All Games – Fairfield Ludlowe – Boys Baseball Junior Varsity
| WED 3/21 3:45 PM | Scrimmage | Boys BaseballJunior Varsity Weston – M Fairfield Ludlowe – LL | Weston High School | |
| WED 3/27 3:45 PM | Scrimmage | Boys BaseballJunior Varsity Fairfield Prep – LL Fairfield Ludlowe – LL | Owen Fish Park Owen Fish | |
| THU 3/28 4:00 PM | Scrimmage | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Bethel – L | Owen Fish Park Owen Fish | |
| FRI 4/5 4:00 PM | Non-League | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Masuk – L | Owen Fish Park Owen Fish | |
| MON 4/8 4:00 PM | Non-League | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Brien McMahon – LL | Owen Fish Park Owen Fish | |
| TUE 4/9 4:00 PM | Non-League | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Greenwich – LL | Owen Fish Park Owen Fish | |
| FRI 4/12 4:00 PM | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Bridgeport Central – LL | Owen Fish Park Owen Fish | ||
| MON 4/15 11:00 AM | Boys BaseballJunior Varsity Greenwich – LL Fairfield Ludlowe – LL | Julian Curtiss School Julian Curtiss School Fairfield Ludlowe High School: 9:30 AM – JV and varsity travel together | ||
| WED 4/17 4:00 PM | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Danbury – LL | Owen Fish Park Owen Fish Danbury High School: 2:15 PM – 1 Bus – STA V/JV | ||
| THU 4/18 4:00 PM | Non-League | Boys BaseballJunior Varsity Bunnell – L Fairfield Ludlowe – LL | Bunnell HS Bunnell Baseball Field | |
| FRI 4/19 4:00 PM | Boys BaseballJunior Varsity New Canaan – LL Fairfield Ludlowe – LL | Waveny Park Coppo Field Fairfield Ludlowe High School: 2:30 PM – JV and varsity travel together | ||
| MON 4/22 4:00 PM | Boys BaseballJunior Varsity Westhill – LL Fairfield Ludlowe – LL | Rippowan MS Rippowam Baseball Field Fairfield Ludlowe High School: 2:30 PM – JV and varsity travel together | ||
| WED 4/24 4:00 PM | Boys BaseballJunior Varsity Brien McMahon – LL Fairfield Ludlowe – LL | Roton MS Roton MS Fairfield Ludlowe High School: 2:30 PM – JV and varsity travel together | ||
| FRI 4/26 4:00 PM | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Norwalk – LL | Owen Fish Park Owen Fish | ||
| SAT 4/27 10:00 AM | Non-League | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Kolbe Cathedral – S | Kiwanis Field Baseball Diamond | |
| MON 4/29 4:00 PM | Boys BaseballJunior Varsity Fairfield Ludlowe – LL St. Joseph – M | Owen Fish Park Owen Fish | ||
| TUE 4/30 4:00 PM | Boys BaseballJunior Varsity Fairfield Warde – LL Fairfield Ludlowe – LL | Fairfield Warde High School Baseball Diamond | ||
| THU 5/2 4:00 PM | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Ridgefield – LL | Owen Fish Park Owen Fish Ridgefield High School : 2:20 PM – 1 Bus – Varsity & JV Share Bus | ||
| MON 5/6 4:00 PM | Boys BaseballJunior Varsity Staples – LL Fairfield Ludlowe – LL | Staples High School Wakeman Field Fairfield Ludlowe High School: 2:45 PM – JV and varsity travel together | ||
| WED 5/8 4:00 PM | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Stamford – LL | Owen Fish Park Owen Fish Stamford High School: 2:30 PM – JV Only | ||
| FRI 5/10 4:00 PM | Boys BaseballJunior Varsity Darien – LL Fairfield Ludlowe – LL | Darien High School DHS Baseball – JV Field Fairfield Ludlowe High School: 2:30 PM – JV and varsity travel together | ||
| MON 5/13 4:00 PM | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Wilton – L | Owen Fish Park Owen Fish | ||
| WED 5/15 4:00 PM | Boys BaseballJunior Varsity Fairfield Ludlowe – LL Trumbull – LL | Owen Fish Park Owen Fish |