| Sunday, May 20 |
| 12U Major |
| 4 County @ Urbana Yakel | 1:00pm | Araby Upper |
| Ripken Sunday |
| Catoctin 9U @ Tomasulo 9U | 1:00pm | Araby Lower |
| Way 11U @ MAYAA 11U | 2:00pm | MAYAA Fire Company Grounds (MAYAA) |
| Turley 8U @ UMAC 8U | 2:00pm | Taylor Park |
| TJ 9U @ Reefe 10U | 2:00pm | Urbana Park Field #3 |
| UMAC 9U @ Tomasulo 9U | 3:30pm | Araby Lower |
| Monday, May 21 |
| 6U T-Ball |
| Ayers @ Scholz | 5:00pm | Urbana Park Field #1 |
| 8U Softball |
| Purcell (Urbana 4) @ Eill (Urbana 1) | 6:00pm | Araby Lower |
| 10U Softball |
| Orange Crush (Burden) @ Hayden (Urbana 1) | 6:00pm | Centerville Elementary (Urbana) |
| 10U Minor |
| Betz (Orioles) @ McKee (Nationals) | 6:00pm | Urbana Park Field #3 |
| 12U Major |
| Northeast @ Urbana 1 McKenna | 6:00pm | Araby Upper |
| 12U Softball |
| GVAA 1 @ Urbana | 6:00pm | Urbana Park Field #2 |
| 15U Rec |
| PRACTICE Wills | 5:30pm | Urbana High School |
| Tuesday, May 22 |
| 6U T-Ball |
| Hawk @ Ayers | 6:00pm | BAR T |
| Scholz @ Pershin | 6:00pm | Urbana Park Field #1 |
| 8U Rookie |
| Sweeney @ Walsh | 6:00pm | Urbana Park Field #3 |
| 10U Softball |
| Galletti (MAYAA) @ Hayden (Urbana 1) | 6:00pm | Urbana Park Field #2 |
| Barnard (Urbana 2) @ Blue Flames (Mogar) | 6:00pm | Windsor Knolls Middle School #2 |
| 10U Minor |
| Betz (Orioles) @ Masterman (Giants) | 5:30pm | Araby Lower |
| McKee (Nationals) @ Van Tassell (Tigers) | 5:30pm | Centerville Elementary (Urbana) |
| 15U Softball |
| URBANA @ MIDDLETOWN | 6:00pm | Middletown Memorial Field (Myersville) - was Harp |
| 11U MCBA |
| Frederick Vipers @ Urbana Hawks | 5:30pm | Araby Upper |
| 15U Rec |
| PRACTICE Wills | 5:30pm | Urbana High School |
| Wednesday, May 23 |
| 6U T-Ball |
| Garwood @ Hancock | 6:00pm | BAR T |
| Gotlinger @ Lackner | 6:00pm | Urbana Park Field #1 |
| 8U Softball |
| Mason (Urbana 3) @ Ladson (Urbana 2) | 6:00pm | Urbana Park Field #2 |
| 10U Minor |
| Wilson (Red Sox) @ Stephenson (Cardinals) | 5:30pm | Araby Lower |
| Eill (Phillies) @ Pershin (Pirates) | 5:30pm | Centerville Elementary (Urbana) |
| 12U Major |
| MAYAA @ Urbana Yakel | 6:00pm | Araby Upper |
| Urbana 3 Montano @ Urbana 4 Way | 6:00pm | Urbana Park Field #3 |
| 15U Rec |
| PRACTICE Woodward | 5:30pm | Urbana High School |
| Thursday, May 24 |
| 6U T-Ball |
| Farner @ Horesta | 6:00pm | BAR T |
| 8U Rookie |
| Sacco @ Altuner | 6:00pm | Centerville Elementary (Urbana) |
| Dickens @ Armillotti | 6:00pm | Urbana Park Field #2 |
| Smith @ Allanach | 6:00pm | Urbana Park Field #3 |
| 8U Softball |
| Purcell (Urbana 4) @ Purple Lightning (Lombardo) | 6:00pm | Green Valley Elementary School |
| Red Dragons (Watkins) @ Eill (Urbana 1) | 6:00pm | Urbana Park Field #1 |
| 10U Softball |
| Hayden (Urbana 1) @ Barnard (Urbana 2) | 6:00pm | Araby Lower |
| 12U Major |
| Urbana 2 Scholz @ Urbana 1 McKenna | 6:00pm | Araby Upper |
| 15U Softball |
| BRUNSWICK @ URBANA | 6:00pm | Urbana High School |
| 11U MCBA |
| PRACTICE Urbana Hawks | 6:00pm | Urbana High School |
| 13U MCBA |
| Washington Metropolitans (U14) @ Urbana Hawks | 5:30pm | Ridge Road #1 |
| 15U Rec |
| PRACTICE Wills | 5:30pm | Urbana High School |
| Friday, May 25 |
| 6U T-Ball |
| Gotlinger @ Scholz | 6:00pm | Urbana Park Field #1 |
| Sunday, May 27 |
| 15U Softball |
| PRACTICE ARABY | 4:00pm | Araby Upper |
| Tuesday, May 29 |
| 8U Rookie |
| Armillotti @ Allanach | 6:00pm | Centerville Elementary (Urbana) |
| Smith @ Walsh | 6:00pm | Urbana Park Field #3 |
| 8U Softball |
| Mason (Urbana 3) @ Black Bears (Wunderler) | 6:00pm | Green Valley Elementary School |
| Ladson (Urbana 2) @ Purcell (Urbana 4) | 6:00pm | Urbana Park Field #1 |
| Ladson (Urbana 2) @ Purcell (Urbana 4) | 6:00pm | Urbana Park Field #1 |
| 10U Softball |
| Hayden (Urbana 1) @ Wilcom (Urbana 3) | 6:00pm | Araby Lower |
| 10U Minor |
| Van Tassell (Tigers) @ Betz (Orioles) | 6:00pm | Araby Upper |
| Stephenson (Cardinals) @ Eill (Phillies) | 6:00pm | Urbana Park Field #2 |
| 13U MCBA |
| Urbana Hawks @ UMAC Attack | 5:30pm | South Germantown Park D |
| Ripken Sunday |
| McKenna 12U @ WFC 12U | 6:00pm | MIDDLETOWN PARK |
| Wednesday, May 30 |
| 8U Rookie |
| Sweeney @ Sacco | 6:00pm | Centerville Elementary (Urbana) |
| 8U Softball |
| Purple Lightning (Lombardo) @ Mason (Urbana 3) | 6:00pm | Urbana Park Field #2 |
| Black Bears (Wunderler) @ Eill (Urbana 1) | 6:00pm | Windsor Knolls Middle School #1 |
| 10U Minor |
| Pershin (Pirates) @ Masterman (Giants) | 6:00pm | Araby Lower |
| Wilson (Red Sox) @ McKee (Nationals) | 6:00pm | Urbana Park Field #3 |
| 12U Major |
| 4 County @ Urbana Yakel | 6:00am | Araby Upper |
| 13U MCBA |
| Urbana Hawks @ Washington Metropolitans (U14) | 5:30pm | Fort Reno Park (Washington Metropolitans) |
| Thursday, May 31 |
| 8U Rookie |
| Altuner @ Dickens | 6:00pm | Centerville Elementary (Urbana) |
| 8U Softball |
| Eill (Urbana 1) @ Ladson (Urbana 2) | 6:00pm | Urbana Park Field #1 |
| 10U Softball |
| Vipers (Griffis) @ Hayden (Urbana 1) | 6:00pm | Urbana Park Field #1 |
| Orange Crush (Burden) @ Barnard (Urbana 2) | 6:00pm | Urbana Park Field #2 |
| 10U Minor |
| Van Tassell (Tigers) @ Stephenson (Cardinals) | 6:00pm | Araby Lower |
| Eill (Phillies) @ Betz (Orioles) | 6:00pm | Araby Upper |
| Wilson (Red Sox) @ Pershin (Pirates) | 6:00pm | BAR T |
| McKee (Nationals) @ Masterman (Giants) | 6:00pm | Urbana Park Field #3 |
