM | Varsity | Non-League | Normal | Away | Lyman Hall | Loss | 0-7 | | Doolittle Park - Doolittle Tennis Courts | 2:15 PM |