All Games – Fairfield Ludlowe – Boys Baseball Freshman
| TUE 3/26 4:00 PM | Scrimmage | Boys BaseballFreshman Fairfield Ludlowe – LL Westhill – LL | Owen Fish Park Owen Fish | |
| MON 4/1 3:45 PM | Scrimmage | Boys BaseballFreshman Fairfield Prep – LL Fairfield Ludlowe – LL | Owen Fish Park Owen Fish | |
| FRI 4/5 4:00 PM | Boys BaseballFreshman Masuk – L Fairfield Ludlowe – LL | Masuk High School John Giampaolo Baseball Field @ Masuk HS | ||
| SAT 4/6. 10:30 AM | Non-League | Boys BaseballFreshman Fairfield Ludlowe – LL Newtown – LL | Kiwanis Field Baseball Diamond | |
| TUE 4/9. 4:30 PM | Boys BaseballFreshman Greenwich – LL Fairfield Ludlowe – LL | Havemeyer Field Havermeyer Field | ||
| FRI 4/12. 4:00 PM | Boys BaseballFreshman Bridgeport Central – LL Fairfield Ludlowe – LL | Bridgeport Central High School | ||
| MON 4/15 4:00 PM | Boys BaseballFreshman Fairfield Ludlowe – LL Greenwich – LL | Kiwanis Field Baseball Diamond | ||
| WED 4/17 4:00 PM | Boys BaseballFreshman Danbury – LL Fairfield Ludlowe – LL | Danbury High School V Baseball Field | ||
| FRI 4/19 4:00 PM | Boys BaseballFreshman Fairfield Ludlowe – LL New Canaan – LL | Kiwanis Field Baseball Diamond | ||
| MON 4/22 4:00 PM | Boys BaseballFreshman Fairfield Ludlowe – LL Westhill – LL | Kiwanis Field Baseball Diamond | ||
| WED 4/24Canceled | Boys BaseballFreshman Fairfield Ludlowe – LL Brien McMahon – LL | Kiwanis Field Baseball Diamond | ||
| FRI 4/26. 4:00 PM | Boys BaseballFreshman Norwalk – LL Fairfield Ludlowe – LL | Nathan Hale MS Callahan Complex at Nathan Hale Upper | ||
| MON 4/29 4:00 PM | Boys BaseballFreshman St. Joseph – M Fairfield Ludlowe – LL | St. Joseph High School Baseball Diamond | ||
| TUE 4/30 4:00 PM | Boys BaseballFreshman Fairfield Ludlowe – LL Fairfield Warde – LL | Kiwanis Field Baseball Diamond | ||
| THU 5/2 4:00 PM | Boys BaseballFreshman Ridgefield – LL Fairfield Ludlowe – LL | Governor Field Governor Field | ||
| MON 5/6 4:00 PM | Boys BaseballFreshman Fairfield Ludlowe – LL Staples – LL | Kiwanis Field Baseball Diamond | ||
| WED 5/8 4:00 PM | Boys BaseballFreshman Stamford – LL Fairfield Ludlowe – LL | Stamford High School SHS Baseball Diamond | ||
| FRI 5/10. 4:00 PM | Boys BaseballFreshman Fairfield Ludlowe – LL Darien – LL | Kiwanis Field Baseball Diamond | ||
| MON 5/13 4:15 PM | Boys BaseballFreshman Wilton – L Fairfield Ludlowe – LL | Allen’s Meadow Baseball Diamond | ||
| WED 5/15 4:00 PM | Boys BaseballFreshman Trumbull – LL Fairfield Ludlowe – LL | Trumbull High School Varsity Baseball Field | ||
| THU 5/16 3:30 PM | Non-League | Boys BaseballFreshman Fairfield Country Day School Fairfield Ludlowe – LL | Fairfield Country Day Fairfield CD |